81 results on '"HYDROXYMETHYLFURFURAL"'
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2. Efficient Conversion of Glucose to Hydroxymethylfurfural: One-pot Brønsted Base and Acid Promoted Selective Isomerization and Dehydration.
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Altia M and Anbarasan P
- Abstract
Development of elegant, selective, and efficient strategies for the production of value-added platform chemicals from renewable feedstocks are in high demand to achieve the future needs and sustainable goals. In this context, an efficient acid-promoted synthesis of highly valuable hydroxymethylfurfural (HMF) has been demonstrated from glucose, a major constituent of lignocellulosic biomass. The major challenge in the conversion of glucose to HMF is the selective isomerization of glucose to ketose, which in the present work has been successfully addressed through the amine-mediated rearrangement of glucose to aminofructose under Amadori rearrangement. Importantly, subsequent dehydration step affords HMF and regenerates the amine employed in the first step, which could be readily recovered. In addition, scale-up and successful integration into one-pot synthesis of HMF proves the efficiency and applicability of the present transformation in large scale application. In addition, the method was also successfully extended to other monosaccharides and disaccharides to produce HMF., (© 2024 Wiley-VCH GmbH.)
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- 2024
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3. Browning reactions of hydroxycinnamic acids and heterocyclic Maillard reaction intermediates - Formation of phenol-containing colorants.
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Bork LV, Stobernack T, Rohn S, and Kanzler C
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- Hot Temperature, Polymers chemistry, Coloring Agents chemistry, Maillard Reaction, Coumaric Acids chemistry, Phenols chemistry
- Abstract
Non-enzymatic conversion of phenolic compounds plays an important role during thermal processing of plant-based food such as coffee, cocoa, and peanuts. However, the more prominent Maillard reaction is mainly studied at a mechanistic level for carbohydrates and amino compounds to clarify reactions that contribute to ('classic') melanoidin formation, but the role of phenolic compounds in such reactions is rarely discussed yet. To understand their contribution to non-enzymatic browning, reactions between ubiquitous phenolic acids, such as caffeic acid and ferulic acid, and prominent heterocyclic Maillard intermediates, namely furfural, hydroxymethylfurfural, and pyrrole-2-carbaldehyde were investigated. Following incubation under roasting conditions (220 °C, 0-30 min), heterogenous products were characterized by high-resolution mass spectrometry, and, after isolation, by nuclear magnetic resonance spectroscopy. By this, color precursors were identified, and it was shown that in addition to aromatic electrophilic substitution, nucleophilic and condensation reactions are key mechanisms contributing to the formation of phenol-containing melanoidins., Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2024 The Authors. Published by Elsevier Ltd.. All rights reserved.)
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- 2024
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4. Quality Characterization of Honeys from Iraqi Kurdistan and Comparison with Central European Honeys.
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Tkáč M, Abdullah FAA, Vorlová L, Bartáková K, Bursová Š, and Javůrková Z
- Abstract
The main objective of this work was to determine the significant physicochemical and bioactive parameters of honeys originating from Iraqi Kurdistan. For this purpose, honey samples ( n = 16) were taken directly from Kurdish beekeepers from different places of Dohuk and Erbil Governorate in 2018 and 2022. The following parameters were analyzed: moisture content, electrical conductivity, diastase activity, hydroxymethylfurfural content, pH, free acidity, content of saccharides, total phenolic content, total flavonoid content, color, color intensity and DPPH, FRAP. Another objective of this work was to compare the properties of Kurdistan honeys with the requirements of European Union law and with the honeys of Central Europe. A total of 48 honey samples were included in the comparison. It was detected that the honeys produced in Iraqi Kurdistan met the strict quality criteria set by European law, which is important information for local beekeepers and experts in relation to honey production and an opportunity to set local limits of honey quality. Despite the different climatic and topographical conditions, the available flora, and the different species of bees, the properties of Iraqi Kurdistan honeys were similar to the properties of honeys from the Czech and Slovak Republics.
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- 2024
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5. Precursor-Driven Catalytic Performances of Al 2 O 3 -Supported Earth-Abundant Ni Catalysts in the Hydrogenation of Levulinic Acid and Hydroxymethylfurfural into Added-Value Chemicals.
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Jędrzejczyk M, Żyłka E, Chałupka-Śpiewak K, and Ruppert AM
- Abstract
It has been shown that the nature of the metal precursor and the thermal effects during calcination determine the physicochemical properties of the catalysts and their catalytic activity in the levulinic acid (LA) and 5-hydroxymethylfurfural (HMF) hydrogenation reactions. The endothermic effect during calcination of the inorganic nickel precursor promoted higher metal dispersion and stronger interaction with the alumina surface. In contrast, the exothermic effects during the calcination of organic nickel precursors resulted in smaller metal dispersion and lower interaction with the support surface. A clear relationship was found between the size of the metal crystallites and the yield of LA hydrogenation reaction. The smaller crystallites were more active in the LA hydrogenation reaction. In turn, the size of the metal particles and their nature of interaction with the surface of the alumina influence the hydrogenation pathways of the HMF.
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- 2024
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6. Enhancing analysis of neo-formed contaminants in two relevant food global commodities: Coffee and cocoa.
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Medina-Orjuela ME, Barrios-Rodríguez YF, Carranza C, Amorocho-Cruz C, Gentile P, and Girón-Hernández J
- Abstract
Neo-formed contaminants (NFCs) are common in many foods, especially those subjected to high-temperature processing. Among these contaminants, products arising from the Maillard reaction, sugar reduction, thermal degradation of polyphenols and lipid oxidation, including acrylamide, furan, furfuryl alcohol, and hydroxymethylfurfural, are consistently linked to potential neoplastic effects. NFCs are found in globally traded commodities like coffee and cocoa, posing a significant risk due to their frequent consumption by consumers. A direct correlation exists between consumption frequency, exposure levels, and health risks. Hence, it's crucial to establish reliable methods to determine levels in both matrices, aiming to mitigate their formation and minimise risks to consumers. This review offers a comprehensive examination, discussion, and identification of emerging trends and opportunities to enhance existing methodologies for extracting and quantifying NFCs in coffee and cocoa. By presenting an in-depth analysis of performance parameters, we aim to guide the selection of optimal extraction techniques for quantifying individual NFCs. Based on the reviewed data, headspace extraction is recommended for furan, while solid and dispersive solid phase extractions are preferred for acrylamide when quantified using gas and liquid chromatography, respectively. However, it is worth noting that the reported linearity tests for certain methods did not confirm the absence of matrix effects unless developed through standard addition, leading to uncertainties in the reported values. There is a need for further research to verify method parameters, especially for determining NFCs like furfuryl alcohol. Additionally, optimising extraction and separation methods is essential to ensure complete compound depletion from samples. Ideally, developed methods should offer comprehensive NFC determination, reduce analysis time and solvent use, and adhere to validation parameters. This review discusses current methods for extracting and quantifying NFCs in coffee and cocoa, highlighting emerging trends and emphasising the need to improve existing techniques, especially for compounds like furfuryl alcohol., Competing Interests: The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (© 2024 The Authors. Published by Elsevier Ltd.)
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- 2024
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7. Nutritionally Valuable Components and Heat-Induced Contaminants in Extruded Snack Products Enriched with Defatted Press Cakes.
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Jozinović A, Panak Balentić J, Ačkar Đ, Benšić M, Babić J, Barišić V, Lončarić A, Miličević B, and Šubarić D
- Subjects
- Carbon Dioxide, Antioxidants, Polyphenols, Acrylamides, Hot Temperature, Snacks
- Abstract
This research studies the influence of the addition of defatted press cakes (from the production of hazelnut, camelina, pumpkin, and hemp seed oil) on nutritionally important components: fibre, resistant starch, polyphenols, hydroxymethylfurfural (HMF), and acrylamide in directly and indirectly expanded snacks. The amounts of press cakes added to corn grits were 3, 6, and 9%. Extrusion was carried out in a laboratory single-screw extruder. For indirectly expanded products (SCFX), supercritical CO
2 was injected during extrusion, and secondary expansion was completed in the microwave oven. The type and content of press cake, as well as the type of product, significantly influenced total polyphenol content and antioxidant activity. Press cakes increased the contents of both soluble and insoluble fibre (from 1.94% d. m. and 1.28% d. m. for extrudates without press cakes up to 3.17% d. m. and 6.94% d. m. for SCFX extrudates with press cakes, respectively), and resistant starch was not markedly influenced by their addition. The influence of the content of press cake on HMF was not significant, whereas the type of cake and the type of extrusion influenced HMF significantly. In a raw mixture of corn grits with 3% of pumpkin press cake, HMF was below the limit of detection, and the highest content was found in the classically extruded sample with the addition of 9% of camelina press cake (580 ppb). In all samples, the acrylamide content was below the limit of detection, indicating that safe products were obtained. This research shows potential for the implementation of supercritical CO2 extrusion in the production of safe, nutritionally improved snack products. Future research might bring about the design of cost-effective processes applicable in the industry.- Published
- 2024
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8. Recent Advances in Zeolites-Catalyzed Biomass Conversion to Hydroxymethylfurfural: The Role of Porosity and Acidity.
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Wang Y, Yuan X, Liu J, and Jia X
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Biomass is an attractive raw material for the production of fuel oil and chemical intermediates due to its abundant reserves, low price, easy biodegradability, and renewable use. Hydroxymethylfurfural (5-HMF) is a valuable platform chemically derived from biomass that has gained significant research interest owing to its economic and environmental benefits. In this review, recent advances in biomass catalytic conversion systems for 5-HMF production were examined with a focus on the catalysts selection and feedstocks' impact on the 5-HMF selectivity and yield. Specifically, the potential of zeolite-based catalysts for efficient biomass catalysis was evaluated given their unique pore structure and tunable (Lewis and Brønsted) acidity. The benefits of hierarchical modifications and the interactions between porosity and acidity in zeolites, which are critical factors for the development of green catalytic systems to convert biomass to 5-HMF efficiently, were summarized and assessed. This Review suggests that zeolite-based catalysts hold significant promise in facilitating the sustainable utilization of biomass resources., (© 2023 Wiley-VCH GmbH.)
