3,916 results on '"Sarcosine"'
Search Results
152. Three‐phase solvent bar liquid‐phase microextraction combined with high‐performance liquid chromatography to determine sarcosine in human urine.
- Author
-
Huang, Yuan, Huang, Xiaobing, Huang, Liping, Liu, Qicai, Lei, Yun, Yang, Lijuan, and Huang, Liying
- Subjects
- *
LIQUID-liquid extraction , *HIGH performance liquid chromatography , *TUMOR markers , *PROSTATE cancer , *DERIVATIZATION - Abstract
Abstract: Sarcosine is a potential prostate cancer marker. In this study, we developed a method of three‐phase solvent bar liquid‐phase microextraction combined with high‐performance liquid chromatography to determine sarcosine after derivatization with 4‐dimethylarminoazobenzene‐4‐sulfonyl chloride from human urine. The effects of different extraction conditions on extraction efficiency were investigated and optimized. Under optimum experimental conditions, a calibration graph exhibited linearity over the range of 0.05–25 μmol/L with a correlation coefficient (r2) of 0.9990. The enrichment factor was 168, and the detection limit was 0.02 μmol/L. The method was successfully used to analyze sarcosine in human urine and non‐invasive detection, and good spiked recoveries ranging from 90.5 to 93.6% were obtained. The proposed method exhibited high sensitivity, high enrichment factor, good precision, and a simple setup. It may contribute to the early accurate diagnosis and the progression monitoring of prostatic carcinoma. [ABSTRACT FROM AUTHOR]
- Published
- 2018
- Full Text
- View/download PDF
153. Kinetics and pathways for nitrosamine formation in amino acid-based carbon dioxide capture systems.
- Author
-
Yu, Kun, Peranamallur Rajan, Vignesh, and Dai, Ning
- Subjects
CARBON sequestration ,AMINO acids ,NITROSOAMINES ,ETHANOLAMINES ,PROLINE - Abstract
Amino acids are emerging as alternative solvents for absorption-based CO 2 capture, but their potential to form the harmful byproducts nitrosamines is not well understood. This study investigated the formation of nitrosamines from model amino acids sarcosine, proline, and taurine under desorber- and absorber-relevant conditions. Special attention was paid to the effects of base and the formation of volatile nitrosamines. Under simulated desorber conditions, all three amino acid solvents with organic base monoethanolamine (MEA) formed more total nitrosamines than those with inorganic base sodium hydroxide (NaOH). Increasing base concentration decreased the formation of N -nitrososarcosine (NSAR) in both NaOH- and MEA-based sarcosine solvents. By measuring NSAR formation under varying base concentration and CO 2 loading, it was shown that both sarcosine carbamic acid (SARCOOH) and deprotonated sarcosine (SAR − ) contributed to NSAR formation. Volatile nitrosamine N -nitrosodimethylamine (NDMA) was detected in sarcosine solvents at levels three orders of magnitude lower than NSAR. Kinetic modeling showed that 61%–110% of the accumulated NDMA was formed through NSAR decomposition. NDMA formation from NSAR was promoted by increasing MEA concentration, but suppressed by increasing NaOH concentration. Under simulated absorber conditions, NaOH- and MEA-based solvents formed total nitrosamines at similar rates for sarcosine, proline, and taurine. In sarcosine solvents, NDMA formed at levels three orders of magnitude lower than NSAR, similar to that under desorber conditions. [ABSTRACT FROM AUTHOR]
- Published
- 2018
- Full Text
- View/download PDF
154. Some aspects of the adsorption of glyphosate and its degradation products on montmorillonite.
- Author
-
Flores, Federico M., Torres Sánchez, Rosa M., and dos Santos Afonso, Maria
- Subjects
GLYPHOSATE ,MONTMORILLONITE ,INORGANIC soil pollutants ,AMINO group ,PROTON transfer reactions - Abstract
The most worldwide used herbicide is glyphosate, phosphonomethylglycine (PMG). Consequently, a significant amount of PMG, its metabolites (sarcosine, SAR, and aminomethylphosphonic acid, AMPA) and the degradation product, methylphosphonic acid (MPA), reaches the soil, which acts as final sink. Because clays are one of the most reactive components of soils, expansive clays such as montmorillonite (Mt) are used to retain agriculture contaminants with some success. In this work, as a preliminary step for the evaluation of the risk that PMG, SAR, AMPA, and MPA occurrence could have on the environment, their adsorption on Mt surface was performed. The adsorption process was analyzed at constant adsorbate concentrations and two pH values to take into account the different protonation states of the amino group. DTA, XRD, zeta potential measurements, and XPS were used to identify the interactions or association mechanisms with the clay surface, the entry of adsorbates into the Mt interlayer, and electric charge changes on the Mt surface, and evaluate the acid-base surface complex constants, respectively. The interlayer thickness in acid media indicated that adsorbates are able to enter the interlayer in planar form. Besides, for the Mt-PMG sample, some PMG molecules could be also inserted as a bilayer or with a tilt angle of 52.4° in the interlayer. However, in alkaline media, the interlayer thickness indicated that the adsorbate arrangement differed from that of acidic media where PMG and MPA could have more than one orientation. The surface complex deprotonation constants were determined for the =NH
+2 ⇆ =NH+H+ process, being 3.0, 5.0, and 7.3 for PMG, AMPA, and SAR, respectively. [ABSTRACT FROM AUTHOR]- Published
- 2018
- Full Text
- View/download PDF
155. Fabrication of an amperometric sarcosine biosensor based on sarcosine oxidase/chitosan/CuNPs/c-MWCNT/Au electrode for detection of prostate cancer.
- Author
-
Narwal, Vinay, Kumar, Parveen, Joon, Pooja, and Pundir, C.S.
- Subjects
- *
AMPEROMETRIC sensors , *DIAGNOSIS , *PROSTATE cancer , *GLYCINE , *CHITOSAN , *BIOSENSORS - Abstract
An amperometric sarcosine biosensor was fabricated based on covalent immobilization of sarcosine oxidase (SarOx) onto the nanocomposite of carboxylated multi-walled carbon nanotubes (cMWCNT)/chitosan (CHIT) and copper nanoparticles (CuNPs), electrodeposited on gold (Au) electrode. The SarOx/CHIT/CuNPs/c-MWCNT/Au electrode was characterized by scanning electron microscopy (SEM), electrochemical impedance spectroscopy (EIS) and cyclic voltammetry (CV). The enzyme electrode exhibited optimum current within 2 s at a potential of 0.2 V against Ag/AgCl, pH 7.0 and 35 °C. A linear relationship was obtained between sarcosine concentration in the range, 0.1–100 μM and current (mA) under optimum conditions. The biosensor exhibited a high sensitivity of 277.5 μA/μM/cm 2 , a low detection limit of 0.1 pM and excellent storage stability (180 days). The analytical recoveries of added sarcosine in sera at 0.5 μM and at 1.0 μM concentration were 95.5% and 97.30 respectively. The precision i.e. within and between-batch coefficients of variation (CVs) were 1.08% and 1.70% respectively. There was a good correlation (R 2 = 0.99) between the level of sarcosine in sera as measured by the standard immuno kit method and the present biosensor. The biosensor measured sarcosine level in sera of prostate cancer patients, which was significantly higher than those of apparently healthy persons (p value <0.01). [ABSTRACT FROM AUTHOR]
- Published
- 2018
- Full Text
- View/download PDF
156. Mixed salt of sarcosine containing dimeric undecafluoridodialuminate anion and fluoride ion.
- Author
-
Giester, G., Ghazaryan, V.V., Fleck, M., Thamotharan, S., Percino, M.J., and Petrosyan, A.M.
- Subjects
- *
ALUMINATES , *ANIONS , *CRYSTAL structure , *FLUORIDES , *SPACE groups - Abstract
We report on synthesis, structural and vibrational spectroscopic characterization of the (SarH) 6 [F 5 Al-F-AlF 5 ]F ( I ) salt. The compound ( I ) is the first salt of amino acids with a dimeric undecafluoridodialuminate [F 5 Al-F-AlF 5 ] 5− anion and the first mixed salt of sarcosine with different anions. It crystallizes in orthorhombic system, space group Pbca . The simulated FT-IR spectrum for a cluster which comprises 13 cations, [F 5 Al-F-AlF 5 ] 5− anion and a fluoride anions built from the crystal structure is compared with the experimental spectrum and agree reasonably well. [ABSTRACT FROM AUTHOR]
- Published
- 2018
- Full Text
- View/download PDF
157. Versatile sarcosine and creatinine biosensing schemes utilizing layer-by-layer construction of carbon nanotube-chitosan composite films.
- Author
-
Pannell, Michael J., Doll, Elizabeth E., Labban, Najwa, Wayu, Mulugeta B., Pollock, Julie A., and Leopold, Michael C.
- Subjects
- *
SARALASIN , *CREATININE , *BIOSENSORS , *ANTHOLOGY films , *CARBON nanotubes , *CHITOSAN - Abstract
Layer-by-layer composite films of carbon nanotubes (CNTs) within a chitosan matrix with sarcosine oxidase enzyme and capped with Nafion have been developed and optimized as a versatile 1st generation amperometric sarcosine biosensing platform that operates successfully both as an isolated sarcosine sensor as well as a functional component within a creatinine sensor. Accurate measurement of sarcosine in urine and creatinine in blood may help with early diagnosis of diseases such as prostate cancer and renal failure, respectively. In this study, each material within the film is systematically optimized toward sarcosine sensitivity, including a critical evaluation of different CNTs effect on sensing performance. Films featuring carboxylic acid–modified single–walled carbon nanotubes and strategic enzyme doping were shown to be most effective sarcosine sensing platforms, exhibiting excellent sensitivity (~0.5 μA/mM), a linear response (≤0.75 mM), fast response time (8 s), low limits of detection (~6 μM), as well as both continuous use stability (7 days) and effective shelf life (>12 days). Operation of the sarcosine sensor was demonstrated in a sarcosine-spiked urine matrix, detecting the analyte at physiologically relevant concentrations (≥20 μM) and successfully quantifying sarcosine-spiked urine samples at 20, 40, and 90 μM ( n = 9, 7, and 3) with high average percent recoveries (>98%) and low relative error. The sarcosine sensing platform was also adapted to a 1st generation creatinine biosensing scheme in which the sarcosine enzymatic reaction is critical to a tri-enzymatic cascade event. The creatinine sensor yielded sensitivity of ~0.6 μA/mM, similar sensing performance parameters to the sarcosine sensor, and was effectively operated in blood serum at physiologically relevant creatinine concentrations (>1 mM). The demonstrated functionality of these sensors in their respective biological fluids at physiological concentrations of the analyte species suggests potential clinical application as diagnostic tools. [ABSTRACT FROM AUTHOR]
