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During the past decades, the interaction between boronic acids-functionalized sensors and saccharides is of great interest in the frontier domain of the interdiscipline concerning both biology and chemistry. Various boronic acid-based sensing systems have been developed to detect saccharides and corresponding derivatives in vitro as well as in vivo , which embrace unimolecular sensors, two-component sensing ensembles, functional assemblies, and boronic acid-loaded nanomaterials or surfaces. New sensing strategies emerge in endlessly with excellent selectivity and sensitivity. In this review, several typical sensing systems were introduced and some promising examples were highlighted to enable the deep insight of saccharides sensing on the basis of boronic acids. [ABSTRACT FROM AUTHOR]

Two BODIPY-carbazole dye based fluorescent probes BCA and BCAS were designed, synthesized and encapsulated by liposomes to obtain fluorescent nanoparticles BCA-FNP and BCAS-FNP. The fluorescence imaging showed that BCA-FNP was membrane-permeable and capable of localizing lysosomes in living cells. [ABSTRACT FROM AUTHOR]

N,N-Di-2-picolylamine (DPA)-derived diboronic acid receptors (NHBAs) with a flexible linker were designed and synthesized in this study, and two-component sensing ensembles based on cationic NHBAs and an anionic fluorescent indicator 8-hydroxypyrene-1,3,6-trisulfonic acid trisodium salt (HPTS) were successfully developed for both monosaccharides and disaccharides sensing. The dibranched ortho-substituted receptor NHoBA exhibited unexpected selectivity towards lactose among five disaccharides used. The discrimination of five disaccharides and six monosaccharides was finally achieved by the integrated sensor array through linear discriminant analysis (LDA). [ABSTRACT FROM AUTHOR]

Based on a preactivation strategy using the (p-Tol)2SO/Tf2O system, a series of nucleosides were synthesized by coupling various thioglycosides with pyrimidines and purines under mild conditions. High yields and excellent β-stereoselectivities were obtained with either armed or disarmed N-glycosylation donors by tuning the amount of (p-Tol)2SO additive. [ABSTRACT FROM AUTHOR]

A sugar epitope, α-(2,9)-trisialic acid, was synthesized and labeled by cyanine dyes through Cu(i)-catalyzed azide–alkyne cycloaddition (CuAAC). The cyanine tagged oligosialic acid can be utilized as an efficient fluorescent probe to image the glycan-binding receptors on PC-12 cells. The distribution of Sia-binding immunoglobulin-like lectins (Siglecs) for α-(2,9)-trisialic acid was visualized by Cy3/Cy5 or FRET channel fluorescence imaging. [ABSTRACT FROM AUTHOR]

Highlights: [•] The sialylations of four p-toluenethiosialoside donors were thoroughly studied. [•] The acceptor amount and the promoter have great influence on the sialylation. [•] The configuration of N-acetylated sialyl donors has little effect on the coupling. [•] The N-deacetylated α/β sialyl donors show complex sialylation profiles. [Copyright &y& Elsevier]

Based on a preactivation strategy using the (p-Tol)2SO/Tf2O system, a series of nucleosides are synthesized by coupling various thioglycosides such as (I), (IV), and (VII) with pyrimidine and purine bases. [ABSTRACT FROM AUTHOR]

In this article, the authors present a chemical equation related to the α-C-sialylation with N-acetyl-5-N,4-O-oxazolidione promoted by (p-Tol)2SO/Tf2O and using protected thiosialoside as donor published in the journal "Organic and Biomolecular Chemistry" in 2013.

Recent investigations revealed the close relationship between H 2 S and HNO in biological systems. It is significant to develop an efficient fluorescent sensor to realize the discriminative sensing of HNO and H 2 S. Herein, we designed and synthesized a novel fluorescent sensor ( CuHCD ) with hemicyanine-carbazole as fluorophore and bipyridine-triazole-Cu 2+ complex as receptor, which enabled the selective recognition of HNO and H 2 S, respectively via the non-covalent modulation of surfactant assemblies. The CuHCD /surfactant sensor system exhibited excellent selectivity for H 2 S at 5 mM SDS in HEPES buffer, and displayed high specificity for HNO at 1 mM SDS in HEPES buffer over other common anions and reactive species. Different detection mechanisms in sensing H 2 S and HNO were deeply investigated. The results showed that H 2 S seized Cu 2+ from the complex to recover the fluorescence of HCD , while HNO reduced Cu 2+ to Cu + in the complex to turn on the fluorescence. In different SDS micellar systems, HCD possessed different dispersity and binding capacity with Cu 2+ , which led to the selective detection of H 2 S and HNO, respectively. The hypothesis was further confirmed by replacing SDS micelles with liposome under the same conditions. [ABSTRACT FROM AUTHOR]

Surfactants play important roles in chemical industries and have become well-known environmental pollutants owing to their extensive use in different fields. In this work, we reported a fluorescent probe, namely, BDP-Zn2+ for the discrimination of four kinds of surfactants and the determination of CMC values. BDP-Zn2+ was composed of covalently linked BODIPY, carbazole, N,N-bis(2-pyridylmethyl)ethylenediamine (BPEA) and zinc ions to fabricate a novel push–pull molecular structure. Upon the addition of surfactants, the probe exhibited a turn-on fluorescence response and the emission was enhanced on increasing the surfactant concentrations. This indicated that the fluorescence intensity and the ratios of the emission at 607 nm to that at 514 nm as fingerprints could be used to identify the CMC values of the surfactants. Our current work provides an alternative method to efficiently discriminate different surfactants for the further studies of their physical and chemical functions. [ABSTRACT FROM AUTHOR]