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- 2024
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9. Investigation on the simultaneous inhibition of advanced glycation end products, 4-methylimidazole and hydroxymethylfurfural in thermal reaction meat flavorings by liquiritigenin, liquiritin and glycyrrhizic acid and possible pathways.
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Wang Q, Chang H, Deng P, He Z, Chen Q, Wang Z, Qin F, Oz F, Oz E, Chen J, and Zeng M
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- Animals, Cattle, Tandem Mass Spectrometry, Pyruvaldehyde, Lysine analysis, Meat analysis, Free Radicals, Glycyrrhizic Acid pharmacology, Glycation End Products, Advanced
- Abstract
The inhibitory effects of liquiritigenin, liquiritin and glycyrrhizic acid against the hazards during the preparation of thermal reaction beef flavoring were investigated using high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS). Liquiritigenin(1.5 mM) inhibited N
ε -carboxymethyl-L-lysine and Nε -carboxyethyl-L-lysine by up to 38.69 % and 61.27 %, respectively; 1.5 mM liquiritin inhibited 4-methylimidazole by up to 48.28 %; and 1.5 mM liquiritigenin and 1.0 mM liquiritin inhibited hydroxymethylfurfural by up to 61.20 % and 59.31 %, respectively. The results of the model system showed that the inhibitory effect of the 3 inhibitors could be extended to other thermal reaction flavoring systems. The 3 inhibitors can effectively block key intermediates in beef flavoring, and liquiritigenin can inhibit up to 22.97 % of glyoxal and 22.89 % of methylglyoxal. In addition, liquiritigenin and liquiritin can directly eliminate up to 25.87 % and 21.01 % of methylglyoxal by addition and other means. Free radicals in the simultaneous formation model system were measured using electron spin resonance (ESR), and the results showed that liquiritigenin, liquiritin and glycyrrhizic acid could scavenge free radicals in the system in a dose-dependent manner, with scavenging rates of up to 44.88-57.09 %. Therefore, the inhibitory effects of the 3 inhibitors can be attributed to the intermediate blocking and free radical scavenging pathways., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2023 Elsevier Ltd. All rights reserved.)- Published
- 2023
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10. Quality of Honey Imported into the United Arab Emirates.
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Osaili TM, Odeh WAMB, Al Sallagi MS, Al Ali AASA, Obaid RS, Garimella V, Bakhit FSB, Hasan H, Holley R, and El Darra N
- Abstract
This study was performed to assess the physicochemical quality characteristics of honey imported by the United Arab Emirates (UAE) via Dubai ports between 2017 and 2021. There were 1330 samples analyzed for sugar components, moisture, hydroxymethylfurfural (HMF) content, free acidity, and diastase number. Of the honey tested, 1054 samples complied with the Emirates honey standard, but 276 (20.8%) did not; this was due to non-compliance with one or more quality parameters, thus suggesting some level of adulteration, improper storage or inappropriate heat treatment. For the non-compliant samples, the average values of sucrose content ranged from 5.1 to 33.4%; the sum of glucose and fructose ranged from 19.6 to 88.1%; the moisture content varied from 17.2 to 24.6%; the HMF occurred in a range from 83.2 to 663.0 mg/kg, and the acidity varied from 52 to 85 meq/kg. The non-compliant honey samples were grouped according to their country of origin. India was shown to be the country having the highest percentage of non-compliant samples at 32.5% and Germany had the lowest at 4.5%. This study emphasized that the inspection of honey samples traded internationally should involve physicochemical analysis. A comprehensive inspection of honey at the Dubai ports should reduce incidents of adulterated products being imported.
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- 2023
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11. Integrated effect of yeast inoculation and roasting process conditions on the neo formed contaminants and bioactive compounds of Colombian roasted coffee (Coffea arábica).
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Fernando Barrios-Rodríguez Y, Gutiérrez-Guzmán N, Milena Amorocho-Cruz C, Pedreschi F, and Salomé Mariotti Celis M
- Subjects
- Saccharomyces cerevisiae, Caffeine, Antioxidants analysis, Colombia, Polyphenols analysis, Acrylamides, Coffee chemistry, Coffea chemistry
- Abstract
The rational design of methodologies to control the neoformed compounds occurrence (NFCs), such as acrylamide and hydroxymethylfurfural (HMF) in roasted coffee, must consider the preservation of the bioactive compounds contained in this beverage. The aim of this work was to evaluate the integrated effect of yeast inoculation during the fermentation stage and the modification of roasting parameters on the final concentrations of NFCs and bioactive compounds of roasted coffee. A completely randomized factorial design was used to evaluate the effect of yeast inoculation (with and without inoculation), roasting temperature (150, 180 and 210 °C) and roast degree (medium, dark) on the (i) physicochemical characteristics (volume change, mass loss, water activity, non-enzymatic browning index, antioxidant capacity, total polyphenols, chlorogenic acid and caffeine) as well as HMF and acrylamide levels of roasted coffee. Response variables were analyzed separately by ANOVA and clustering of treatments was explored by PCA. Yeast inoculation did not significantly (p > 0.05) affect volume change, mass loss, antioxidant capacity, total polyphenols content, and caffeine contents. The interaction of evaluated factors significantly decreased (p < 0.05) the acrylamide and HMF contents of roasted coffee (43 % and 56.0 %, respectively). Based on PCA grouping the best treatments were medium roast at 210 °C (inoculated and uninoculated) and at 180 °C (inoculated). Under these conditions it is possible to produce a roasted coffee mitigated in neo formed contaminants that present the physicochemical properties of original product., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2022 Elsevier Ltd. All rights reserved.)
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- 2023
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12. Biochar and wood ash amended anaerobic digestion of hydrothermally pretreated lignocellulosic biomass for biorefinery applications.
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Başar İA, Eskicioglu C, and Perendeci NA
- Abstract
This study investigated the effect of biochar and wood ash amendment on the anaerobic digestion of hydrothermally pretreated lignocellulosic biomass. Hydrothermal pretreatment was performed on switchgrass at 200, 250, and 300 °C with 0, 30, and 60 min of retention times. The pretreatment method was optimized using the response surface method for enhanced methane production. At the optimum pretreatment (200 °C/0 min retention time), a specific methane yield of 256.9 mL CH
4 /g volatile solids (VS), corresponding to an increase of 32.8% with respect to the untreated substrate, was obtained. Hydrothermal pretreatment was beneficial for methane production at temperatures lower than 220 °C and retention times shorter than 20 min. At more severe pretreatment conditions than 220°-20 min, sugars were degraded into other products, causing a decrease in the methane yield. The hydrothermal degradation products, i.e., acetic acid, lactic acid, furfural, and hydroxymethylfurfural concentrations, were also measured and modeled. The addition of biochar and wood ash to BMP assays were tested at 2, 9, 16 g/g VSinoculum ratios and <63, 63-125, 125-250 μm particle sizes. A decline in methane production was observed for all tested doses and particle sizes of both additives. The decline in the methane potential was proportional to the doses and particle sizes. Kinetic modeling of BMP test results also supported that using the additives was not beneficial. Based on the result of this study, it was found that the use of biochar and wood ash in a pretreated lignocellulosic biomass processing biorefinery would not be beneficial., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2022 Elsevier Ltd. All rights reserved.)- Published
- 2022
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13. Semisynthetic transformation of banana peel to enhance the conversion of sugars to 5-hydroxymethylfurfural.
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Al Amin Leamon AKM, Venegas MP, Orsat V, Auclair K, and Dumont MJ
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- Catalysis, Furaldehyde analogs & derivatives, Hydrolysis, Solvents, Sugars, Musa
- Abstract
This study aimed to efficiently convert banana peels (BP) into 5-hydroxymethylfurfural (HMF) by using an integrated mechanoenzymatic/catalytic approach. There is no report on HMF production using mechanoenzymatic hydrolysis. Moreover, this method enables saccharification of lignocellulose without bulk solvents or pretreatment. The effects of the reaction volume, milling time, and reactive aging (RAging) on the mechanoenzymatic hydrolysis of BP were studied. The solvent-free enzymatic hydrolysis of BP under RAging conditions was found to provide higher glucose (40.5 wt%) and fructose (17.2 wt%) yields than chemical hydrolysis. Next, the conversion of the resulting monosaccharides into HMF in the presence of the AlCl
3 ·H2 O/HCl-DMSO/H2 O system resulted in 71.9 mol% yield, which is so far the highest HMF yield obtained from cellulosic food wastes. Under identical reaction conditions, direct conversion of untreated BP to HMF yielded 22.7 mol% HMF, suggesting that mechanoenzymatic hydrolysis greatly promotes the release of sugars from BP to improve HMF yield., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2022 Elsevier Ltd. All rights reserved.)- Published
- 2022
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14. Effect of extrusion processing on techno-functional, textural and bioactive properties of whole-grain corn flour-based breakfast cereals sweetened with honey.
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Bobade H, Singh A, Sharma S, Gupta A, and Singh B
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- Antioxidants, Breakfast, Edible Grain, Food Handling methods, Starch, Water, Zea mays, Flour analysis, Honey
- Abstract
The present study investigated the effect of honey and extrusion processing parameters on techno-functional and bioactive properties of whole-grain corn flour breakfast cereals. The central composite rotatable design (CCRD) was used to plan the experiments using feed moisture (FM), extrusion temperature (ET), and honey level as process variables and sectional expansion ratio (SER), bulk density (BD), water absorption index (WAI), water solubility index (WSI), and textural hardness as response variables. The feed containing honey and whole-grain corn flour was extruded through a twin-screw extruder according to CCRD. The data were fit to the appropriate regression models based on model significance and insignificant lack of fit. The selected experiments from CCRD were considered for studying the bioactive properties, and the effect of ET and honey level on bioactive properties was determined. The results of the study indicated that FM and honey adversely affected the SER, BD, and textural hardness, while ET augmented these properties of breakfast cereals. The WAI decreased with an increase in honey level and ET during extrusion. The incremental addition of honey in the mix as well extrusion at elevated temperature led to higher WSI. The whole-grain corn flour added with 10.22% honey and extruded at 16.06% FM, and 138.07°C ET produced optimum quality breakfast cereals with 0.70 desirability. The total phenolic content of breakfast cereals decreased, and antioxidant activity and hydroxymethylfurfural content increased upon extrusion at the higher temperatures. Honey addition lowers the loss of phenolic content during extrusion and improves the antioxidant activity of breakfast cereals., (© 2022 Wiley Periodicals LLC.)