- Published
- 2018
- Full Text
- View/download PDF
158. Resolution and Assignment of Differential Ion Mobility Spectra of Sarcosine and Isomers.
- Author
-
Berthias, Francis, Maatoug, Belkis, Glish, Gary L., Moussa, Fathi, and Maitre, Philippe
- Subjects
- *
AMINO acids , *ION mobility spectroscopy , *SPECTRUM analysis , *ISOMERS , *TANDEM mass spectrometry - Abstract
Due to their central role in biochemical processes, fast separation and identification of amino acids (AA) is of importance in many areas of the biomedical field including the diagnosis and monitoring of inborn errors of metabolism and biomarker discovery. Due to the large number of AA together with their isomers and isobars, common methods of AA analysis are tedious and time-consuming because they include a chromatographic separation step requiring pre- or post-column derivatization. Here, we propose a rapid method of separation and identification of sarcosine, a biomarker candidate of prostate cancer, from isomers using differential ion mobility spectrometry (DIMS) interfaced with a tandem mass spectrometer (MS/MS) instrument. Baseline separation of protonated sarcosine from α- and β-alanine isomers can be easily achieved. Identification of DIMS peak is performed using an isomer-specific activation mode where DIMS- and mass-selected ions are irradiated at selected wavenumbers allowing for the specific fragmentation via an infrared multiple photon dissociation (IRMPD) process. Two orthogonal methods to MS/MS are thus added, where the MS/MS(IRMPD) is nothing but an isomer-specific multiple reaction monitoring (MRM) method. The identification relies on the comparison of DIMS-MS/MS(IRMPD) chromatograms recorded at different wavenumbers. Based on the comparison of IR spectra of the three isomers, it is shown that specific depletion of the two protonated α- and β-alanine can be achieved, thus allowing for clear identification of the sarcosine peak. It is also demonstrated that DIMS-MS/MS(IRMPD) spectra in the carboxylic C=O stretching region allow for the resolution of overlapping DIMS peaks.ᅟ
[ABSTRACT FROM AUTHOR]
- Published
- 2018
- Full Text
- View/download PDF
159. Serum levels of interleukin 6 in schizophrenic patients during treatment augmentation with sarcosine (results of the PULSAR study).
- Author
-
Strzelecki, Dominik, Urban‐Kowalczyk, Małgorzata, and Wysokiński, Adam
- Subjects
- *
SARALASIN , *INTERLEUKIN-6 , *PEOPLE with schizophrenia , *SCHIZOPHRENIA treatment , *SYMPTOMS - Abstract
Abstract: Objective: Augmentation of sarcosine, a natural inhibitor of the glycine transporter type I, normalizes glutamatergic neurotransmission, having beneficial impact on primary negative symptoms in schizophrenia and may also influence immune system and interleukin 6 (IL‐6) levels. Aim: Finding a relationship between initial IL‐6 serum concentrations or its changes and severity of symptoms as a result of sarcosine addition to stable antipsychotic treatment. Method: Fifity‐eight individuals with schizophrenia with predominantly negative symptoms completed a 6‐month randomized, double‐blind placebo‐controlled prospective study. Patients received 2 g of sarcosine (n = 29) or placebo (n = 30) daily per os. We measured IL‐6 levels and severity of symptoms at the beginning, after 6 weeks and 6 months. As main clinical tools, we used Positive and Negative Syndrome Scale (PANSS) and Calgary depression scale for schizophrenia (CDSS). Results: Augmentation with sarcosine had no effect on IL‐6 serum levels in all time points. We noted significant improvements in negative symptoms, general psychopathology, and total PANSS score in the sarcosine group. We found correlation of initial serum IL‐6 with severity of positive symptoms and negative association between IL‐6 levels reduction and positive symptoms reduction. Conclusions: Sarcosine does not significantly affect IL‐6 concentrations but IL‐6 may be involved in mechanisms related to the presence of positive symptoms. [ABSTRACT FROM AUTHOR]
- Published
- 2018
- Full Text
- View/download PDF
160. SIMULTANEOUS DETERMINATION OF SARCOSINE AND ITS RELATED METABOLITES BY GAS CHROMATOGRAPHY-TANDEM MASS SPECTROMETRY FOR PROSTATE CANCER DIAGNOSIS.
- Author
-
Yamkamon, Vichanan, Pyone Pyone Yee, Yainoi, Sakda, Eiamphungporn, Warawan, and Suksrichavalit, Thummaruk
- Subjects
- *
CANCER diagnosis , *GLYCINE metabolism , *GAS chromatography/Mass spectrometry (GC-MS) , *SEPARATION (Technology) , *PROSTATE cancer - Abstract
Shortly after sarcosine was delineated as a potential biomarker for prostate cancer in 2009, a variety of analytical methods for clinical application were developed. Moreover, higher uptake of glycine in the mitochondria also played a role in cancer proliferation. A major constraint in the accurate quantification of sarcosine was the interference of the two isomers, a-alanine and ß-alanine, using chromatographic separation techniques. Accordingly, we aimed to develop an analytical method for determining sarcosine and its related metabolites (a- and ß-alanine, glycine and creatinine) under the same conditions by gas chromatography-tandem mass spectrometry (GCMS/MS). BSTFA + 1% TMCS was used for silylation, and GC-MS/MS conditions were optimized for the target analytes. The unique transition ions of sarcosine, a- and ß-alanine, glycine and creatinine set up in MRM acquisition were m/z 116 → 73, 190 → 147, 176 → 147, 176 → 147 and 100 → 73, respectively. This newly developed method was successfully validated to apply in clinical settings with low limits of detection (0.01 - 0.03 µg•mL-1), high correlations (R2 > 0.99), great accuracy (88 - 110% recovery), and notable precision (RSD < 10%). All TMS derivatives were > 80% stable for up to 2 h after derivatization and analyzing during this period promises to achieve an accurate result. Monitoring the five-substance profile could enhance prospects for early diagnosis of prostate cancer. [ABSTRACT FROM AUTHOR]
- Published
- 2018
- Full Text
- View/download PDF
161. DEVELOPMENT OF SARCOSINE QUANTIFICATION IN URINE BASED ON ENZYME-COUPLED COLORIMETRIC METHOD FOR PROSTATE CANCER DIAGNOSIS.
- Author
-
Yamkamon, Vichanan, Phakdee, Benjarong, Yainoy, Sakda, Suksrichawalit, Thummaruk, Tatanandana, Tararat, Sangkum, Premsant, and Eiamphungporn, Warawan
- Subjects
- *
SARALASIN , *URINALYSIS , *CANCER diagnosis , *COLORIMETRIC analysis , *PROSTATE cancer , *DETECTION limit - Abstract
An enzyme-coupled colorimetric assay for quantification of urinary sarcosine was developed. The proposed method is a specific reaction based on hydrogen peroxide (H2O2) formation via sarcosine oxidase (SOX). The liberated H2O2 reacts with Amplex Red in the presence of horseradish peroxidase (HRP) to produce the redfluorescent oxidation product, resorufin, which can be measured spectrophotometrically (OD570). The method was performed in the 96-well microtiter plate. Reaction conditions, such as pH and reaction time were optimized. At the optimum conditions, the limit of detection (LOD) and quantification (LOQ) were found to be 0.7 and 1 µM, respectively. A good linearity was revealed with a coefficient of 0.990. The assay showed no significant interference from ascorbic acid, glucose and bilirubin. In addition, it is extremely specific for sarcosine rather than other amino acids. The determination of sarcosine in human urine displayed high accuracy and good reproducibility. This method is promising to differentiate prostate cancer patients from healthy subjects according to urinary sarcosine level. Altogether, this study provides a rapid, simple and specific tool to determine urinary sarcosine which could be useful for prostate cancer diagnosis. [ABSTRACT FROM AUTHOR]
- Published
- 2018
- Full Text
- View/download PDF
162. N, N-dimethylglycine Protects Behavioral Disturbances and Synaptic Deficits Induced by Repeated Ketamine Exposure in Mice
- Author
-
Shao-Tsu Chen, Chieh-Min Huang, Mei-Yi Lee, Chung-Pin Hsieh, Ming-Huan Chan, and Hwei-Hsien Chen
- Subjects
Male ,Hallucinogen ,Mice, Inbred ICR ,Psychosis ,medicine.medical_specialty ,business.industry ,General Neuroscience ,Long-Term Potentiation ,Sarcosine ,Long-term potentiation ,medicine.disease ,Serotonergic ,Receptors, N-Methyl-D-Aspartate ,Partial agonist ,Head-twitch response ,Mice ,Endocrinology ,Internal medicine ,medicine ,Animals ,NMDA receptor ,Ketamine ,business ,medicine.drug - Abstract
Ketamine, an N-methyl- d -aspartate receptor (NMDAR) blocker, is gaining ground as a treatment option for depression. The occurrence of persistent psychosis and cognitive impairment after repeated use of ketamine remains a concern. N, N-dimethylglycine (DMG) is a nutrient supplement and acts as an NMDAR glycine site partial agonist. The objective of this study was to assess whether DMG could potentially prevent the behavioral and synaptic deficits in mice after repeated ketamine exposure. Male ICR mice received ketamine (20 mg/kg) from postnatal day (PN) 33–46, twice daily, for 14 days. The locomotor activity, novel location recognition test (NLRT), novel object recognition test (NORT), social interaction test, head twitch response induced by serotonergic hallucinogen, and the basal synaptic transmission and long-term potentiation (LTP) in the hippocampal slices were monitored after repeated ketamine treatment. Furthermore, the protective effects of repeated combined administration of DMG (30 and 100 mg/kg) with ketamine on behavioral abnormalities and synaptic dysfunction were assessed. The results showed that mice exhibited memory impairments, social withdrawal, increased head twitch response, reduced excitatory synaptic transmission, and lower LTP after repeated ketamine exposure. The ketamine-induced behavioral and synaptic deficits were prevented by co-treatment with DMG. In conclusion, these findings may pave a new path forward to developing a combination formula with ketamine and DMG for the treatment of depression and other mood disorders.