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- 2022
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15. Design of noble metal-free NiTiO 3 /ZnIn 2 S 4 heterojunction photocatalyst for efficient visible-light-assisted production of H 2 and selective synthesis of 2,5-Bis(hydroxymethyl)furan.
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Dhingra S, Sharma M, Krishnan V, and Nagaraja CM
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- Furans, Metals, Water, Light, Solar Energy
- Abstract
In this work, the development of noble metal-free NiTiO
3 /ZnIn2 S4 (1:0.25 (S1), 1:0.5 (S2), 1:1 (S3), and 1:2 (S4)) heterojunction photocatalysts possessing optimal band edge positions suitable for efficient production of H2 from water and in situ reduction of biomass derivative, 5-hydroxymethylfurfural (HMF) to value-added 2,5-Bis(hydroxymethyl)furan (BHMF) in the absence of any external reducing agent is presented. The electron microscopy analysis of these heterojunctions revealed that ZnIn2 S4 nanosheets are decorated uniformly over the surface of NiTiO3 microrods. Interestingly, heterojunction, S3 having NiTiO3 /ZnIn2 S4 (1:1) showed the best photocatalytic activity with a high H2 generation rate of 4.43 mmol g-1 h-1 which is about eight times higher than that of pure ZnIn2 S4. Further, the photocatalytic H2 evolution activity of S3 was coupled with in situ reduction of biomass derivative, HMF to obtain value-added chemical, BHMF with > 99% yield along with 100% selectivity. This high photocatalytic activity of S3 is aided by the Z-scheme heterojunction between NiTiO3 and ZnIn2 S4 . Moreover, photocatalyst, S3, showed excellent photostability and retained the catalytic activity for several cycles of reuse. Overall, this work represents a unique demonstration of H2 generation and high yield production of an important commodity chemical, BHMF from biomass-derivative and provides a greener path for harvesting solar energy and its conversion to chemical energy., Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (Copyright © 2022 Elsevier Inc. All rights reserved.)- Published
- 2022
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16. Nutritional and Functional Potential of Carob Syrup Versus Date and Maple Syrups.
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Toufeili I, Itani M, Zeidan M, Al Yamani O, and Kharroubi S
- Abstract
Research Background: The carob tree ( Ceratonia siliqua L.) is grown primarily for its seeds that are utilized in the production of the highly prized locust bean gum. The material left after the separation of seeds from the pods is utilized in the production of a range of traditional products including carob syrup, usually in cottage-type industries. The international market penetration of carob syrups is rather limited and, accordingly, scant information exists on their composition and phytochemical properties compared to mainstream syrups. The present study aims to determine key chemical parameters, phenolic profiles and antioxidant properties of carob syrups and benchmark these against those of date and maple syrups., Experimental Approach: Carob syrups were prepared from 19 accessions of the carob, under laboratory conditions, by a similar procedure to those practiced by small-scale producers. The pH, browning index, the content of proteins, minerals, hydroxymethylfurfural, sugar composition, total phenols, antioxidant capacity and phenolic profiles of the produced syrups along with branded samples of date and maple syrups were analyzed., Results and Conclusions: The pH and sugar composition of the carob syrups were comparable to those of date and maple syrups. In general, the carob syrups contained more proteins, minerals, phenolic acids, flavonoids and total phenols, and exhibited higher antioxidant capacity than the date and maple syrups. The carob syrups exhibited excessive browning and contained more, or comparable content of hydroxymethylfurfural, than the date and maple syrups. The data indicate that carob syrups provide more nutrients and possess superior antioxidant potential to date and maple syrups. The high contents of the carcinogenic hydroxymethylfurfural of the carob syrups warrant milder heating regimens in the concentration step during production., Novelty and Scientific Contribution: In contrast to studies based on commercial and/or homemade syrups, this work utilized a relatively large number of laboratory-prepared samples for creating a robust database for carob syrup. The results indicated that carob syrups possess superior health promotion and disease prevention effects than the widely traded date and maple syrups. In addition to their potential positive contribution to public health, carob syrups have been shown to be promising candidates for bolstering the economic returns of farmers in carob-producing countries., Competing Interests: CONFLICT OF INTEREST The authors declare no conflict of interest.
- Published
- 2022
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17. Evaluation of the risks for animal health related to the presence of hydroxymethylfurfural (HMF) in feed for honey bees.
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Bodin L, Del Mazo J, Grasl-Kraupp B, Hogstrand C, Leblanc JC, Bignami M, Hoogenboom LR, Nebbia CS, Nielsen E, Ntzani E, Petersen A, Schrenk D, Vleminckx C, Wallace H, Focks A, Gregorc A, Metzler M, Sgolastra F, Tosi S, Horvath Z, Ippolito A, Rortais A, Steinkellner H, Szentes C, and Sand S
- Abstract
The European Commission has asked the EFSA to evaluate the risk for animal health related to the presence of hydroxymethylfurfural (HMF) in honey bee feed. HMF is a degradation product of particular sugars and can be present in bee feed. HMF is of low acute toxicity in bees but causes increased mortality upon chronic exposure. A benchmark dose lower limit 10% (BMDL
10 ) of 1.16 μg HMF per bee per day has been calculated from mortalities observed in a 20-day study and established as a Reference Point covering also mortality in larvae, drones and queens for which no or insufficient toxicity data were available. Winter bees have a much longer lifespan than summer bees and HMF shows clear time reinforced toxicity (TRT) characteristics. Therefore, additional Reference Point intervals of 0.21-3.1, 0.091-1.1 and 0.019-0.35 µg HMF/bee per day were calculated based on extrapolation to exposure durations of 50, 90 and 180 days, respectively. A total of 219 analytical data of HMF concentrations in bee feed from EU Member States and 88 from Industry were available. Exposure estimates of worker bees and larvae ranged between 0.1 and 0.48, and between 0.1 and 0.51 μg HMF/per day, respectively. They were well below the BMDL10 of 1.16 μg HMF/bee per day, and thus, no concern was identified. However, when accounting for TRT, the probability that exposures were below established reference point intervals was assessed to be extremely unlikely to almost certain depending on exposure duration. A concern for bee health was identified when bees are exposed to HMF contaminated bee feed for several months., (© 2022 Wiley‐VCH Verlag GmbH & Co. KgaA on behalf of the European Food Safety Authority.)- Published
- 2022
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18. Effect of the Integrated Addition of a Red Tara Pods ( Caesalpinia spinosa ) Extract and NaCl over the Neo-Formed Contaminants Content and Sensory Properties of Crackers.
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Pedreschi F, Matus J, Bunger A, Pedreschi R, Huamán-Castilla NL, and Mariotti-Celis MS
- Abstract
A 2k factorial design with three centrals points was considered to evaluate the effect of adding red Tara pods extract (Caesalpinia spinosa) (440-2560 µg/mL of dough water) and NaCl (0.3-1.7 g/100 g of flour) on the acrylamide (AA) and hydroxymethylfurfural (HMF) content and sensory attributes of crackers. Additionally, the best formulation, defined as that with the lowest AA and HMF content, was compared with a commercial formulation cracker. Red Tara pods extracts were obtained through conventional extraction using pure water (60 °C, 35 min). AA and HMF content were quantified by GC-MS and HPLC-DAD, respectively. The sensory evaluation was carried out using a descriptive analysis on a 10 cm non-structured linear scale. Red Tara pods extract significantly reduced ( p < 0.05) the AA and HMF content, while NaCl only influenced the HMF formation. However, the sensory attributes did not significantly change ( p > 0.05), excepting the violet-gray color and salty flavor, but at acceptable levels compared with the control sample. The higher the red Tara pods extract concentration (2560 µg/mL of dough water), the lower the neo-formed contaminants (NFCs) content of crackers (AA: 53 µg/kg and HMF: 1236 µg/kg) when salt level was below 3 g/100 g of flour. The action of the proanthocyanidins present in the extracts which trapped the carbonyl groups of sugars probably avoided the formation of both NFCs. Contrarily, NaCl addition (from 0.3 to 1.7 g/100 g of flour) significantly increased ( p < 0.05) the HMF formation (from 1236 µg/kg to 4239 µg/kg, respectively), probably through the dehydration of carbohydrates during the Maillard reaction. When explored treatments were compared with a commercial formulated cracker, the highest mitigation effect (reductions of 40% and 32% AA and HMF, respectively) was reached with the addition of 2560 µg/mL of dough water of red Tara pods extract and 0.3 g/100 g of flour of NaCl. The addition of red Tara pods extracts integrated with the control of NaCl levels mitigated the NFCs in crackers, preserving their sensory properties. Future research should be focused on scaling this mitigation technology, considering a better chemical characterization of red Tara pods extracts as well as the validation of its use as functional food ingredient.
- Published
- 2022
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19. Insight into Biomass Upgrade: A Review on Hydrogenation of 5-Hydroxymethylfurfural (HMF) to 2,5-Dimethylfuran (DMF).
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Endot NA, Junid R, and Jamil MSS
- Subjects
- Biomass, Catalysis, Furaldehyde chemistry, Hydrogenation, Lignin chemistry, Metals chemistry, Biofuels, Furaldehyde analogs & derivatives, Furans chemistry
- Abstract
Recent developments in the transformation of biobased 5-hydroxymethylfurfural (HMF) into a potential liquid fuel, 2,5-dimethylfuran (DMF), are summarised. This review focuses briefly on the history of HMF conversion to DMF in terms of the feedstock used and emphasises the ideal requirements in terms of the catalytic properties needed in HMF transformation into DMF. The recent state of the art and works on HMF transformation into DMF are discussed in comparison to noble metals and non-noble metals as well as bimetallic catalysts. The effect of the support used and the reaction conditions are also discussed. The recommendations for future work and challenges faced are specified.
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- 2021
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20. Dataset for chemorheological and rheokinetic analysis of carbohydrate-HMF-amine adhesives.
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Thoma C, Solt P, Sailer-Kronlachner W, Rosenau T, Potthast A, Konnerth J, Pellis A, and van Herwijnen HWG
- Abstract
The work consists of primary and analysed data from rheological measurements of carbohydrate-hydroxymethylfurfural-amine adhesives. The studied adhesives are a bio-based alternative to conventional wood adhesives. The rheological properties were studied at different temperatures in isothermal (80, 90, 95 °C) and non-isothermal (20-120 °C) oscillatory measurements. Non-isothermal rheological measurements were used for the determination of the activation energy based on Vyazovskin's isoconversional method. The viscosity profile of the adhesives, determined from isothermal measurements, was fitted by an empirical model. The viscosity kinetic constant can be obtained from this empirical model and used in further rheokinetic analysis. Data from density and swelling experiments was measured for the characterization of the adhesive network. The determined polymer-solvent interaction parameter is included in the collected data. The provided datasets were used in the investigation of the reactivity and curing reaction of the studied adhesives. A discussion and interpretation of the data can be found in the previous publication [1]., Competing Interests: The authors declare that they have no known competing financial interests or personal relationships which have or could be perceived to have influenced the work reported in this article., (© 2021 The Author(s). Published by Elsevier Inc.)
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- 2021
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21. Coupling a recombinant oxidase to catalase through specific noncovalent interaction to improve the oxidation of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid.
- Author
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Han Y, Qu W, and Feng W
- Subjects
- Catalase, Dicarboxylic Acids, Elastin, Furans, Furaldehyde analogs & derivatives, Hydrogen Peroxide
- Abstract
5-Hydroxymethylfurfural oxidase (HMFO) can catalyze both hydroxyl and aldehyde oxidations. It catalyzes 5-hydroxymethylfurfural into 2,5-furandicarboxylic acid. However, the application of HMFO encountered two problems: the expressed HMFO in Escherichia coli. is largely in the form of inclusion bodies, and the by-product of H
2 O2 has a negative effect on HMFO stability. To solve these problems, recombinant HMFO was generated by fusing the C-terminus to an elastin-like polypeptide (ELP). ELP-HMFO can be expressed with significantly reduced inclusion bodies. ELP-HMFO exhibited improved stability and tolerance toward H2 O2 . Further recombination is carried out by fusing the N-terminus of HMFO to a glutamic acid-rich leucine zipper motif (ZE ). Similarly, recombinant catalase (CAT) is generated by fusing the N-terminus to ELP and fusing the C-terminus to an arginine-rich leucine zipper motif (ZR ). ELP-HMFO-ZE can interact specifically with ZR -CAT-ELP, ascribing to the coiled-coil association of ZE and ZR . ELP-HMFO-ZE #ZR -CAT-ELP coordinates the respective catalytic activities of the two enzymes. ELP-HMFO-ZE catalyzes the oxidation of HMF, and the generated hydrogen peroxide is decomposed by ZR -CAT-ELP into H2 O and oxygen. During the oxidation of HMF, the cofactor FAD of HMFO is reduced, and molecular oxygen is needed to reoxidize the reduced FAD. The evolved oxygen from the decomposing of H2 O2 can just meet the requirement, which can be diffused efficiently from ZR -CAT-ELP to ELP-HMFO-ZE due to the short distance between the two enzymes., (Copyright © 2021 Elsevier Inc. All rights reserved.)- Published
- 2021
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22. Pd-Catalysed Decarbonylation Free Approach to Carbonylative Esterification of 5-HMF to Its Aryl Esters Synthesis Using Aryl Halides and Oxalic Acid as C 1 Source.
- Author
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Singh Chauhan A, Kumar A, Kumar Sharma A, and Das P
- Subjects
- Catalysis, Esterification, Esters, Oxalic Acid
- Abstract
A decarbonylation free, polystyrene-supported, Pd (Pd@PS)-catalysed carbonylative esterification of the hydroxy group of 5-hydroxymethyl furfural (5-HMF) to its corresponding aryl esters has been developed. The use of Pd@PS, oxalic acid as CO source, and aryl halides was first explored for the aryl ester of 5-HMF synthesis. Here, we investigated the vital role of a polystyrene support to avoid the commonly known decarbonylation of 5-HMF. The reaction exhibits vast substrate scope with comparably good yield and catalyst recyclability., (© 2021 Wiley-VCH GmbH.)
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- 2021
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23. Analysis of cocktail honey content as a supplementary preparation in preconception women.
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Rizki AMF, Usman AN, Raya I, Sumidarti A, Dirpan A, and Fendi F
- Subjects
- Alcoholic Beverages, Animals, Bees, Carbohydrates analysis, Indonesia, Honey
- Abstract
Objective: This study is basic research carried out to measure the nutritional content of the honey cocktail product, an herbal therapy as a complementary treatment in addressing reproductive health problems and improving the nutritional status of preconception women. The purpose of this research is to know the ingredients in honey cocktail products., Method: The stage of this study is; choose a sample, processing honey cocktail, and testing the parameters. This study used three main raw materials, namely honey, royal jelly, and bee bread. The honey used is Trigona sp. The three primary raw materials used have been processed from the Halal Center of Hasanuddin University. Honey cocktail processing will use a mixture of 100g Trigona sp. honey, 100g royal jelly, and 100g bee bread, then be homogenized using a magnetic stirrer for ±15min. Honey quality testing is conducted to determine the nutritional content of the honey cocktail supplement, such as vitamins, minerals, proteins, fats, carbohydrates, sugars (sucrose and glucose), hydroxymethylfurfural, and metals, and water. This study also examined the metal contamination, ash, and fat level., Results: The results of the test content in the cocktail honey supplement found in 100ml containing 61.9g carbohydrates, 0.7g of protein, 2.3mg of phosphorus, 0.3mg of iron, 1736.27μg/g of potassium, as much calcium 48.35μg/g, 0.2mg of manganese, 0.04mg of fat content, and 2.84% of vitamin A. in addition, cocktail honey also contains 3.8% sucrose, 78% glucose, HMF 48.63mg/kg, Cu <0.01μg/g, PB 0.05μg/g, arsenic <0.01, acidity 49.62ml NaOH/kg, an ash content of 0.2%, and moisture content of 18.24%., Conclusion: The conclusion in this study cocktail honey samples meets the honey quality requirements following the Indonesian national standard. So that the cocktail honey supplement has good quality and is safe for consumption., (Copyright © 2021 SESPAS. Publicado por Elsevier España, S.L.U. All rights reserved.)
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- 2021
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24. Simultaneous Quantitative Assessment of Ochratoxin A, Patulin, 5-Hydroxymethylfurfural, and Bisphenol A in Fruit Drinks Using HPLC with Diode Array-Fluorimetric Detection.
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Hassan NH, Othman HIAA, Abdul Malek NR, Zulkurnain M, Saad B, and Wong YF
- Abstract
The analysis of regulated contaminants in fruit drinks often requires suitable validated and rapid analytical methods for cost-effective food control, and is of considerable interest among the fruit beverage industry. This study demonstrated a rapid and sensitive high-performance liquid chromatography approach for the simultaneous determination of ochratoxin A (OTA), patulin (PAT), 5-hydroxymethylfurfural (HMF), and bisphenol A (BPA) in various fruit drinks. The separations were achieved using a C18 core-shell column with both photo-diode array and fluorimetric detections connected in series. A gradient system consisting of methanol and 0.1% formic acid at a flow rate of 1.2 mL min
-1 , thermostated at 35 °C, provided fast elution with run time <9 min. Sample pretreatment was optimised to enable extraction of all analytes from fruit drink matrices. The optimised method was validated. Correlation coefficients of R > 0.99 were achieved with detection limits of 0.5 ng mL-1 (OTA), 1.1 ng mL-1 (PAT), 7.9 ng mL-1 (HMF), and 1.0 ng mL-1 (BPA). Recoveries ranged from 82% to 99%. Good relative standard deviations for intraday retention times (≤3.54%) and peak area (≤3.5%) were achieved. The developed multi-contaminants analysis method was successfully applied to determine OTA, PAT, HMF, and BPA in various fruit drinks.- Published
- 2020
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25. Chemical-Switching Strategy for Synthesis and Controlled Release of Norcantharimides from a Biomass-Derived Chemical.
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Chang H, Huber GW, and Dumesic JA
- Subjects
- Aldehydes chemistry, Biomass, Catalysis, Cycloaddition Reaction, Epoxy Compounds chemistry, Furaldehyde chemistry, Hydrogen-Ion Concentration, Hydrolysis, Maleimides chemistry, Temperature, Delayed-Action Preparations chemistry, Drug Carriers chemistry, Furaldehyde analogs & derivatives
- Abstract
Catalytic strategies were developed to synthesize and release chemicals for applications in fine chemicals, such as drugs and polymers, from a biomass-derived chemical, 5-hydroxymethyl furfural (HMF). The combination of the diene and aldehyde functionalities in HMF enabled catalytic production of acetalized HMF derivatives with diol or epoxy reactants to allow reversible synthesis of norcantharimide derivatives upon Diels-Alder reaction with maleimides. Reverse-conversion of the acetal group to an aldehyde yielded mismatches of the molecular orbitals in norcantharimides to trigger retro Diels-Alder reaction at ambient temperatures and released reactants from the coupled molecules under acidic conditions. These strategies provide for the facile synthesis and controlled release of high-value chemicals., (© 2020 Wiley-VCH GmbH.)