- Published
- 2021
- Full Text
- View/download PDF
163. [18F]ALX5406: A Brain-Penetrating Prodrug for GlyT1-Specific PET Imaging
- Author
-
Sibel Evcüman, Heike Endepols, Dirk Bier, Bernd Neumaier, Felix Neumaier, Annette Schulze, Chris Hoffmann, Boris D. Zlatopolskiy, Swen Humpert, and Marcus H. Holschbach
- Subjects
Cancer Research ,Sarcosine ,biology ,Physiology ,Cognitive Neuroscience ,Cell Biology ,General Medicine ,Prodrug ,Pharmacology ,Biochemistry ,chemistry.chemical_compound ,chemistry ,In vivo ,ddc:570 ,Glycine transporter 1 ,ddc:540 ,biology.protein ,Molecular Medicine ,NMDA receptor ,Radiology, Nuclear Medicine and imaging ,Respiratory function ,Cognitive decline ,Preclinical imaging - Abstract
Objectives ALX5407 (1) is a potent and selective inhibitor of glycine transporter type 1 (GlyT1) originallydeveloped for the treatment of certain neurologic disorders like cognitive decline or schizophrenia. While it didnot reach clinical trials, ALX5407 could provide a starting point for development of GlyT1-selective PET tracersand was previously radiolabeled with carbon-11, but no preclinical studies have been published so far. The aim ofthe present work was to prepare the 18F-labeled counterpart [18F]ALX5407 ([18F]1) as well as its methyl ester[18F]ALX5406 ([18F]2), and to subject both candidate tracers to a preclinical evaluation.Methods The radiolabeling precursor was prepared by asymmetric reduction of 4'-bromo-3-chloropropiophenoneinto the respective (R)-alcohol (97% ee), followed by etherification via Mitsunobu reaction with 4-phenylphenol(>95% ee), amination with sarcosine methyl ester and finally Miyaura borylation. The radiosynthesis wasperformed using the protocol for alcohol-enhanced Cu-mediated radiofluorination. To this end, a solution ofEt4NHCO3 in nBuOH (400 μL) was used to elute 18F– from a QMA anion exchange cartridge into a solution of theradiolabeling precursor and Cu(py)4(OTf)2 (30 μmol of each) in DMA (800 μL) and the reaction mixture washeated at 110 °C for 10 min under air to afford [18F]2. The latter was hydrolyzed with 6 M NaOH to give [18F]1.Both tracers were evaluated by in vitro autoradiography in rat brain slices, in vivo μPET imaging in healthy rats,and ex vivo radiometabolite analysis in rat brain tissue and blood.Results The precursor was obtained in 15% yield over four steps. [18F]1 and [18F]2 were prepared in a ready-touseform in radiochemical yields of 55±7% (n=8) and 62±5% (n=4) within 90120 min, respectively, with molaractivities of 14137 GBq/μmol. In vitro evaluations showed accumulation of [18F]1 in brain regions consistentwith the distribution pattern of GlyT1, but in vivo brain uptake of the probe was very low. In contrast, [18F]2showed no specific binding in brain slices, but rapidly crossed the blood brain barrier (BBB) and showed an invivo brain distribution pattern consistent with GlyT1 specific binding. Metabolite studies demonstrated rapidhydrolysis of [18F]2 to [18F]1 in rat brain tissue and blood (t1/2=12 min), confirming that it acts as a BBB-penetratingprodrug.Conclusion [18F]2 is a promising and readily available prodrug for preclinical PET imaging of GlyT1 in the brain.Figure
- Published
- 2021
- Full Text
- View/download PDF
164. Amended Safety Assessment of Fatty Acyl Sarcosines and Sarcosinate Salts as Used in Cosmetics
- Author
-
Paul W. Snyder, Ronald C. Shank, Lillian J. Gill, Wilma F. Bergfeld, Donald V. Belsito, Thomas J. Slaga, Daniel C. Liebler, Ronald A. Hill, Bart Heldreth, James G. Marks, Monice M. Fiume, and Curtis D. Klaassen
- Subjects
Sarcosine ,media_common.quotation_subject ,Cosmetics ,Toxicology ,Risk Assessment ,030226 pharmacology & pharmacy ,Surface-Active Agents ,030207 dermatology & venereal diseases ,03 medical and health sciences ,Panel report ,chemistry.chemical_compound ,0302 clinical medicine ,Amide ,Animals ,Humans ,Organic chemistry ,media_common ,Acyl residue ,Cosmetic ingredient ,chemistry ,Consumer Product Safety ,Irritants ,Salts ,Nitroso Compounds - Abstract
The Expert Panel for Cosmetic Ingredient Safety (Panel) assessed the safety of 5 acyl sarcosines and 9 sarcosinate salts as used in cosmetics; all of these ingredients are reported to function in cosmetics as hair conditioning agents and most also can function as surfactants—cleansing agents. The ingredients reviewed in this assessment are composed of an amide comprising a fatty acyl residue and sarcosine and are either free acids or simple salts thereof. The Panel relied on relevant new data, including concentration of use, and considered data from the previous Panel report, such as the reaction of sarcosine with oxidizing materials possibly resulting in nitrosation and the formation of N-nitrososarcosine. The Panel concluded that these ingredients are safe as used in cosmetics when formulated to be non-irritating, but these ingredients should not be used in cosmetic products in which N-nitroso compounds may be formed.
- Published
- 2021
- Full Text
- View/download PDF
165. Development of a colorimetric sensing assay for ascorbic acid and sarcosine utilizing the dual-class enzyme activity of Fe3O4@SiO2@NiCo2S4.
- Author
-
Wang, Xuchao, Chen, Mengying, and Zhao, Longshan
- Subjects
- *
VITAMIN C , *IRON oxides , *X-ray photoelectron spectra , *ELECTRON paramagnetic resonance , *INFRARED spectroscopy , *URINE - Abstract
[Display omitted] • The Fe 3 O 4 @SiO 2 @NiCo 2 S 4 has both superior oxidase activity and peroxidase activity. • The Fe 3 O 4 @SiO 2 @NiCo 2 S 4 has good recyclability. • Fe 3 O 4 @SiO 2 @NiCo 2 S 4 can be employed to the detection of ascorbic acid and sarcosine. • A sensitive, simple and specific colorimetric detection tool has been designed. In this paper, Fe 3 O 4 @SiO 2 @NiCo 2 S 4 nanocomposite catalytic materials were prepared using a low eutectic solvent and hydrothermal method. Characterization was performed using scanning electron microscopy, transmission electron micrographs, X-ray photoelectron spectra, X-ray diffraction, Zeta potential and Fourier transform infrared spectrometry, and Vibrating sample magnetometry. The catalytic mechanism was verified by Electron Paramagnetic Resonance experiments. Several assay platforms were established based on their different enzyme activities. Based on the oxidase-like activity, a colorimetric sensing assay for ascorbic acid was developed with a linear range and detection limit of 1–200 µM and 0.36 µM, respectively. Sarcosine can be effectively quantified by utilizing its peroxidase-like activity. The linear range of sarcosine assay was 1.25–350 µM with a detection limit of 0.42 µM. Notably, Fe 3 O 4 @SiO 2 @NiCo 2 S 4 exhibited reusability and high precision in quantifying sarcosine in human urine samples. The nanomaterials could be easily and quickly separated from the reaction system using a magnet for future use due to their superior magnetic properties. Therefore, the colorimetric sensing analytical method established in this study provided a new strategy for the detection of ascorbic acid in food matrices and serum samples as well as sarcosine in urine samples. The developed method also provided a potential application of composite and bimetallic materials in the fields of food detection, bioanalysis, and clinical disease diagnosis. [ABSTRACT FROM AUTHOR]
- Published
- 2023
- Full Text
- View/download PDF
166. Studies from Guangxi University in the Area of Hyperoxia Reported [Construction of Nm88b(Fe)-por/rf Equipped With Hyperoxia Microenvironment As a Cascade Nanozyme for Ultrasensitive Electrochemical Detection of Sarcosine].
- Abstract
A study conducted at Guangxi University in Nanning, People's Republic of China, explores the use of a novel electrochemical sensor called NH2-MIL88B(Fe)-porphyrin/riboflavin (NM88B-POR/Rf) for the detection of sarcosine, a biomarker for prostate cancer. The sensor utilizes a hyperoxia microenvironment and a cascade reaction to enhance the detection sensitivity of sarcosine. The research found that the sensor had a low limit of detection and good selectivity and stability, making it suitable for detecting sarcosine in real urine samples. This study contributes to the development of ultrasensitive biosensors for cancer biomarkers. [Extracted from the article]
- Published
- 2023
167. Researchers at Medical University of Lodz Have Published New Study Findings on Schizophrenia [Sarcosine May Induce EGF Production or Inhibit the Decline in EGF Concentrations in Patients with Chronic Schizophrenia (Results of the PULSAR Study)].
- Subjects
MEDICAL research personnel ,PEOPLE with schizophrenia ,EPIDERMAL growth factor ,SCHIZOPHRENIA ,PULSARS - Abstract
Researchers at the Medical University of Lodz in Poland have conducted a study on the effects of sarcosine, a glutamatergic modulator, on patients with chronic schizophrenia. The study found that sarcosine did not directly affect epidermal growth factor (EGF) levels in the patients' serum, but it did lead to significant improvements in negative symptoms and overall psychopathology. The researchers concluded that sarcosine may induce the production of EGF or inhibit the decline in EGF concentrations, suggesting a neuroprotective effect of the treatment. This study provides valuable insights into potential therapeutic options for individuals with schizophrenia. [Extracted from the article]
- Published
- 2023
168. Studies from Shenzhen University Have Provided New Data on Prostate Cancer (Enzyme-assisted Metabolically Coated Bimetallic Thalassiosira Pseudonana Nanosilica As a Surface-enhanced Raman Scattering Substrate for Specific Screening of Prostate...).
- Abstract
A recent study conducted by researchers at Shenzhen University in China explores the use of a nanosystem for the specific screening of prostate cancer. The researchers developed a photonic crystal-enhanced plasmonic nanosystem using a live diatom and bimetallic nanoparticles to detect sarcosine, an early stage prostate cancer biomarker. The nanosystem demonstrated improved detection capabilities compared to other methods and could potentially be used for noninvasive biomarker screening. The study was published in ACS Applied Nano Materials and was supported by various funding sources. [Extracted from the article]
- Published
- 2023
169. Pretreatment optimization of tissue metabolomics in colorectal cancer
- Author
-
Hui, Liu, Yu, Wang, Yueqiang, Han, Guangyu, Yang, Lu, Wang, Jin, Peng, Charles Damien, Lu, Pengchi, Deng, Huaping, Liang, He, Huang, and Hua, Jiang
- Subjects
Glucose ,Nitrogen ,Ribose ,Pyruvic Acid ,Lactates ,Humans ,Sarcosine ,Succinates ,Colorectal Neoplasms ,Creatine ,Glycerylphosphorylcholine ,Choline - Abstract
To optimize the pretreatment method of colorectal cancer tissue samples for metabolomics research based on solid-phase nuclear magnetic resonance (NMR).The mucosal tissues of colorectal cancer were classified into five groups with a volume of 0.2 cm*0.2 cm*0.2 cm. The pretreatment methods for each group were as follows: I. Preservation with liquid nitrogen alone. Samples were also treated with liquid nitrogen for 10 (II), 20 (III), and 30 min (IV), respectively, immediately after isolation and then transferred to a -80℃ refrigerator; V. Only -80℃ refrigerator storage. No more than 30 minutes should pass between isolation and pretreatment of tumor samples. The tissue sample testing process was carried out on Bruker AVII-600 NMR Spectrometer. NMR signals were collected and analysed using partial least-squares discrimination analysis (PLS-DA) to explore the effects of different pretreatment methods on the metabolic changes of samples.The levels of pelargonic acid, stearic acid, D-Ribose, heptadecanoic acid, pyruvic acid, succinate, sarcosine, glycine, creatine, and L-lactate in the group I (only liquid nitrogen) were significantly lower than the other groups (p0.05); the content of glycerophosphocholine in the group I (only liquid nitrogen) was lower than that in the other groups (p=0.055). These indicated that the glucose and choline phospholipid metabolism levels of the liquid nitrogen group were significantly lower than those of the other four groups.Liquid nitrogen storage can stop the metabolic process of glucose and choline phospholipid in colorectal cancer tissue samples in vitro, thus maintaining the metabolic state of tissue samples in vivo as much as possible.