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- 2020
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26. Bio-Based Alternatives to Phenol and Formaldehyde for the Production of Resins.
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Sarika PR, Nancarrow P, Khansaheb A, and Ibrahim T
- Abstract
Phenol-formaldehyde (PF) resin continues to dominate the resin industry more than 100 years after its first synthesis. Its versatile properties such as thermal stability, chemical resistance, fire resistance, and dimensional stability make it a suitable material for a wide range of applications. PF resins have been used in the wood industry as adhesives, in paints and coatings, and in the aerospace, construction, and building industries as composites and foams. Currently, petroleum is the key source of raw materials used in manufacturing PF resin. However, increasing environmental pollution and fossil fuel depletion have driven industries to seek sustainable alternatives to petroleum based raw materials. Over the past decade, researchers have replaced phenol and formaldehyde with sustainable materials such as lignin, tannin, cardanol, hydroxymethylfurfural, and glyoxal to produce bio-based PF resin. Several synthesis modifications are currently under investigation towards improving the properties of bio-based phenolic resin. This review discusses recent developments in the synthesis of PF resins, particularly those created from sustainable raw material substitutes, and modifications applied to the synthetic route in order to improve the mechanical properties.
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- 2020
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27. Screening and Evaluation of New Hydroxymethylfurfural Oxidases for Furandicarboxylic Acid Production.
- Author
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Viñambres M, Espada M, Martínez AT, and Serrano A
- Subjects
- Escherichia coli genetics, Escherichia coli metabolism, Furaldehyde metabolism, Methylophilaceae metabolism, Microorganisms, Genetically-Modified genetics, Microorganisms, Genetically-Modified metabolism, Pseudomonas metabolism, Bacterial Proteins metabolism, Dicarboxylic Acids metabolism, Furaldehyde analogs & derivatives, Furans metabolism, Methylophilaceae genetics, Oxidoreductases metabolism, Pseudomonas genetics
- Abstract
The enzymatic production of 2,5-furandicarboxylic acid (FDCA) from 5-hydroxymethylfurfural (HMF) has gained interest in recent years, as FDCA is a renewable precursor of poly(ethylene-2,5-furandicarboxylate) (PEF). 5-Hydroxymethylfurfural oxidases (HMFOs) form a flavoenzyme family with genes annotated in a dozen bacterial species but only one enzyme purified and characterized to date (after heterologous expression of a Methylovorus sp. HMFO gene). This oxidase acts on both furfuryl alcohols and aldehydes and, therefore, is able to catalyze the conversion of HMF into FDCA through 2,5-diformylfuran (DFF) and 2,5-formylfurancarboxylic acid (FFCA), with only the need of oxygen as a cosubstrate. To enlarge the repertoire of HMFO enzymes available, genetic databases were screened for putative HMFO genes, followed by heterologous expression in Escherichia coli After unsuccessful trials with other bacterial HMFO genes, HMFOs from two Pseudomonas species were produced as active soluble enzymes, purified, and characterized. The Methylovorus sp. enzyme was also produced and purified in parallel for comparison. Enzyme stability against temperature, pH, and hydrogen peroxide, three key aspects for application, were evaluated (together with optimal conditions for activity), revealing differences between the three HMFOs. Also, the kinetic parameters for HMF, DFF, and FFCA oxidation were determined, the new HMFOs having higher efficiencies for the oxidation of FFCA, which constitutes the bottleneck in the enzymatic route for FDCA production. These results were used to set up the best conditions for FDCA production by each enzyme, attaining a compromise between optimal activity and half-life under different conditions of operation. IMPORTANCE HMFO is the only enzyme described to date that can catalyze by itself the three consecutive oxidation steps to produce FDCA from HMF. Unfortunately, only one HMFO enzyme is currently available for biotechnological application. This availability is enlarged here by the identification, heterologous production, purification, and characterization of two new HMFOs, one from Pseudomonas nitroreducens and one from an unidentified Pseudomonas species. Compared to the previously known Methylovorus HMFO, the new enzyme from P. nitroreducens exhibits better performance for FDCA production in wider pH and temperature ranges, with higher tolerance for the hydrogen peroxide formed, longer half-life during oxidation, and higher yield and total turnover numbers in long-term conversions under optimized conditions. All these features are relevant properties for the industrial production of FDCA. In summary, gene screening and heterologous expression can facilitate the selection and improvement of HMFO enzymes as biocatalysts for the enzymatic synthesis of renewable building blocks in the production of bioplastics., (Copyright © 2020 Viñambres et al.)
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- 2020
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28. Quality evaluation of Saudi honey harvested from the Asir province by using high-performance liquid chromatography (HPLC).
- Author
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Ghramh HA, Khan KA, Ahmed Z, and Ansari MJ
- Abstract
Sugar profile and hydroxymethylfurfural (HMF) of Saudi honey were examined through high-performance liquid chromatography (HPLC) system equipped with refractive index and diode array detectors. The work was designed to assess the quality of various types of blossom honey i.e. Sider ( Ziziphus spina-christi ), Dhuhyana ( Acacia asak ), Sumra ( Acacia tortilis ), Qatada ( Acacia hamulosa ), Dhurum ( Lavandula dentata ), multiflora with majra ( Hypoestes forskaolii ), multiflora with herbs, Keena ( Eucalyptus spp.) produced in the southwestern areas of the kingdom. Hierarchical cluster analysis (HCA), principal cluster analysis (PCA), and similarity and difference indices (SDI) were also applied to examine the possible grouping based on the studied quality parameters. Four main sugars (two monosaccharides i.e. fructose and glucose, two disaccharides i.e. sucrose and maltose) and HMF were investigated . The average values of fructose and glucose were in the range 33.10%-44.77% and 26.68%-37.91%, respectively. The maltose was present in all types of honey and its mean values were in the range of 0.37%-2.97%, while sucrose was absent in six types of honey, 0.25% in one unifloral honey, and 3.25% in one multi-floral honey. HMF was not detected in seven types of honey but was below the limit of quantification (0.13 mg/kg) in one type of honey. PCA displayed the accumulative variance of 79.96% for the initial two PCs suggesting that honey samples were not well distinguished by their sugar profile. Based on the sucrose and HMF contents, it was concluded that all types of blossom honey from the Asir province were of the best quality in the kingdom and met the international quality parameters., Competing Interests: The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper., (© 2020 The Authors.)
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- 2020
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29. Current Situation of the Challenging Scale-Up Development of Hydroxymethylfurfural Production.
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Thoma C, Konnerth J, Sailer-Kronlachner W, Solt P, Rosenau T, and van Herwijnen HWG
- Abstract
Hydroxymethylfurfural (HMF) is a high-value platform chemical derived from renewable resources. In recent years, considerable efforts have been made to produce HMF also at industrial scale, which still faces some challenges regarding yield as well as sustainable and economic process designs. This critical Review evaluates the industrial process development of sustainable biomass conversion to HMF. Qualitative and quantitative guidelines are defined for the technological assessment of the processes described in patent literature. The formation of side products, difficulties in the separation and purification of HMF as well as catalyst regeneration were identified as major challenges in the HMF production. A first small-scale, commercial HMF production plant with a capacity of 300 t
HMF per year has been operating in Switzerland since 2014., (© 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.)- Published
- 2020
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30. Selective Electrocatalytic Oxidation of Biomass-Derived 5-Hydroxymethylfurfural to 2,5-Diformylfuran: from Mechanistic Investigations to Catalyst Recovery.
- Author
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Kisszekelyi P, Hardian R, Vovusha H, Chen B, Zeng X, Schwingenschlögl U, Kupai J, and Szekely G
- Abstract
The catalytic transformation of bio-derived compounds, specifically 5-hydroxymethylfurfural (HMF), into value-added chemicals may provide sustainable alternatives to crude oil and natural gas-based products. HMF can be obtained from fructose and successfully converted to 2,5-diformylfuran (DFF) by an environmentally friendly organic electrosynthesis performed in an ElectraSyn reactor, using cost-effective and sustainable graphite (anode) and stainless-steel (cathode) electrodes in an undivided cell, eliminating the need for conventional precious metal electrodes. In this work, the electrocatalysis of HMF is performed by using green solvents such as acetonitrile, γ-valerolactone, as well as PolarClean, which is used in electrocatalysis for the first time. The reaction parameters and the synergistic effects of the TEMPO catalyst and 2,6-lutidine base are explored both experimentally and through computation modeling. The molecular design and synthesis of a size-enlarged C
3 -symmetric tris-TEMPO catalyst are also performed to facilitate a sustainable reaction work-up through nanofiltration. The obtained performance is then compared with those obtained by heterogeneous TEMPO alternatives recovered by using an external magnetic field and microfiltration. Results show that this new method of electrocatalytic oxidation of HMF to DFF can be achieved with excellent selectivity, good yield, and excellent catalyst recovery., (© 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.)- Published
- 2020
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31. Evaluation of Egyptian honeys and their floral origins: phenolic compounds, antioxidant activities, and antimicrobial characteristics.
- Author
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Roby MHH, Abdelaliem YF, Esmail AM, Mohdaly AAA, and Ramadan MF
- Subjects
- Animals, Anti-Bacterial Agents, Antioxidants, Bees, Egypt, Flowers chemistry, Phenols analysis, Honey analysis
- Abstract
This study reports the physicochemical characterization of clover (Trifolium hybridum) and citrus (Citrus sinensis) honeys produced in Fayoum, Egypt, by evaluating the analysis of moisture content, pH, total soluble solids (TSS), electric conductivity (EC), total sugars, crude protein, ash content, total acidity, hydroxymethylfurfural (HMF), and total phenolic compounds (TPC). Antioxidant and antimicrobial activities of honey extracts and their flower extracts were determined. The results clearly indicated that ethanol gave the highest extraction yield of both clover and citrus flowers, while ethyl acetate showed the highest extraction recovery for the phenolic compounds, with TPC amounting to 338.5 and 536.4 mg gallic acid equivalent kg
-1 fresh weight in clover and citrus flower extracts, respectively. Honey samples have less TPC than their flowers. The results showed that the TPC of citrus honey and its flowers was higher than clover honey and its flowers, respectively. Antioxidant activity was higher in extracts obtained from citrus flower than extracts of clover flower. The same trend was noticed for honey samples. Both clover and citrus honeys showed antimicrobial effects against tested microorganisms. HPLC analysis showed that p-coumaric acid was the main phenolic component in ethanol extracts of clover and citrus honeys, contributing about 83.0% and 52.2%, respectively. In citrus and clover flower extracts, syringic acid and quercetin were the main phenolics, respectively. It would be expected that characteristics of honey samples are mainly depended on the floral origin of nectar foraged by bees.- Published
- 2020
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32. Biotransformation of 5-Hydroxymethylfurfural to 2,5-Furandicarboxylic Acid by a Syntrophic Consortium of Engineered Synechococcus elongatus and Pseudomonas putida.
- Author
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Lin TY, Wen RC, Shen CR, and Tsai SL
- Subjects
- Biomass, Biotransformation, Catalysis, Cell Count, Coculture Techniques, Metabolic Engineering, Pseudomonas putida growth & development, Sucrose metabolism, Synechococcus growth & development, Dicarboxylic Acids metabolism, Furaldehyde analogs & derivatives, Furaldehyde metabolism, Furans metabolism, Pseudomonas putida genetics, Pseudomonas putida metabolism, Synechococcus genetics, Synechococcus metabolism
- Abstract
2,5-furandicarboxylic acid (FDCA) is one of the top platform chemicals that can be produced from biomass feedstock. To make the cost of industrial FDCA production compatible with plastics made from fossils, the price of substrates and process complexity should be reduced. The aim of this research is to create a CO
2 -driven syntrophic consortium for the catalytic conversion of renewable biomass-derived 5-hydroxymethylfurfural (HMF) to FDCA. Sucrose produced from carbon fixation by the engineered Synechococcus elongatus serves as the sole carbon source for the engineered Pseudomonas putida to catalyze the reaction of HMF to FDCA. The yield of FDCA by the consortium reaches around 70% while the conversion of HMF is close to 100%. With further surface engineering to clump the two strains, the FDCA yield is elevated to almost 100% via the specific association between an Src homology 3 (SH3) domain and its ligand. The syntrophic consortium successfully demonstrates its green and cost-effective characteristics for the conversion of CO2 and biomass into platform chemicals., (© 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)- Published
- 2020
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33. Association between Heat-Induced Chemical Markers and Ultra-Processed Foods: A Case Study on Breakfast Cereals.
- Author
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Morales FJ, Mesías M, and Delgado-Andrade C
- Subjects
- Breakfast, Dietary Sugars analysis, Edible Grain classification, Fast Foods analysis, Fast Foods classification, Food Handling methods, Furaldehyde analysis, Hot Temperature, Humans, Acrylamide analysis, Edible Grain chemistry, Food Handling classification, Furaldehyde analogs & derivatives, Nutritive Value
- Abstract
Nutritional composition and neo-formed contaminant content in ultra-processed foods, amongst other factors, may contribute to increasing overall risk of non-communicable diseases and cancer. Commercial breakfast cereals ( n = 53) were classified according to the NOVA approach as un-/minimally processed (NOVA-1, 11%), processed (NOVA-3, 30%), and ultra-processed (NOVA-4, 59%) foods. Acrylamide and hydroxymethylfurfural (HMF) content as heat-induced chemical markers was taken from our research team database. The NutriScore was used as the nutritional profiling system. Samples were distributed between groups A (19%), B (13%), C (38%), and D (30%). No statistically significant differences in acrylamide and HMF were found across the NutriScore groups. Sugar content was the only nutritional descriptor found to be significantly different between processed (11.6 g/100 g) and ultra-processed (23.1 g/100 g) breakfast cereal groups. Sugar content correlated with acrylamide ( p < 0.001) and HMF ( p < 0.0001). Acrylamide and HMF contents were not significantly higher in the NOVA-4 group when compared with the NOVA-3 group. However, trends towards higher acrylamide and HMF content are observed, amounting to a change of 75 µg/kg and 13.3 mg/kg in processed breakfast cereals, and 142 µg/kg and 32.1 mg/kg in ultra-processed breakfast cereals, respectively. Thus, the NOVA classification may not reflect the extent of the thermal treatment applied to the breakfast cereal but the type and amount of ingredients incorporated. Ultra-processed breakfast cereal does not predict significantly higher toxicological concern based on acrylamide content than processed breakfast cereals; a clear trend is seen whose contributing factors should be further studied., Competing Interests: The authors declare no conflict of interest.
- Published
- 2020
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34. Toward Sustainable Hydroxymethylfurfural Production Using Seaweeds.
- Author
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Heo JB, Lee YS, and Chung CH
- Subjects
- Carbon chemistry, Furaldehyde chemical synthesis, Furaldehyde chemistry, Furaldehyde metabolism, Humans, Biotechnology trends, Carbon Dioxide chemistry, Furaldehyde analogs & derivatives, Seaweed chemistry
- Abstract
Chemical manufacturing involves carbon sources releasing CO
2 into the atmosphere. By contrast, seaweeds are carbon sinks that can absorb released CO2 and therefore have great potential for use as feedstocks in sustainable chemical manufacturing. In particular, seaweeds could contribute to mitigating vast amounts of global CO2 emissions. Accordingly, seaweeds could be an excellent candidate biomaterial for sustainable production of hydroxymethylfurfural (HMF), called a 'sleeping giant' platform chemical due to its wide versatility in chemical manufacturing. HMF is produced through sugar dehydration mechanisms, and seaweed storage glucans comprised of glucose can be appropriate feeding substrates for its production. This opinion article introduces a new opportunity for sustainable production of HMF using storage glucan-rich seaweeds., (Copyright © 2020 Elsevier Ltd. All rights reserved.)- Published
- 2020
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35. Effects of 5-Hydroxymethylfurfural on Pubertal Development of Female Wistar Rats
- Author
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Elmaoğulları S, Kadan E, Anadol E, Gökçeoğlu A, Çetinkaya S, Yarım GF, Uçaktürk SA, and Aycan Z
- Subjects
- Animals, Anti-Mullerian Hormone metabolism, Disease Models, Animal, Estradiol metabolism, Female, Follicle Stimulating Hormone, Furaldehyde administration & dosage, Furaldehyde adverse effects, Luteinizing Hormone metabolism, Puberty, Precocious metabolism, Rats, Rats, Wistar, Diet adverse effects, Furaldehyde analogs & derivatives, Puberty, Precocious chemically induced, Sexual Maturation drug effects
- Abstract
Objective: 5-Hydroxymethylfurfural (HMF) is formed when sugars are heated in the presence of amino acids. HMF is naturally present in many foods. To investigate the toxic effects of HMF on the reproductive system of peripubertal rats., Methods: In the study, 24 immature female Wistar rat were divided into three groups: control (CT) fed with no HMF; low dose fed with 750 mg/kg/day of HMF and high dose (HD) groups fed with 1500 mg/kg/day of HMF. All groups received these diets for three weeks from postnatal day (PND) 21. The vaginal opening (VO) was monitored daily and euthanasia occurred on PND 44. Gonadotropin, estradiol (E2), progesterone and anti-Müllerian hormone (AMH) concentrations were measured. Reproductive organ weights and ovarian follicle counts were compared., Results: The HD HMF group had earlier VO. Higher mean luteinising hormone (2.9±1.2 vs 1.3±0.3 mIU/mL) and mean E2 (34.7±8.8 vs 21.2±3.9 pg/mL) and lower mean AMH (2.7±0.5 vs 4.7±0.7 ng/mL) concentrations were found in the HD compared to the CT group. The HD group also had increased number of secondary atrophic follicles., Conclusion: These results indicate that peripubertal exposure to HMF at HD result in precocious puberty and decreased AMH levels in female Wistar rats.
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- 2020
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36. The effect of amino acids on non-enzymatic browning of glucosamine: Generation of butterscotch aromatic and bioactive health compounds without detectable levels of neo-formed alkylimidazoles.
- Author
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Dhungel P, Bhattacherjee A, Hrynets Y, and Betti M
- Subjects
- Chromatography, High Pressure Liquid, Tandem Mass Spectrometry, Amino Acids chemistry, Glucosamine chemistry, Pyrazines chemistry
- Abstract
A mixture of glucosamine (GlcN, 15% w/v) and different amino acids in 1:1 M ratio was incubated at 70 °C for 12 h. The resulting GlcN-amino acid caramels were analysed for α-dicarbonyl compounds, polyhydroxyalkyl pyrazines, heterocyclic compound and alkylimidazoles. All the analyses were performed by using HPLC-MS/MS followed by pooling the variables with principal component analysis (PCA). GlcN-Gly caramels generated the greatest amount of butterscotch aromatic compound diacetyl and polyhydroxyalkyl pyrazines (fructosazine and deoxyfructosazine). The potentially toxic heterocyclic compound, 5-hydroxymethylfurfural (HMF) was generated in greater amounts with the GlcN-Arg caramels. However, the toxic alkylimidazoles (4-MEI and THI) were not present in any of the GlcN-amino acid caramels. The results suggest that caramel with butterscotch aroma and bioactivity can be produced with GlcN-amino acid at 70 °C. The PCA performed discriminated the majority of the GlcN-amino acid combinations; GlcN-Gly and GlcN-Ser were best discriminated., (Copyright © 2019 Elsevier Ltd. All rights reserved.)
- Published
- 2020
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37. Co-Immobilization of Tri-Enzymes for the Conversion of Hydroxymethylfurfural to 2,5-Diformylfuran.