- Published
- 2022
170. Dual contribution of the mTOR pathway and of the metabolism of amino acids in prostate cancer
- Author
-
Daniel Juárez-López and Alejandro Schcolnik-Cabrera
- Subjects
Male ,Cancer Research ,Proline ,Glutamine ,TOR Serine-Threonine Kinases ,Carbohydrates ,Prostatic Neoplasms ,Sarcosine ,General Medicine ,Arginine ,Lipids ,Oncology ,Leucine ,Serine ,Molecular Medicine ,Humans ,Amino Acids - Abstract
Prostate cancer is the leading cause of cancer in men, and its incidence increases with age. Among other risk factors, pre-existing metabolic diseases have been recently linked with prostate cancer, and our current knowledge recognizes prostate cancer as a condition with important metabolic anomalies as well. In malignancies, metabolic disorders are commonly associated with aberrations in mTOR, which is the master regulator of protein synthesis and energetic homeostasis. Although there are reports demonstrating the high dependency of prostate cancer cells for lipid derivatives and even for carbohydrates, the understanding regarding amino acids, and the relationship with the mTOR pathway ultimately resulting in metabolic aberrations, is still scarce.In this review, we briefly provide evidence supporting prostate cancer as a metabolic disease, and discuss what is known about mTOR signaling and prostate cancer. Next, we emphasized on the amino acids glutamine, leucine, serine, glycine, sarcosine, proline and arginine, commonly related to prostate cancer, to explore the alterations in their regulatory pathways and to link them with the associated metabolic reprogramming events seen in prostate cancer. Finally, we display potential therapeutic strategies for targeting mTOR and the referred amino acids, as experimental approaches to selectively attack prostate cancer cells.
- Published
- 2022
171. SNAT2 is responsible for hyperosmotic induced sarcosine and glycine uptake in human prostate PC-3 cells
- Author
-
Carsten Uhd Nielsen, Nanna Friberg Krog, Ilham Sjekirica, Sidsel Strandgaard Nielsen, and Maria L. Pedersen
- Subjects
Male ,Physiology ,Physiology (medical) ,Clinical Biochemistry ,PC-3 Cells ,Prostate ,Glycine ,Humans ,Prostatic Neoplasms ,Sarcosine ,RNA, Messenger ,RNA, Small Interfering ,Amino Acids - Abstract
Solute carriers (SLC) are important membrane transport proteins in normal and pathophysiological cells. The aim was to identify amino acid SLC(s) responsible for uptake of sarcosine and glycine in prostate cancer cells and investigate the impact hereon of hyperosmotic stress. Uptake of
- Published
- 2022
172. Reaction of Corroles with Sarcosine and Paraformaldehyde: A New Facet of Corrole Chemistry
- Author
-
Joana F. B. Barata, Paula S. S. Lacerda, Maria Graça P. M. S. Neves, José A. S. Cavaleiro, Catarina I. V. Ramos, Augusto C. Tomé, Paulo E. Abreu, and Alberto A. C. C. Pais
- Subjects
Inorganic Chemistry ,Porphyrins ,Isomerism ,Organic Chemistry ,Sarcosine ,General Medicine ,Physical and Theoretical Chemistry ,Molecular Biology ,Spectroscopy ,Catalysis ,corrole ,Mannich-type reaction ,metallocorrole ,enthalpy ,PM7 semi-empirical calculations ,Computer Science Applications - Abstract
Details on the unexpected formation of two new (dimethylamino)methyl corrole isomers from the reaction of 5,10,15-tris(pentafluorophenyl)corrolatogallium(III) with sarcosine and paraformaldehyde are presented. Semi-empirical calculations on possible mechanism pathways seem to indicate that the new compounds are probably formed through a Mannich-type reaction. The extension of the protocol to the free-base 5,10,15-tris(pentafluorophenyl)corrole afforded an unexpected new seven-membered ring corrole derivative, confirming the peculiar behavior of corroles towards known reactions when compared to the well-behaved porphyrin counterparts.
- Published
- 2022
173. Short-Term Supplementation of Sodium Nitrate vs. Sodium Chloride Increases Homoarginine Synthesis in Young Men Independent of Exercise
- Author
-
Dimitrios Tsikas, Norbert Maassen, Antonie Thorns, Armin Finkel, Moritz Lützow, Magdalena Aleksandra Röhrig, Larissa Sarah Blau, Laurianne Dimina, François Mariotti, Bibiana Beckmann, Vladimir Shushakov, and Mirja Jantz
- Subjects
malondialdehyde ,Male ,Ornithine ,Dewey Decimal Classification::500 | Naturwissenschaften::540 | Chemie ,Dewey Decimal Classification::500 | Naturwissenschaften::570 | Biowissenschaften, Biologie ,guanidinoacetate ,Glutamine ,Phenylalanine ,Glycine ,Sodium Chloride ,Arginine ,Catalysis ,power ,Inorganic Chemistry ,Glutamates ,ddc:570 ,Malondialdehyde ,homoarginine ,oxidative stress ,Humans ,Physical and Theoretical Chemistry ,Molecular Biology ,Spectroscopy ,Nitrites ,amino acids ,Nitrates ,Lysine ,Organic Chemistry ,Tryptophan ,Sarcosine ,General Medicine ,Methyltransferases ,Creatine ,Homoarginine ,Computer Science Applications ,Creatinine ,ddc:540 ,supplementation ,Dietary Supplements ,inorganic nitrate ,sports ,Citrulline ,Tyrosine - Abstract
The aim of the study was to investigate the effects of short-term oral administration of inorganic nitrate (NaNO3; n = 8) or placebo (NaCl; n = 9) (each 0.1 mmol/kg body weight/d for 9 days) on plasma amino acids, creatinine, and oxidative stress in healthy young men. At baseline, the plasma concentrations of amino acids did not differ between the groups. At the end of the study, the plasma concentrations of homoarginine (hArg; by 24%, p = 0.0001), citrulline and ornithine (Cit/Orn; by 16%, p = 0.015), and glutamine/glutamate (Gln/Glu; by 6%, p = 0.0003) were higher in the NaNO3 group compared to the NaCl group. The plasma concentrations of sarcosine (Sarc; by 28%, p < 0.0001), tyrosine (by 14%, p = 0.0051), phenylalanine (by 8%, p = 0.0026), and tryptophan (by 8%, p = 0.0047) were lower in the NaNO3 group compared to the NaCl group. These results suggest that nitrate administration affects amino-acid metabolism. The arginine/glycine amidinotransferase (AGAT) catalyzes two reactions: (1) the formation of l-homoarginine (hArg) and l-ornithine (Orn) from l-arginine (Arg) and l-lysine (Lys): Arg + Lys hArg + Orn, with equilibrium constant Kharg; (2) the formation of guanidinoacetate (GAA) and Orn from Arg and glycine (Gly): Arg + Gly GAA + Orn, with equilibrium constant Kgaa. The plasma Kgaa/KhArg ratio was lower in the NaNO3 group compared to the NaCl group (1.57 vs. 2.02, p = 0.0034). Our study suggests that supplementation of inorganic nitrate increases the AGAT-catalyzed synthesis of hArg and decreases the N-methyltransferase-catalyzed synthesis of GAA, the precursor of creatine. To our knowledge, this is the first study to demonstrate elevation of hArg synthesis by inorganic nitrate supplementation. Remarkably, an increase of 24% corresponds to the synthesis capacity of one kidney in healthy humans. Differences in the association between plasma concentrations of amino acids in the NaNO3 and NaCl groups suggest changes in amino-acid homeostasis. Plasma concentrations of the oxidative stress marker malondialdehyde (MDA) did not change after supplementation of NaNO3 or NaCl over the whole exercise time range. Plasma nitrite concentration turned out to be a more discriminant marker of NaNO3 ingestion than plasma nitrate (area under the receiver operating characteristic curve: 0.951 vs. 0.866, p < 0.0001 each).
- Published
- 2022
174. Three-component one-pot synthesis of new spiro[indoline-pyrrolidine] derivatives mediated by 1,3-dipolar reaction and DFT analysis
- Author
-
Alejandro Ortiz, Jairo Quiroga, Braulio Insuasty, Pablo E. Romo, Rodrigo Abonia, and Yazmin Villarreal
- Subjects
Sarcosine ,010405 organic chemistry ,Condensation ,One-pot synthesis ,Regioselectivity ,General Chemistry ,010402 general chemistry ,01 natural sciences ,Cycloaddition ,Pyrrolidine ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Computational chemistry ,Indoline ,Stereoselectivity - Abstract
A suitable one-pot sequential three-component synthesis of a series of new spiro[indoline-pyrrolidine] derivatives is described. Reactions proceeded through a 1,3-dipolar cycloaddition between azomethine ylides, generated in situ from the condensation of isatins with sarcosine, and trans-1,2-dibenzoylethylene as dipolarophile under conventional heating. This protocol provides a mild reaction condition with operational simplicity, affording high regioselectivity and stereoselectivity, enabling to assemble a complex structural entity in a single step in good to excellent yields. The regio- and stereochemical outcome of this cycloaddition reaction was ascertained by spectroscopic analysis. Also, DFT quantum chemical calculation was used to establish the geometries and electronic structures of the obtained compounds.
- Published
- 2021
- Full Text
- View/download PDF
175. Lactosome-Conjugated siRNA Nanoparticles for Photo-Enhanced Gene Silencing in Cancer Cells
- Author
-
Hirotsugu Kobuchi, Yuki Nishiyama, Kazunori Watanabe, Kazuko Kobayashi, Eiji Matsuura, Takashi Ohtsuki, and Melissa Siaw Han Lim
- Subjects
siRNA delivery ,Sarcosine ,Abcg2 ,ABCG2 ,medicine.medical_treatment ,Photochemical internalization ,Protoporphyrins ,Pharmaceutical Science ,Photosensitizer ,Photodynamic therapy ,02 engineering and technology ,030226 pharmacology & pharmacy ,03 medical and health sciences ,chemistry.chemical_compound ,0302 clinical medicine ,Polymeric micelle ,Cell Line, Tumor ,Neoplasms ,Lactosome ,medicine ,Gene silencing ,Gene Silencing ,RNA, Small Interfering ,Cancer ,Photosensitizing Agents ,Protoporphyrin IX ,biology ,Aminolevulinic Acid ,021001 nanoscience & nanotechnology ,Photochemotherapy ,chemistry ,siRNA ,Drug delivery ,Cancer cell ,biology.protein ,Biophysics ,Nanoparticles ,0210 nano-technology - Abstract
The A3B-type Lactosome comprised of poly(sarcosine)3-block-poly(l-lactic acid), a biocompatible and biodegradable polymeric nanomicelle, was reported to accumulate in tumors in vivo via the enhanced permeability and retention (EPR) effect. Recently, the cellular uptake of Lactosome particles was enhanced through the incorporation of a cell-penetrating peptide (CPP), L7EB1. However, the ability of Lactosome as a drug delivery carrier has not been established. Herein, we have developed a method to conjugate the A3B-type Lactosome with ATP-binding cassette transporter G2 (ABCG2) siRNA for inducing in vitro apoptosis in the cancer cell lines PANC-1 and NCI-H226. The L7EB1 peptide facilitates the cellular uptake efficiency of Lactosome but does not deliver siRNA into cytosol. To establish the photoinduced cytosolic dispersion of siRNA, a photosensitizer loaded L7EB1-Lactosome was prepared, and the photosensitizer 5,10,15,20-tetra-kis(pentafluorophenyl)porphyrin (TPFPP) showed superiority in photoinduced cytosolic dispersion. We exploited the combined effects of enhanced cellular uptake by L7EB1 and photoinduced endosomal escape by TPFPP to efficiently deliver ABCG2 siRNA into the cytosol for gene silencing. Moreover, the silencing of ABCG2, a protoporphyrin IX (PpIX) transporter, also mediated photoinduced cell death via 5-aminolevulinic acid (ALA)-mediated PpIX accumulated photodynamic therapy (PDT). The synergistic capability of the L7EB1/TPFPP/siRNA-Lactosome complex enabled both gene silencing and PDT.