- Author
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Wu Z, Shi L, Yu X, Zhang S, and Chen G
- Subjects
- Furaldehyde chemistry, Horseradish Peroxidase chemistry, Oxidation-Reduction, Catalase chemistry, Enzymes, Immobilized chemistry, Furaldehyde analogs & derivatives, Furans chemical synthesis, Glucose Oxidase chemistry
- Abstract
Acting as a "green" manufacturing route, the enzyme toolbox made up of galactose oxidase, catalase, and horseradish peroxidase can achieve a satisfactory yield of 2,5-diformylfuran derived from 30 mM hydroxymethylfurfural. However, as the concentration of hydroxymethylfurfural increases, the substrate causes oxidative damage to the activity of the tri-enzyme system, and the accumulated hydrogen peroxide produced by galactose oxidase causes tri-enzyme inactivation. The cost of tri-enzymes is also very high. These problems prevent the utilization of this enzyme toolbox in practice. To address this, galactose oxidase, catalase, and horseradish peroxidase were co-immobilized into Cu
3 (PO4 )2 nanoflowers in this study. The resulting co-immobilized tri-enzymes possessed better tolerance towards the oxidative damage caused by hydroxymethylfurfural at high concentrations, as compared to free tri-enzymes. Moreover, the 2,5-diformylfuran yield of co-immobilized tri-enzymes (95.7 ± 2.7%) was 1.06 times higher than that of separately immobilized enzymes (90.4 ± 1.9%). This result could be attributed to the boosted protective effect provided by catalase to the activity of galactose oxidase, owing to the physical proximity between them on the same support. After 30 recycles, co-immobilized tri-enzymes still achieves 86% of the initial yield. Moreover, co-immobilized tri-enzymes show enhanced thermal stability compared with free tri-enzymes. This work paves the way for the production of 2,5-diformylfuran from hydroxymethylfurfural via co-immobilized tri-enzymes.- Published
- 2019
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38. Influences of stir-frying and baking on flavonoid profile, antioxidant property, and hydroxymethylfurfural formation during preparation of blueberry-filled pastries.
- Author
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Yang N, Qiu R, Yang S, Zhou K, Wang C, Ou S, and Zheng J
- Subjects
- Anthocyanins analysis, China, Furaldehyde chemical synthesis, Glycosides analysis, Hot Temperature, Antioxidants analysis, Blueberry Plants, Cooking methods, Flavonoids analysis, Fruit chemistry, Furaldehyde analogs & derivatives
- Abstract
Bakery products with fruit fillings are growing fast. Blueberry-filled pastries are widely consumed in China. This study aimed to investigate the effects of two thermal processing procedures (stir-frying and baking) on flavonoid profile, antioxidant property, and hydroxymethylfurfural (HMF) formation during preparation of blueberry-filled pastries. Stir-frying contributed the most to the variations in these values in blueberry filling. Anthocyanins (48%-53% reduction in total) were more susceptible to thermal processing than flavonols (11%-16%). Among anthocyanins, delphinidin glycosides (61%-67% reduction) were the most unstable, followed by malvidin (52%-58%), petunidin (40%-45%), and cyanidin (38%-41%). A high level of HMF (300 mg/kg) was formed during stir-frying. Except for anthocyanins, baking did not significantly influence HMF formation, flavonol degradation, and antioxidant property in the fillings. Stir-frying processing conditions rather than baking must be further investigated for nutrient retention and HMF inhibition., (Copyright © 2019 Elsevier Ltd. All rights reserved.)
- Published
- 2019
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39. Improving cellulosic ethanol fermentation efficiency by converting endogenous water-soluble carbohydrates into citric acid before pretreatment.
- Author
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Dong W, Han X, Liu G, and Bao J
- Subjects
- Citric Acid chemistry, Furaldehyde analogs & derivatives, Furaldehyde chemistry, Furaldehyde pharmacology, Solubility, Water chemistry, Aspergillus niger growth & development, Biomass, Citric Acid pharmacology, Ethanol metabolism, Lignin chemistry, Zea mays chemistry
- Abstract
Water-soluble carbohydrates in raw lignocellulosic biomass are converted into hydroxymethylfurfural (HMF) in the acid-based pretreatment, thus increasing the detoxification intensity and reducing the fermentation efficiency of cellulosic ethanol. Therefore, reducing water-soluble carbohydrates in raw corn stover is crucially important to reduce the inhibitors' generation and improve the ethanol fermentation efficiency. In this study, aerobic solid-state fermentation of corn stover by inoculating Aspergillus niger spores converted 83% of the endogenous water-soluble carbohydrates into citric acid, leading to the decrease of 41% of HMF generation and 8% of sulfuric acid usage during the dry acid pretreatment. The reduced inhibitor generation improved the ethanol fermentability by 11% more ethanol than that of the corn stover without water-soluble carbohydrates' removal. This suggests that the removal of the water-soluble carbohydrates before pretreatment significantly reduced the inhibitors' generation in pretreatment and improved the fermentation efficiency of cellulosic ethanol.
- Published
- 2019
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40. Consumption of Minerals, Toxic Metals and Hydroxymethylfurfural: Analysis of Infant Foods and Formulae.
- Author
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Vella C and Attard E
- Abstract
Infant foods and formulae may contain toxic substances and elements which can be neo-formed contaminants or derived from raw materials or processing. The content of minerals, toxic elements, and hydroxymethylfurfural (HMF) in infant foods and formulae were evaluated. The effect of storage temperature on HMF formation in infant formulae and its potential as a quality parameter was also evaluated. Prune-based foods contained the highest HMF content. HMF significantly increased when the storage temperature was elevated to 30 °C for 21 days. All trace elements were present in adequate amounts, while the concentration of nickel was higher when compared to those of other studies. The study indicates that HMF can be used as a quality indicator for product shelf-life and that the concentrations of minerals and toxic elements vary greatly due to the diverse compositions of foods and formulae. Such contaminants need to be monitored as infants represent a vulnerable group compared to adults.
- Published
- 2019
- Full Text
- View/download PDF
41. Simultaneous Determination of Acrylamide and Hydroxymethylfurfural in Extruded Products by LC-MS/MS Method.
- Author
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Jozinović A, Šarkanj B, Ačkar Đ, Panak Balentić J, Šubarić D, Cvetković T, Ranilović J, Guberac S, and Babić J
- Subjects
- Beta vulgaris chemistry, Chromatography, High Pressure Liquid, Food Industry, Furaldehyde analysis, Malus chemistry, Tandem Mass Spectrometry methods, Zea mays chemistry, Acrylamide analysis, Food Contamination analysis, Furaldehyde analogs & derivatives
- Abstract
The aim of this study was to develop a liquid chromatography/tandem mass spectrometry LC-MS/MS method for the simultaneous determination of acrylamide and hydroxymethylfurfural (HMF) in corn snack products enriched with food industry by-products: brewer's spent grain (BSG), sugar beet pulp (SBP) and apple pomace (AP). Development of the method included the study of different sources for ionization, different mobile phases, different extraction conditions as well as different methods of sample preparation. Finally, the single LC-MS/MS method was developed for the analysis of both analytes in one step with a duration of 20 min using a simple single-step extraction. The method with apparent recoveries of 91.4 and 90.4 for acrylamide and HMF, respectively, was applied for the analysis of non-extruded and extruded samples. The obtained results shown that the acrylamide content was
- Published
- 2019
- Full Text
- View/download PDF
42. Modelling Contaminant Formation during Thermal Processing of Sea Buckthorn Purée.
- Author
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Constantin OE, Kukurová K, Daško Ľ, Stănciuc N, Ciesarová Z, Croitoru C, and Râpeanu G
- Subjects
- Acrylamide chemistry, Acrylamide metabolism, Antioxidants chemistry, Antioxidants metabolism, Furaldehyde analogs & derivatives, Furaldehyde chemistry, Furaldehyde metabolism, Models, Theoretical, Hippophae chemistry, Hippophae metabolism, Temperature
- Abstract
Background : The impact of thermal treatment on acrylamide (ACR) and hydroxymethylfurfural (HMF) formation was investigated for thermally treated sea buckthorn purée. Methods : An optimized procedure for minimizing ACR and HMF formation in thermally treated sea buckthorn purée was described. The precursors of ACR and HMF and their impact in heating of sea buckthorn purée to obtain jam-like products were also evaluated. Results : The contaminant content formed in samples was analyzed on thirteen running variants using a temperature range of 59.3-200.7 °C, and for heating durations between 5.9 and 34.1 min. The calculated equations of contaminant formation in sea buckthorn purée have established that the minimum content is formed at the lowest exposure time, between 10 and 20 min, for both ACR and HMF. The lowest ACR content was attained at 5.9-min exposure time and 130 °C temperature (0.3 µg/kg). For HMF the results revealed a lower quantity at 59.3 °C for 20-min exposure time (1.4 mg/kg). Conclusions: the found model is useful for the prediction of the best temperature/time conditions of the thermal treatment to obtain the lowest contaminates levels in the final product.
- Published
- 2019
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43. Quality characterization and effect of sonication time on bioactive properties of honey from North East India.
- Author
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Mahnot NK, Saikia S, and Mahanta CL
- Abstract
The North-Eastern region of India is known for its rich flora and has great potential for honey production. Honey samples collected from local markets of different regions of North-East India viz. Shillong, Sohra, Mawsynram, Jorhat and Tezpur were analyzed for physicochemical properties, bioactivity and mineral content. Effect of sonication time on the bioactive properties of honey was determined. All the honey samples had good bioactive properties and high content of potassium, sodium, calcium and iron. The Jorhat sample had the highest phenolic content (296.68 ± 2.16 mg GAE/100 g) and flavonoid content (155.26 ± 2.90 μg quercetin/100 g) whereas highest DPPH radical scavenging activity with an IC
50 value of 29.8 ± 0.20 g and a FRAP value of 7291.60 ± 584.6 μM Fe(II)/100 g were noted in Shillong sample. Sonication exhibited various effects on the bioactive properties of the selected honey samples based on their source and treatment time. Honey from Jorhat and Sohra exhibited good quality standards with HMF content less than 80 mg/kg., Competing Interests: Compliance with ethical standardsWe declare that there is no conflict of interest.- Published
- 2019
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44. Bioconversion of plant biomass hydrolysate into bioplastic (polyhydroxyalkanoates) using Ralstonia eutropha 5119.
- Author
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Bhatia SK, Gurav R, Choi TR, Jung HR, Yang SY, Moon YM, Song HS, Jeon JM, Choi KY, and Yang YH
- Subjects
- Acetic Acid metabolism, Carbon metabolism, Biomass, Cupriavidus necator metabolism, Polyhydroxyalkanoates metabolism
- Abstract
Pretreatment of lignocellulosic biomass results in the formation of byproducts (furfural, hydroxymethylfurfural [HMF], vanillin, acetate etc.), which affect microbial growth and productivity. Furfural (0.02%), HMF (0.04%), and acetate (0.6%) showed positive effects on Ralstonia eutropha 5119 growth and polyhydroxyalkanoate (PHA) production, while vanillin exhibited negative effects. Response optimization and interaction studies between the variables glucose, ammonium chloride, furfural, HMF, and acetate using the response surface methodology resulted in maximum PHA production (2.1 g/L) at optimal variable values of 15.3 g/L, 0.43 g/L, 0.04 g/L, 0.05 g/L, and 2.34 g/L, respectively. Different lignocellulosic biomass hydrolysates (LBHs), including barley biomass hydrolysate (BBH), Miscanthus biomass hydrolysate (MBH), and pine biomass hydrolysate (PBH), were evaluated as potential carbon sources for R. eutropha 5119 and resulted in 1.8, 2.0, and 1.7 g/L PHA production, respectively. MBH proved the best carbon source, resulted in higher biomass (Y
x/s, 0.31 g/g) and PHA (Yp/s, 0.14 g/g) yield., (Copyright © 2018 Elsevier Ltd. All rights reserved.)- Published
- 2019
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- View/download PDF
45. One-Pot Synthesis of Biomass-Derived Surfactants by Reacting Hydroxymethylfurfural, Glycerol, and Fatty Alcohols on Solid Acid Catalysts.
- Author
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Garcia-Ortiz A, Arias KS, Climent MJ, Corma A, and Iborra S
- Abstract
A new type of biomass-derived non-ionic surfactants has been obtained by reacting hydroxymethylfurfural (HMF), glycerol, and fatty alcohols. For instance, 5-(octyloxymethyl)furfural glyceryl acetal can be obtained in a one-pot process by etherification of HMF with fatty alcohols followed by acetalization with glycerol. For a successful solid catalyst, acidity and polarity have to be optimized to improve conversion, selectivity, and catalyst deactivation owing to the different adsorption characteristics of the reactant molecules. Accordingly, Beta zeolite with a high Si/Al ratio and practically free of connectivity defects showed good results when dealing with these biomass derivatives, which include a highly polar reactant such as glycerol. The scope of the reaction is good and a variety of new stable surfactant molecules can be obtained that present hydrophilic-lipophilic balance (HLB ) values in the range 4.9 to 6.6, which are of interest for water in oil emulsions., (© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
- Published
- 2018
- Full Text
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46. Physicochemical characterization and antioxidant activity of Palestinian honey samples.
- Author
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Imtara H, Elamine Y, and Lyoussi B
- Abstract
Physicochemical characteristics, main minerals, and antioxidant activity were determined for Palestinian honey samples belonging to different floral and geographical origins. The features of the analyzed samples were within the established international standards for honey quality control. One clear exception was the hydroxymethylfurfural (HMF) of the Ziziphus sample purchased from the Jericho region, which is the lowest city in the word characterized by a hot desert climate. The observed HMF value was 81.86 ± 2.64 mg/kg being two folds the maximum allowed in honey samples (40 mg/kg). As a second objective of the present work, the parameters were divided into two groups with different discriminatory power. The assessed physicochemical parameters, and the antioxidant activities, specific to the botanical origin discrimination, were used to run the first PCA. A strong correlation could be seen between the bioactive compounds and the antioxidant activities despite the geographical origin of the samples. Thyme and Ziziphus samples were the best samples, while citrus sample presented the lowest activity. Regarding the geographical discrimination, Ash and mineral contents in addition to the electrical conductivity were used. The output PCA conserved high represent ability of the data in the two-first components being 82.72% and 9.60%. A little discrimination between the samples produced in the north and those produced in the south of the country, but it was not perfect. The intervention of the botanical variability could be the reason.
- Published
- 2018
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47. Recent Advances in the Microwave-Assisted Production of Hydroxymethylfurfural by Hydrolysis of Cellulose Derivatives-A Review.
- Author
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Delbecq F and Len C
- Subjects
- Catalysis, Furaldehyde chemical synthesis, Hydrolysis, Cellulose chemistry, Chemistry, Organic methods, Furaldehyde analogs & derivatives, Microwaves
- Abstract
The concepts of sustainable development, bioeconomy, and circular economy are being increasingly applied for the synthesis of molecules of industrial interest. Among these molecules, hydroxymethylfurfural as a platform molecule is the subject of various research approaches to improve its synthesis and productivity, and extend its potential uses. Accordingly, this review paper aims essentially at outlining recent breakthroughs obtained in the field of hydroxymethylfurfural production from sugars and polysaccharide feedstocks under microwave-assisted technology. The review discusses advances obtained via microwave activation in major production pathways recently explored, split into the following categories: (i) use of various homogeneous catalysts like mineral or organic acids, metal salts, or ionic liquids; (ii) feedstock dehydration making use of various solid acid catalysts; and (iii) non-catalytic routes.
- Published
- 2018
- Full Text
- View/download PDF
48. Efficient Catalytic Oxidation of 5-Hydroxymethylfurfural to 2,5-Furandicarboxylic Acid by Magnetic Laccase Catalyst.
- Author
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Wang KF, Liu CL, Sui KY, Guo C, and Liu CZ
- Subjects
- Biocatalysis, Cyclic N-Oxides chemistry, Furaldehyde chemistry, Green Chemistry Technology methods, Oxidation-Reduction, Silicon Dioxide chemistry, Dicarboxylic Acids chemical synthesis, Enzymes, Immobilized chemistry, Furaldehyde analogs & derivatives, Furans chemical synthesis, Laccase chemistry, Magnetite Nanoparticles chemistry
- Abstract
2,5-Furandicarboxylic acid (FDCA) is a bio-based platform chemical for the production of polyethylene furanoate (PEF) and other valuable furanic chemicals. A magnetic laccase catalyst with (2,2,6,6-tetramethyl-piperidin-1-yl)oxyl (TEMPO) as the mediator has the remarkable capability of oxidizing 5-hydroxymethylfurfural (HMF) to 2,5-furandicarboxylic acid (FDCA). Under optimal reaction conditions, a quantitative yield (90.2 %) of FDCA with complete HMF conversion was obtained after 96 h of reaction. More importantly, the magnetic laccase catalyst exhibited good recyclability and stability, maintaining 84.8 % of its original activity following six reuse cycles. This is the first report on the efficient catalytic oxidation of HMF to FDCA by using an immobilized enzyme catalyst., (© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
- Published
- 2018
- Full Text
- View/download PDF
49. Drying-induced physico-chemical changes in cranberry products.
- Author
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Michalska A, Wojdyło A, Honke J, Ciska E, and Andlauer W
- Subjects
- Anthocyanins, Chemical Phenomena, Desiccation, Food Handling, Freeze Drying, Fruit, Vaccinium macrocarpon
- Abstract
Sugar-free cranberry juice (XAD) and juice with 15% of maltodextrin were dried by freeze-, vacuum and spray drying methods. Total phenolics (589-6435mg/kg dry matter) including 5 flavonols, 3 phenolic acids, 2 procyanidins and 5 anthocyanins were stronger affected by juice formulation than by drying methods. Spray drying of juice, regardless of its formulation, was competitive to freeze drying in terms of polyphenols' retention. Increase in temperature up to 100°C during vacuum drying of XAD extracts resulted in degradation of polyphenolics (down to 4%), except chlorogenic acid. Its content increased with rise in temperature and accelerated hydroxymethylfurfural formation. The stronger the impact of drying, the more chlorogenic acid is present in cranberry products. In all powders analysed, formation of furoylmethyl amino acids was noted. Antioxidant capacity of cranberry products was influenced by juice formulation and was linked to content of polyphenols., (Copyright © 2017 Elsevier Ltd. All rights reserved.)
- Published
- 2018
- Full Text
- View/download PDF
50. Investigation and kinetic evaluation of the reactions of hydroxymethylfurfural with amino and thiol groups of amino acids.
- Author
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Hamzalıoğlu A and Gökmen V
- Subjects
- Furaldehyde chemistry, Kinetics, Sulfhydryl Compounds, Amino Acids chemistry, Furaldehyde analogs & derivatives
- Abstract
In this study, reactions of hydroxymethylfurfural (HMF) with selected amino acids (arginine, cysteine and lysine) were investigated in HMF-amino acid (high moisture) and Coffee-amino acid (low moisture) model systems at 5, 25 and 50°C. The results revealed that HMF reacted efficiently and effectively with amino acids in both high and low moisture model systems. High-resolution mass spectrometry (HRMS) analyses of the reaction mixtures confirmed the formations of Michael adduct and Schiff base of HMF with amino acids. Calculated pseudo-first order reaction rate constants were in the following order; k
Cysteine >kArginine >kLysine for high moisture model systems. Comparing to these rate constants, the kCysteine decreased whereas, kArginine and kLysine increased under the low moisture conditions of Coffee-amino acid model systems. The temperature dependence of the rate constants was found to obey the Arrhenius law in a temperature range of 5-50°C under both low and high moisture conditions., (Copyright © 2017 Elsevier Ltd. All rights reserved.)- Published
- 2018
- Full Text
- View/download PDF
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