- Published
- 2021
- Full Text
- View/download PDF
176. Glyphosate Bioremediation through the Sarcosine Oxidase Pathway Mediated by Lysinibacillus sphaericus in Soils Cultivated with Potatoes
- Author
-
Mario Pérez Rodríguez, Carol Melo, Elizabeth Jiménez, and Jenny Dussán
- Subjects
glyphosate ,biodegradation ,lysinibacillus sphaericus ,ammonium ,nitrate ,sarcosine ,ampa ,Agriculture (General) ,S1-972 - Abstract
Glyphosate-based herbicides (GBH) use has increased drastically over the last decade. This is true especially for potato crops due to their fast harvest cycle and high market demand. In 2015, the World Health Organization (WHO) classified glyphosate and its breakdown product amidomethylphosphonic acid (AMPA) as probably carcinogenic to humans, and it has been reported that these compounds disrupt the ecological and nutritional equilibrium of soils. However, microorganisms with the sarcosine oxidase gene, such as Lysinibacillus sphaericus, can degrade glyphosate through the Carbon-Phosphorus (C-P) pathway without leading to AMPA production. The aim of this study was to evaluate the addition of the plant growth-promoting bacteria (PGPB) L. sphaericus as a bioremediation agent in a potato crop sprayed with a GBH, in conjunction with the nitrogen fixation activity mediated by the bacteria. To that end, a GBH solution was used to treat a potato field, and different treatments (glyphosate (G), bacteria (B), bacteria+glyphosate (BG), and negative control (C)) were evaluated by measuring the glyphosate, AMPA, nitrates, and ammonium concentrations. BG treatment showed a 79% reduction of glyphosate concentration in soil, leading to minimal AMPA production, compared to the 23% reduction observed after G treatment. Furthermore, the ammonium concentrations were significantly higher in samples treated with BG and in C samples (p < 0.005). Therefore, we propose the addition of L. sphaericus as a good bioremediation strategy for soils sprayed with GBH.
- Published
- 2019
- Full Text
- View/download PDF
177. Understanding Acid-Promoted Polymerization of the N-Substituted Glycine N-Thiocarboxyanhydride in Polar Solvents
- Author
-
Xufeng Ni, Songyi Xu, Botuo Zheng, and Jun Ling
- Subjects
Sarcosine ,Polymers and Plastics ,Bioengineering ,02 engineering and technology ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,0104 chemical sciences ,Biomaterials ,chemistry.chemical_compound ,Acetic acid ,chemistry ,Polymerization ,Amide ,Polymer chemistry ,Materials Chemistry ,Trifluoroacetic acid ,0210 nano-technology ,Phosphoric acid ,Benzoic acid ,Dichloromethane - Abstract
Polymerization of N-substituted glycine N-thiocarboxyanhydrides (NNTAs) is a promising pathway to prepare functional polypeptoids benefiting from their tolerance to nucleophilic impurities. However, controlled NNTA polymerization is hard to achieve in amide polar solvents, including N,N-dimethylacetamide (DMAc), N,N-dimethylformamide (DMF), and N-methyl pyrrolidone (NMP), the only aprotic solvents for many biomacromolecules and polypeptoids. In the present work, we successfully achieve controlled NNTA polymerization in amide polar solvents by adding acetic acid as a promoter. The promotion is applied to the polymerization of sarcosine NTA, N-ethyl glycine NTA, and N-butyl glycine NTA. DMAc, DMF, and NMP are suitable solvents to prepare polypeptoids with designable molecular weights and low dispersities (1.06-1.21). The polysarcosines with high molecular weights are prepared up to 35.2 kg/mol. A kinetic investigation quantitatively reveals that the presence of acetic acid not only accelerates the polymerization, but also suppresses H2S-catalyzed decomposition of NNTAs by decreasing the concentration of H2S dissolved in polar solvents. Benzoic acid is also able to promote the polymerization, while trifluoroacetic acid, phosphoric acid, and phenol are not appropriate promoters. The moderate acidity of acids is essential. l-Methionine, l-tryptophan, and l-phenylalanine, which are dissolved in DMF, initiate the controlled polymerization of sarcosine-NTA in the presence of acetic acid and introduce functional end groups to polysarcosines quantitatively. In DMAc, hydrophilic vancomycin is grafted by poly(N-butyl glycine). The amphiphilic product dissolves in dichloromethane and stabilizes water-in-oil emulsion.
- Published
- 2021
- Full Text
- View/download PDF
178. Observation of Conformational Simplification upon N-Methylation on Amino Acid Iodide Clusters
- Author
-
Xiaoguo Zhou, Xue-Bin Wang, Qinqin Yuan, Steven R. Kass, Wenjin Cao, and Hanhui Zhang
- Subjects
chemistry.chemical_classification ,Sarcosine ,Chemistry ,Iodide ,02 engineering and technology ,010402 general chemistry ,021001 nanoscience & nanotechnology ,01 natural sciences ,Tautomer ,0104 chemical sciences ,Amino acid ,Crystallography ,chemistry.chemical_compound ,Betaine ,Cluster (physics) ,General Materials Science ,Amino acid binding ,Physical and Theoretical Chemistry ,0210 nano-technology ,Conformational isomerism - Abstract
This Letter reports a counterintuitive observation that methylation of the glycine-iodide cluster leads to fewer conformations and spectroscopic simplicity. Cryogenic "iodide-tagging" negative ion photoelectron spectroscopy (NIPES) is used to probe specific binding sites of three N-methylated glycine derivatives, i.e., N-methylglycine (sarcosine), N,N-dimethylglycine, and N,N,N-trimethylglycine (glycine betaine). NIPES reveals a progressive spectral simplification of the iodide clusters with increasing methylation due to fewer contributing structures. Low energy conformers and tautomers of each cluster are computationally identified, and those observed in the experiments are assigned based on excellent agreement between the NIPE spectra and theoretical simulations. Zwitterionic cluster structures are found to be less stable than their canonical forms and do not contribute to the observed spectra. This work demonstrates the power of iodide-tagging NIPES in probing conformations of amino acid-iodide clusters and provides a molecular level understanding on the effect of methyl substitution on amino acid binding sites.
- Published
- 2021
- Full Text
- View/download PDF
179. Construction of Spiro[3-azabicyclo[3.1.0]hexanes] via 1,3-Dipolar Cycloaddition of 1,2-Diphenylcyclopropenes to Ninhydrin-Derived Azomethine Ylides
- Author
-
Olesya V. Khoroshilova, Alexander V. Stepakov, S. V. Shmakov, Vitali M. Boitsov, Alexander S. Filatov, Anna G. Larina, Stanislav V. Lozovskiy, Stanislav I. Selivanov, and Siqi Wang
- Subjects
Sarcosine ,010405 organic chemistry ,Organic Chemistry ,Azomethine ylide ,Cyclopropene ,010402 general chemistry ,01 natural sciences ,Medicinal chemistry ,Catalysis ,Cycloaddition ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Atom economy ,Ninhydrin ,1,3-Dipolar cycloaddition ,Stereoselectivity - Abstract
The multi-component 1,3-dipolar cycloaddition of ninhydrin, α-amino acids (or peptides), and cyclopropenes for the synthesis of spirocyclic heterocycles containing both 3-azabicyclo[3.1.0]hexane and 2H-indene-1,3-dione motifs has been developed. This method provides easy access to 3-azabicyclo[3.1.0]hexane-2,2′-indenes with complete stereoselectivity and a high degree of atom economy under mild reaction conditions. A broad range of cyclopropenes and α-amino acids have been found to be compatible with the present protocol, which offers an opportunity to create a new library of biologically significant scaffold (3-azabicyclo[3.1.0]hexane). In addition, the сomprehensive study of mechanism of azomethine ylide formation from ninhydrin and sarcosine was performed by means of M11 density functional theory (DFT) calculations. It has been revealed that experimentally observed 1-methylspiro[aziridine-2,2′-indene]-1′,3′-dione is a kinetically controlled product of this reaction and appears to act as a 1,3-dipole precursor. This theoretical study also shed light on the main transformations of the azomethine ylide derived from ninhydrin and sarcosine such as a 1,3-dipolar cycloaddition to cyclopropene dipolarophiles, a dimerization reaction and a (1+5) electrocyclization reaction. The antitumor activity of some synthesized compounds against cervical carcinoma (HeLa) cell line was evaluated in vitro by MTS-assay.
- Published
- 2021
- Full Text
- View/download PDF
180. The fate of a hazardous herbicide: a DFT-based ab initio study on glyphosate degradation
- Author
-
Mihály Purgel, Malek Sadatsharifi, and Daniel W. Ingersoll
- Subjects
chemistry.chemical_classification ,Sarcosine ,010504 meteorology & atmospheric sciences ,Radical ,Public Health, Environmental and Occupational Health ,Ab initio ,General Medicine ,010501 environmental sciences ,Management, Monitoring, Policy and Law ,01 natural sciences ,Aldehyde ,chemistry.chemical_compound ,Reaction rate constant ,chemistry ,Computational chemistry ,Glycine ,Environmental Chemistry ,Density functional theory ,Aminomethylphosphonic acid ,0105 earth and related environmental sciences - Abstract
Glyphosate degradation has been extensively examined; however, only a few detailed computational studies have been performed on the topic so far. There are substantial differences between the degradation products of glyphosate, as AMPA (aminomethylphosphonic acid) is toxic while sarcosine intermediate is non-toxic. These species can have different effects on the environment and, indirectly, on the human body. We performed calculations using density functional theory and post-Hartree–Fock correlated ab initio methods to find the possible mechanisms for the degradation process by small (hydroxyl, peroxyl, and superoxide) radicals. We found that direct sarcosine formation is strongly dependent on the concentration of the radical species. AMPA and glycine were mostly formed as aldehyde derivatives, while in addition to the former, glyoxylate and bicarbonate are formed alternatively. A significant pH effect was also found for the competitive reactions determined by the calculated rate constants of the elementary steps. Overall barriers showed similarities by DFT but ab initio methods could separate them.
- Published
- 2021
- Full Text
- View/download PDF
181. Metabolic Profiling of Praziquantel-mediated Prevention of Opisthorchis viverrini-induced Cholangiocyte Transformation in the Hamster Model of Cholangiocarcinoma
- Author
-
Yingpinyapat Kittirat, Nisana Namwat, Hasaya Dokduang, Malinee Thanee, Watcharin Loilome, Pattama Prommajun, Poramate Klanrit, Jia V. Li, Jutarop Phetcharaburanin, and Prakasit Sa-Ngiamwibool
- Subjects
Cancer Research ,Sarcosine ,Hamster ,Inflammation ,Biology ,biology.organism_classification ,Biochemistry ,Cholangiocyte ,Praziquantel ,03 medical and health sciences ,Transformation (genetics) ,chemistry.chemical_compound ,0302 clinical medicine ,chemistry ,030220 oncology & carcinogenesis ,parasitic diseases ,Genetics ,medicine ,Cancer research ,Opisthorchis viverrini ,medicine.symptom ,Inosine ,Molecular Biology ,medicine.drug - Abstract
Background Opisthorchis viverrini (Ov) infection-induced cholangiocarcinoma (CCA) is a major public health problem in northeastern Thailand. Praziquantel was shown to prevent CCA development in an Ov-infected hamster model; however, the molecular mechanism remains unknown. Materials and methods In this study, we used a hamster model with Ov and N-nitrosodimethylamine-induced CCA to study the mechanisms of praziquantel action. The liver tissues from the hamsters with and without praziquantel treatment were analyzed using 1H nuclear magnetic resonance spectroscopy. Results A total of 14 metabolites were found to be significantly different between the two groups. Furthermore, the combination of acetate, inosine and sarcosine was shown to exert an anti-inflammatory effect through interleukin-6 inhibition in a macrophage cell line, suggesting a mechanism by which praziquantel may prevent inflammation caused by Ov, cholangiocyte transformation and further CCA develpoment. Conclusion These findings might avail the development of a preventive strategy for CCA in high-risk populations.
- Published
- 2021
- Full Text
- View/download PDF
182. An Altered Metabolism in Leukocytes Showing in vitro igG Memory From SARS-CoV-2-Infected Patients
- Author
-
De Molfetta, Federica Gevi, Giuseppina Fanelli, M Tiberi, Scapigliati G, Anna Maria Timperio, and Gianpaolo Zarletti
- Subjects
Sarcosine ,Arginine ,Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) ,Biology ,Peripheral blood mononuclear cell ,Biochemistry, Genetics and Molecular Biology (miscellaneous) ,Biochemistry ,In vitro ,chemistry.chemical_compound ,Immune system ,Downregulation and upregulation ,chemistry ,Antigen ,Immunology ,Molecular Biology - Abstract
Coronavirus disease 2019 (COVID 19) is a systemic infection that exerts a significant impact on cell metabolism. In this study we performed metabolomic profiling coupled with multivariate statistics analysis obtained from 43 in vitro cultures of peripheral blood mononuclear cells (PBMC), 19 of which displaying IgG memory for spike-S1 antigen 60-90 days after infection. By using mass spectrometry analysis, a significant up regulation of S-adenosyl-Homocysteine, Sarcosine and Arginine was found in leukocytes showing IgG memory. These metabolites are known to be involved in physiological recovering from viral infections and immune activities, and our findings might represent a novel and easy measure that could be of help in understanding SARS-Cov-2 effects on leukocytes.
- Published
- 2022
- Full Text
- View/download PDF
183. Photoswitching Behavior of Flavin-Inhibitor Complex in a Nonphotocatalytic Flavoenzyme
- Author
-
Marten Vos and BO ZHUANG
- Subjects
Kinetics ,Colloid and Surface Chemistry ,Flavins ,Sarcosine ,General Chemistry ,Pemetrexed ,Sarcosine Oxidase ,Biochemistry ,Oxidation-Reduction ,Catalysis - Abstract
An unprecedented photoswitching phenomenon of flavin-inhibitor complexes in a flavoenzyme was revealed by femtosecond transient absorption spectroscopy. The vast majority of flavoenzymes, including monomeric sarcosine oxidase (MSOX), perform non-light-driven physiological functions. Yet, the participation of flavin cofactors in photoinduced electron transfer reactions is widespread. MSOX catalyzes the oxidative demethylation of sarcosine; methylthioacetate (MTA) is a substrate analog inhibitor that forms a complex with MSOX exhibiting intense absorption bands over the whole visible range due to flavin-MTA charge transfer (CT) interactions. Here, we demonstrate that upon excitation, these CT interactions vanish during a barrierless high quantum yield reaction in ∼300 fs. The initial complex subsequently geminately re-forms in a few nanoseconds near room temperature in a thermally activated way with an activation energy of 28 kJ/mol. We attribute this hitherto undocumented process to a well-defined photoinduced isomerization of MTA in the active site, as corroborated by experiments with the heavier ligand methylselenoacetate. Photoisomerization phenomena involving CT transitions may be further explored in photocatalytic and photoswitching applications of flavoenzymes.
- Published
- 2022
184. A Ti
- Author
-
Bin, Ran, Chaozhan, Chen, Bo, Liu, Minbo, Lan, Huaying, Chen, and Yonggang, Zhu
- Subjects
Male ,Titanium ,Lead ,Limit of Detection ,Biomarkers, Tumor ,Humans ,Prostatic Neoplasms ,Sarcosine ,Biosensing Techniques ,Sarcosine Oxidase ,Carbon ,Platinum - Abstract
The detection of cancer biomarkers is of great significance for the early screening of cancer. Detecting the content of sarcosine in blood or urine has been considered to provide a basis for the diagnosis of prostate cancer. However, it still lacks simple, high-precision and wide-ranging sarcosine detection methods. In this work, a Ti
- Published
- 2022
185. Systematic Study of Enzymatic Degradation and Plasmid DNA Complexation of Mucus Penetrating Star-Shaped Lysine/Sarcosine Polypept(o)ides with Different Block Arrangements
- Author
-
Dimitrios Skoulas, Sarinj Fattah, Dandan Wang, Sally‐Ann Cryan, and Andreas Heise
- Subjects
Biomaterials ,Mucus ,Polymers and Plastics ,Polymers ,Materials Chemistry ,Bioengineering ,Polylysine ,Sarcosine ,DNA ,Biotechnology ,Plasmids - Abstract
8-Arm star polypep(o)ides comprising cationic polylysine and hydrophilic polysarcosine blocks with a degree of polymerization (DP) of 30 per block are synthesized. Two different block sequences with polylysine as the inner and polysarcosine as the outer block and vice versa are obtained in addition to a statistical copolymer. Analysis of the enzymatic hydrolysis by the proteolytic enzyme trypsin demonstrates a strong dependence on structural arrangements. While polypept(o)ide disintegration is detectible after 24 h by Size Exclusion Chromatography (SEC), significant hydrolysis of the lysine blocks is only monitored after 48 h by fluorescamine labeling of the produced lysine and clearly accelerated in structures with more accessible polylysine blocks. All structures are capable of complexing plasmid DNA and form gene nanomedicines at sizes around or below 200 nm as determined by Dynamic Light Scattering (DLS), Nanoparticle Tracking Analysis (NTA), and Transition Electron Microscopy (TEM). The polyplex formation is slightly enhanced for both block structures over the random copolypept(o)ide. Moreover, it is demonstrated that the polyplexes can transport through mucus. The results highlight the importance of structural control in compartmentalized polymeric gene vector candidates with hydrophilic domains for potential mucosal delivery.
- Published
- 2022
186. Heat stress-induced intestinal barrier damage and dimethylglycine alleviates via improving the metabolism function of microbiota gut brain axis
- Author
-
Zhenxin Wang, Dan Shao, Shu Wu, Zhigang Song, and Shourong Shi
- Subjects
Neurotransmitter Agents ,Serotonin ,Interleukin-6 ,Health, Toxicology and Mutagenesis ,Microbiota ,Public Health, Environmental and Occupational Health ,NF-kappa B ,Tryptophan ,Sarcosine ,General Medicine ,Fatty Acids, Volatile ,Pollution ,Choline ,Interleukin-10 ,Isobutyrates ,Brain-Gut Axis ,Animals ,Humans ,Chickens ,Heat-Shock Response - Abstract
Heat stress, a widely occurred in subtropical climate regions, causes ecosystem destruction, and intestine injury in humans and animals. As an important compound in the metabolic pathway of choline, dimethylglycine (DMG) shows anti-inflammatory effects. This study examines the beneficial effects of dietary DMG against heat stress-induced intestine injury and further explores the underlying molecular mechanisms using a broiler model. Here, we showed that DMG supplements exhibited positive effects to growth performance, as evidenced by the significantly increased body weight and feed conversion rate. These therapeutic effects attributed to repaired gut barrier integrity, increased content of anti-inflammatory cytokines IL-10, decreased content of pro-inflammatory cytokines IL-6, and down-regulated gene expression of the NF-κB signaling pathway. DMG treatment led to the reshaping of the gut microbiota composition, mainly increasing the short-chain fatty acid (SCFAs) strains such as Faecalibacterium, and Marvinbryantia. DMG treatment also increased two main members of SCFAs, including acetate acid and isobutyrate. Particularly, distinct effects were found which mediated the tryptophan metabolism in intestines such as increased tryptophan and 5-HT, which further alleviate the occurrence of intestinal barrier damage caused by heat stress. Additionally, DMG treatment promoted neuroendocrine function and stimulated the hypothalamic neurotransmitter metabolism by activating tryptophan metabolism in the hypothalamus. Overall, DMG supplementation effectively reduced the occurrence of intestinal inflammation induced by heat stress through modulating cecal microbial communities and improving the metabolism function of microbiota gut brain axis. Our findings revealed a novel mechanism by which gut microbiota could improve host health.
- Published
- 2022
187. Pilot Study on Acute Effects of Pharmacological Intraperitoneal L-Homoarginine on Homeostasis of Lysine and Other Amino Acids in a Rat Model of Isoprenaline-Induced Takotsubo Cardiomyopathy
- Author
-
Dimitrios Tsikas and Björn Redfors
- Subjects
Spermidine ,Lysine ,Organic Chemistry ,Isoproterenol ,Pilot Projects ,General Medicine ,Arginine ,Homoarginine ,Catalysis ,Rats ,Computer Science Applications ,Inorganic Chemistry ,AGAT ,amino acids ,L-arginine ,GC-MS ,L-homoarginine ,isoprenaline ,L-lysine ,polyamines ,putrescine ,spermidine ,sarcosine ,Takotsubo Cardiomyopathy ,Putrescine ,Animals ,Homeostasis ,Amino Acids ,Physical and Theoretical Chemistry ,Molecular Biology ,Spectroscopy - Abstract
L-Arginine:glycine amidinotransferase (AGAT) catalyzes the formation of L-homoarginine (hArg) and L-ornithine (Orn) from L-arginine (Arg) and L-lysine (Lys): Arg + Lys ↔ hArg + Orn; equilibrium constant KhArg. AGAT also catalyzes the formation of guanidinoacetate (GAA) and Orn from Arg and glycine (Gly): Arg + Gly ↔ GAA + Orn; equilibrium constant KGAA. In humans, pharmacological hArg is metabolized to Lys. Low circulating and low excretory concentrations of hArg are associated with worse outcomes and mortality in the renal and cardiovascular systems. The metabolism and pharmacology of hArg have been little investigated. In the present study, we investigated the effects of pharmacological hArg (i.p., 0, 20, 220, 440 mg/kg at time point 0 min) on amino acids homeostasis in a rat model of isoprenaline-induced takotsubo cardiomyopathy (i.p., 50 mg/kg at time point 15 min). We measured by gas chromatography-mass spectrometry free and proteinic amino acids, as well as the polyamines putrescine and spermidine in the heart, lung, kidney, and liver of ten rats sacrificed at various time points (range, 0 to 126 min). hArg administration resulted in multiple changes in the tissue contents of several free and proteinic amino acids, as well as in the putrescine-spermidine molar ratio, an indicator of polyamines catabolism. Our results suggest that Lys and Arg are major metabolites of pharmacological hArg. Kidneys and heart seem to play a major metabolic role for hArg. Circulating Lys does not change over time, yet there is a considerable interchange of free Lys between organs, notably kidney and heart, during the presence of isoprenaline in the rats (time range, 15 to 90 min). Antidromic changes were observed for KhArg and KGAA, notably in the heart in this time window. Our study shows for the first time that free hArg and sarcosine (N-methylglycine) are positively associated with each other. The acute effects of high-dosed hArg administration and isoprenaline on various amino acids and on AGAT-catalyzed reaction in the heart, lung, kidney, and liver are detailed and discussed.
- Published
- 2022
- Full Text
- View/download PDF
188. The metabolomic profiling identifies N, N‐dimethylglycine as a facilitator of dorsal root ganglia neuron axon regeneration after injury
- Author
-
Junjie, Zhang, Chunyi, Jiang, Xiaohong, Liu, Chen-Xiao, Jiang, Qianqian, Cao, Bin, Yu, Yaohui, Ni, and Susu, Mao
- Subjects
Neurons ,Ganglia, Spinal ,Genetics ,Metabolomics ,Sarcosine ,Molecular Biology ,Biochemistry ,Axons ,Nerve Regeneration ,Biotechnology - Abstract
Identifying novel molecules involved in axon regeneration of neurons in the peripheral nervous system (PNS) will be of benefit in obtaining a therapeutic strategy for repairing axon damage both in the PNS and the central nervous system (CNS). Metabolism and axon regeneration are tightly connected. However, the overall metabolic processes and the landscape of the metabolites in axon regeneration of PNS neurons are uncovered. Here, we used an ultra high performance liquid tandem chromatography quadrupole time of flight mass spectrometry (UHPLC-QTOFMS)-based untargeted metabolomics to analyze dorsal root ganglia (DRG) metabolic characteristics at different time points post sciatic nerve injury and acquired hundreds of differentially changed metabolites. In addition, the results reveal that several metabolic pathways were significantly altered, such as 'Histidine metabolism', 'Glycine serine and threonine metabolism', 'Arginine and proline metabolism', 'taurine and hypotaurine metabolism' and so on. Given metabolite could alter a cell's or an organism's phenotype, further investigation demonstrated that N, N-dimethylglycine (DMG) has a promoting effect on the regenerative ability post injury. Overall, our data may serve as a resource useful for further understanding how metabolites contribute to axon regeneration in DRG during sciatic nerve regeneration and suggest DMG may be a candidate drug to repair nerve injury.
- Published
- 2022
- Full Text
- View/download PDF
189. A perylenediimide modified SiO
- Author
-
Qi, Liu, Shoufu, Cao, Qiqi, Sun, Chuanwang, Xing, Wen, Gao, Xiaoqing, Lu, Xiyou, Li, Guangwu, Yang, Sirong, Yu, and Yanli, Chen
- Subjects
Titanium ,Peroxidases ,Colorimetry ,Sarcosine ,Hydrogen Peroxide ,Imides ,Silicon Dioxide ,Perylene ,Peroxidase - Abstract
Although light-responsive nanozyme have been widely used in colorimetric sensing, some limitations such as poor catalytic activity, low detection efficiency, and unclear structure-activity relationships remain unresolved. Herein, we prepared an excellent light-responsive peroxidase (POD) mimic, perylenediimide (PDI-OH) modified SiO
- Published
- 2022
190. Cationic
- Author
-
Daisuke, Watase, Shuichi, Setoguchi, Nami, Nagata-Akaho, Shotaro, Goto, Hirofumi, Yamakawa, Ayano, Yamada, Mitsuhisa, Koga, Yoshiharu, Karube, Kazuhisa, Matsunaga, and Jiro, Takata
- Subjects
Anions ,Bile Acids and Salts ,Taurocholic Acid ,Intestinal Absorption ,Cations ,Tocotrienols ,Animals ,Biological Availability ,Water ,Esters ,Prodrugs ,Sarcosine ,Rats - Abstract
The intestinal absorption of hydrophobic compounds is severely influenced by their transportation rate through the unstirred water layer in the intestinal lumen. A member of the vitamin E family, α-Tocotrienol (α-T3) has remarkable pharmacological effects, but its intestinal absorption is hampered due to its hydrophobicity. Here, we prepared three ester derivatives of 2
- Published
- 2022
191. A Diastereoselective Synthesis of Dispiro[oxindole-cyclohexanone]pyrrolidines by 1,3-Dipolar Cycloaddition.
- Author
-
Anis'kov, Alexander, Klochkova, Irina, Tumskiy, Roman, and Yegorova, Alevtina
- Subjects
- *
OXINDOLES , *CYCLOHEXANONES , *PYRROLIDINE , *RING formation (Chemistry) , *SCHIFF bases , *KETONES - Abstract
For the first time, arylmethylidene cyclohexanones that are non-symmetrical due to the presence of peripheral substituents were studied in 1,3-dipolar cycloaddition reactions. It is shown that the interaction with the azomethine ylide generated from sarcosine proceeds regio- and diastereoselectively, with the participation of two non-equivalent parts of the dipolarophile. Also for the first time, β-amino ketones (Mannich bases) were used as dipolarophile equivalents of unsaturated ketones. It was found that cycloaddition occurs diastereoselectively at the generated center. [ABSTRACT FROM AUTHOR]
- Published
- 2017
- Full Text
- View/download PDF
192. Zinc-Modified Nanotransporter of Doxorubicin for Targeted Prostate Cancer Delivery.
- Author
-
Skalickova, Sylvie, Loffelmann, Martin, Gargulak, Michael, Kepinska, Marta, Docekalova, Michaela, Uhlirova, Dagmar, Stankova, Martina, Fernandez, Carlos, Milnerowicz, Halina, Ruttkay-Nedecky, Branislav, and Kizek, Rene
- Subjects
- *
DOXORUBICIN , *PROSTATE cancer - Abstract
This work investigated the preparation of chitosan nanoparticles used as carriers for doxorubicin for targeted cancer delivery. Prepared nanocarriers were stabilized and functionalized via zinc ions incorporated into the chitosan nanoparticle backbone. We took the advantage of high expression of sarcosine in the prostate cancer cells. The prostate cancer targeting was mediated by the AntiSar antibodies decorated surface of the nanocage. Formation of the chitosan nanoparticles was determined using a ninhydrin assay and differential pulse voltammetry. Obtained results showed the strong effect of tripolyphosphine on the nanoparticle formation. The zinc ions affected strong chitosan backbone coiling both in inner and outer chitosan nanoparticle structure. Zinc electrochemical signal depended on the level of the complex formation and the potential shift from -960 to -950 mV. Formed complex is suitable for doxorubicin delivery. It was observed the 20% entrapment efficiency of doxorubicin and strong dependence of drug release after 120 min in the blood environment. The functionality of the designed nanotransporter was proven. The purposed determination showed linear dependence in the concentration range of Anti-sarcosine IgG labeled gold nanoparticles from 0 to 1000 μg/mL and the regression equation was found to be y = 3.8x - 66.7 and R2 = 0.99. Performed ELISA confirmed the ability of Anti-sarcosine IgG labeled chitosan nanoparticles with loaded doxorubicin to bind to the sarcosine molecule. Observed hemolytic activity of the nanotransporter was 40%. Inhibition activity of our proposed nanotransporter was evaluated to be 0% on the experimental model of S. cerevisiae. Anti-sarcosine IgG labeled chitosan nanoparticles, with loaded doxorubicin stabilized by Zn ions, are a perspective type of nanocarrier for targeted drug therapy managed by specific interaction with sarcosine and metallothionein for prostate cancer. [ABSTRACT FROM AUTHOR]
- Published
- 2017
- Full Text
- View/download PDF
193. H-bonding binary organocatalysis promoted amine-initiated ring-opening polymerizations of lactide from polysarcosine to diblock copolymers.
- Author
-
Chen, Siming, Liu, Yaya, Li, Zhenjiang, Wang, Xin, Dong, He, Sun, Herui, Yang, Kun, Gebru, Hailemariam, and Guo, Kai
- Subjects
- *
LACTIDES , *RING-opening reactions , *POLYMERIZATION , *DIBLOCK copolymers , *ORGANOCATALYSIS , *HYDROGEN bonding , *AMINES - Abstract
Alcohol-initiated ring-opening polymerization (ROP) of cyclic esters for synthesizing polyesters was well established, but amine-initiated ROP of cyclic esters was rare. A challenge is slow initiation and fast propagation in the amine-initiated ROPs. To address the difficulties, an ionic H-bond donor (iHBD) and H-bond acceptor (HBA) binary organocatalysis in amine-initiated ROP of lactide (LA) was developed. Guanidinium hexahydro-2 H -pyrimido[1,2- a ] pyrimidin-1-ium [(HppH 2 ) + ] and tertiary amine sparteine (SP), cooperatively played the role of iHBD/HBA binary catalysts, efficiently promoted ROP of LA from amine initiators toward polylactide (PLA) and polysarcosine- block -polylactide diblock copolymer (PSar- b -PLA). Benzyl amine and N -methylbenzylamine initiated ROPs of LA under mild conditions produced PLAs with predictable molecular weights ( M n,NMR = 2.9–17.1 kg mol −1 ) and narrow dispersities ( Ð M,SEC = 1.13–1.23). Macroinitiator PSar copolymerized with LA under the iHBD/HBA catalysis, producing PSar- b -PLAs with controlled molecular weights ( M n,NMR = 5.7–14.8 kg mol −1 ) and low dispersities ( Ð M,SEC = 1.16–1.21). Kinetics and chain extension experiments confirmed that the amine-initiated ROP of LA in presence of (HppH 2 ) + BF 4 − /SP was in controlled/living manner. 1 H NMR, 13 C NMR, SEC, and MALDI-ToF MS analyses indicated that the obtained PLA was exclusively initiated from the corresponding amine with amide linkage. An iHBD/HBA binary activation mechanism was proposed. [ABSTRACT FROM AUTHOR]
- Published
- 2017
- Full Text
- View/download PDF
194. Occlusion of left atrial appendage affects metabolomic profile: focus on glycolysis, tricarboxylic acid and urea metabolism.
- Author
-
Sattler, K., Behnes, M., Barth, C., Wenke, A., Sartorius, B., El-Battrawy, I., Mashayekhi, K., Kuschyk, J., Hoffmann, U., Papavasiliu, T., Fastner, C., Baumann, S., Lang, S., Zhou, X., Yücel, G., Borggrefe, M., and Akin, I.
- Subjects
- *
METABOLOMICS , *GLYCOLYSIS , *TRICARBOXYLIC acids , *UREA metabolism , *PROTEIN expression , *ATRIAL fibrillation - Abstract
Background: Left atrial appendage (LAA) closure (LAAC) by implantation of an occlusion device is an established cardiac intervention to reduce risk of stroke while avoiding intake of oral anticoagulation medication during atrial fibrillation. Cardiac interventions can alter local or systemic gene and protein expression. Effects of LAAC on systemic metabolism have not been studied yet. Objectives: We aimed to study the effects of interventional LAAC on systemic metabolism. Methods: Products of glycolysis, tricarboxylic acid and urea metabolism were analyzed by ESI-LC-MS/MS and MS/MS using the AbsoluteIDQ™ p180 Kit in plasma of 44 patients undergoing successful interventional LAAC at baseline (T0) and after 6 months (T1). Results: During follow up, plasma concentrations of several parameters of glycolysis and tricarboxylic acid cycle (TCA) and urea metabolism increased (alanine, hexose, proline, sarcosine), while others decreased (aspartate, glycine, SDMA, serine). Multivariate linear regression analysis showed that time after interventional LAAC was an independent predictor for metabolite changes, including the decrease of SDMA (beta −0.19, p < 0.01) and the increase of sarcosine (beta 0.16, p < 0.01). Conclusions: Successful interventional LAAC affects different pathways of the metabolome, which are probably related to cardiac remodeling. The underlying mechanisms as well as the long term effects have to be studied in the future. [ABSTRACT FROM AUTHOR]
- Published
- 2017
- Full Text
- View/download PDF
195. Physical properties of aqueous blend of diethanolamine and sarcosine: experimental and correlation study.
- Author
-
Garg, Sahil, Murshid, Ghulam, Mjalli, Farouq, and Ahmad, Waqar
- Abstract
In this work, physical properties such as density, refractive index and viscosity of aqueous diethanolamine sarcosinate (DEA-SAR) solution were measured at different temperatures. The knowledge of physical properties is necessary for the process design and simulation of acid gas absorber plant. Various concentrations of aqueous DEA-SAR solutions (0.05, 0.10, 0.15, 0.20, 0.25 and 0.30) were investigated at temperature ranging from 298.15 to 333.15 K. The reported results showed an increment behavior in the physical properties with the increase in concentration isothermally, and a decreasing one with the rise in temperature of the solution at any given concentration. Empirical models were applied to correlate the experimental data of each physical property as a function of both concentration and temperature. A quantitative analysis of variation was carried out for estimating the significance of the physical property's data. [ABSTRACT FROM AUTHOR]
- Published
- 2017
- Full Text
- View/download PDF
196. Effects of Microsolvation on the Electronic Properties of Sarcosine: A Computational Study.
- Author
-
Srinivasadesikan, Venkatesan, Lu, Chih‐Hung, Ramachandran, Balajee, and Lee, Shyi‐Long
- Abstract
Abstract: Microsolvation of neutral and zwitterionic conformations of sarcosine is explored at ωB97XD/6‐311++G(d,p) level. Natural Bond Orbital and Boltzman population results are used to show the importance of the methyl group in sarcosine. Various configurations have been considered to locate the low lying configuration of sarcosine (neutral and zwitterionic forms) with one to four water molecules. The various sarcosine‐(water)1‐4 clusters have been analyzed with the established hydrogen bonding networks. The current findings revealed that one water molecule is enough to stabilize the zwitterionic form of sarcosine. Additionally, the higher number of water molecules interacting with Sarcosine shows that neutral and zwitterionic tautomers of sarcosine attained the isoenergetic with four water molecules. [ABSTRACT FROM AUTHOR]
- Published
- 2017
- Full Text
- View/download PDF
197. Reaction kinetics of carbon dioxide with aqueous solutions of l-Arginine, Glycine & Sarcosine using the stopped flow technique.
- Author
-
Mahmud, Nafis, Benamor, Abdelbaki, Nasser, Mustafa S., Al-Marri, Mohammed J., Qiblawey, Hazim, and Tontiwachwuthikul, Paitoon
- Subjects
SOLVENTS ,GLYCINE ,ACETIC acid ,CARBON dioxide ,CARBON compounds - Abstract
The use of amino acids as potential solvents for carbon dioxide (CO 2 ) capture has been considered by a number of researchers. However, very little is known about the kinetics and mechanism of amino acids-CO 2 reactions. In this work, we investigate the reactions of three amino acids ( l -Arginine, Glycine and Sarcosine) with CO 2 in aqueous media using stopped-flow conductivity technique. The experiments were performed at temperatures between 293 and 313 K and amino acids concentrations were in the range of 0.05–0.2 molar. The overall rate constants (k ov ) was found to increase with increased amino acid concentration and solution temperature. Both zwitterion and termolecular mechanisms were used to model and interpret the data. However, the Zwitterion mechanism was found to be the preferred one. From the stopped-flow results at pH around 6, we found that neutral l -Arginine, Glycine and Sarcosine react with CO 2 (aq) with k (M −1 s −1 ) = 2.81 × 10 10 exp( − 4482.9 T ( K ) ), k (M −1 s −1 ) = 3.29 × 10 13 exp( − 8143.7 T ( K ) ) and k (M −1 s −1 ) = 3.90 × 10 13 exp( − 7991.0 T ( K ) ) respectively. The corresponding activation energies are 37.28 kJ mol −1 , 67.71 kJ mol −1 And 66.44 kJ mol −1 respectively. A comparison between the kinetics of the three amino acids showed that Arginine exhibits highest reaction rate with CO 2 followed by Sarcosine and then Glycine. The technique and results obtained from this work can be used as strong tools in the development of efficient new solvents for the removal of CO 2 from flue and industrial gases. [ABSTRACT FROM AUTHOR]
- Published
- 2017
- Full Text
- View/download PDF
198. Evaluation of Oxidative Stress Parameters and Energy Metabolism in Cerebral Cortex of Rats Subjected to Sarcosine Administration.
- Author
-
de Andrade, Rodrigo, Gemelli, Tanise, Rojas, Denise, Kim, Tomas, Zanatta, Ângela, Schmitz, Felipe, Rodrigues, André, Wyse, Angela, Wajner, Moacir, Dutra-Filho, Carlos, and Wannmacher, Clovis
- Abstract
Sarcosine is an N-methyl derivative of the amino acid glycine, and its elevation in tissues and physiological fluids of patients with sarcosinemia could reflect a deficient pool size of activated 1-carbon units. Sarcosinemia is a rare inherited metabolic condition associated with mental retardation. In the present study, we investigated the acute effect of sarcosine and/or creatine plus pyruvate on some parameters of oxidative stress and energy metabolism in cerebral cortex homogenates of 21-day-old Wistar rats. Acute administration of sarcosine induced oxidative stress and diminished the activities of adenylate kinase, GAPDH, complex IV, and mitochondrial and cytosolic creatine kinase. On the other hand, succinate dehydrogenase activity was enhanced in cerebral cortex of rats. Moreover, total sulfhydryl content was significantly diminished, while DCFH oxidation, TBARS content, and activities of SOD and GPx were significantly enhanced by acute administration of sarcosine. Co-administration of creatine plus pyruvate was effective in the prevention of alterations provoked by sarcosine administration on the oxidative stress and the enzymes of phosphoryltransfer network. These results indicate that acute administration of sarcosine may stimulate oxidative stress and alter the energy metabolism in cerebral cortex of rats. In case these effects also occur in humans, they may contribute, along with other mechanisms, to the neurological dysfunction of sarcosinemia, and creatine and pyruvate supplementation could be beneficial to the patients. [ABSTRACT FROM AUTHOR]
- Published
- 2017
- Full Text
- View/download PDF
199. Development of an impedimetric sensor for the label-free detection of the amino acid sarcosine with molecularly imprinted polymer receptors.
- Author
-
Nguy, Tin Phan, Van Phi, Toan, Tram, Do T.N., Eersels, Kasper, Wagner, Patrick, and Lien, Truong T.N.
- Subjects
- *
DIAGNOSIS , *PROSTATE cancer , *MOLECULAR imprinting , *NANOPARTICLE synthesis , *AMINO acid analysis , *DETECTION limit , *IMPRINTED polymers - Abstract
In this article we report on the development and optimization of a biomimetic sensor for the label-free detection of the amino acid sarcosine, a molecule which is seen as a biomarker for prostate cancer. The recognition elements were sarcosine-imprinted poly-aminothiophenol ( p -ATP) layers deposited by electro-polymerization onto screen-printed gold electrodes and, for comparison, onto carbon electrodes covered first with a gold-nanoparticles interlayer. Using the latter type of electrodes, we reached a detection limit below 1 nM in aqueous buffer solutions with an accessible concentration range from the nano- to the micromolar scale. This was achieved by a careful thickness optimization of the Au-nanoparticle and the p -ATP layers in combination with Faradaic impedance spectroscopy as a readout method. The sensor showed an excellent reproducibility, a good stability with time, and a surprisingly low cross-selectivity towards other proteins. [ABSTRACT FROM AUTHOR]
- Published
- 2017
- Full Text
- View/download PDF
200. Specific circulating phospholipids, acylcarnitines, amino acids and biogenic amines are aerobic exercise markers.
- Author
-
Felder, Thomas K., Ring-Dimitriou, Susanne, Auer, Simon, Soyal, Selma M., Kedenko, Ludmilla, Rinnerthaler, Mark, Cadamuro, Janne, Haschke-Becher, Elisabeth, Aigner, Elmar, Paulweber, Bernhard, and Patsch, Wolfgang
- Abstract
Objectives: Regular aerobic exercise provides beneficial effects on human health and reduces all-cause mortality. Aerobic exercise has profound metabolic effects, and specific metabolites may reflect physiological changes. We aimed to identify endogenous metabolites that distinguish the trained from the untrained state to increase the spectrum of analytes amenable for hypothesis testing and to expand understanding of putative beneficial pathways.Design: Cross sectional laboratory repeated measures study.Methods: Exercise testing was performed in 37 healthy male participants and serum samples were obtained before and after completion of a ten-week standardized exercise program. Samples were analyzed for routine clinical parameters and for 188 endogenous metabolites by LC-MS/MS.Results: Indicating the effectiveness of the intervention program, parameters of sport physiology were different after training. After correcting for multiple testing, serum concentrations of several metabolites differed between the trained and untrained state. Serine and glutamate decreased in response to exercise, whereas sarcosine and kynurenine increased. Phosphatidylcholines showed a mixed response in that four species increased and three decreased. However, all seven lysophosphatidylcholines and all four plasmalogens that differed between the trained and untrained state, increased. One short-chain acylcarnitine also decreased. In receiver operator characteristics analyses, sarcosine displayed the highest AUC value (0.839; 95% CI: 0.734-0.926) in discriminating the pre- from the post-trained state.Conclusions: Our study detected metabolites that clearly differentiate the trained from the untrained state. These metabolites may be targeted in mechanistic studies to understand underlying biochemical pathways and could serve to improve the design, monitoring and individualization of training programs. [ABSTRACT FROM AUTHOR]- Published
- 2017
- Full Text
- View/download PDF
Catalog
Discovery Service for Jio Institute Digital Library
For full access to our library's resources, please sign in.