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A novel N-acetyl-alpha-D-glucosamine derivative containing an epoxide moiety 5 has been synthesized and converted into a series of protected hydroxyethylamine transition-state analogs of N-Ac-muramyl-L-ala peptide 6a-e using a microwave-accelerated reaction. Copyright Taylor & Francis Group, LLC.

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An interface is described that allows the direct coupling of high-performance alkaline anion exchange liquid chromatography with thermospray mass spectrometry. A membrane suppressor is used to remove nonvolatile alkaline salts from the mobile phase after the chromatographic process is completed and prior to introduction into the mass spectrometer. Examples are given of both isocratic and gradient separations of a three-component test mixture of N-acetyiated mono- and disaccharides, followed by on-line mass spectral data acquisition. Sensitivity studies show minimum detection limits for the test compounds to be in the microgram range.

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A one-pot enzymatic reaction to produce lacto-N-biose I (LNB), which is supposed to represent the bifidus factor in human milk oligosaccharides, was demonstrated. Approximately 500mM of LNB was generated in 10-liter of reaction mixture initially containing 660 mM of sucrose and 600mM of GlcNAc by the concurrent actions of four enzymes, sucrose phosphorylase, UDP-glucose – hexose-1-phospate uridylyltransferase, UDP-glucose 4-epimerase, and lacto-N-biose phosphorylase, in the presence of UDP-Glc and phosphate, indicating a reaction yield of 83%. LNB was isolated from the mixture by crystallization after yeast treatment. Finally, 1.4 kg of LNB of 99.6% purity was recovered after recrystallization.

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Bi(NO3)3, a low-cost, mild, and environmentally green catalyst, has been successfully utilized for Fischer glycosylation for the synthesis of alkyl/aryl glycopyranosides by reacting unprotected sugars, namely, D-glucose, L-rhamnose, D-galactose, D-arabinose, and N-acetyl-D-glucosamine with various alcohols in good to excellent yields. The glycosides were formed with high alpha-selectivity. Further, an expedient separation of alpha- and beta-glycosides using silver nitrate-impregnated silica gel flash liquid chromatography has been developed.

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The present invention relates to the use of a vehicle for specific molecular targeting of Langerin+ cells, wherein the vehicle is capable of specifically binding to a Langerin+ cell, said vehicle comprising (a) at least one carrier and (b) at least one saccharide moiety-based conjugate for a targeted cargo delivery into a Langerin+ cell, as well as pharmaceutical compositions and uses comprising the inventive vehicle.

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3 – Acetyl – 5 – acetyl furan is important biomass-based nitrogen-containing platform compound, from 3 – acetyl – 5 – acetyl furan starting can be synthesized many important nitrogen-containing fine chemicals. Chitin biomass substantial in nature, there is a huge potential application value. The invention discloses a to chitin and its monomer N – acetyl amino glucose as raw material, Lewis acid or an ionic liquid as catalyst, and adding a small amount of boron oxide as the auxiliary catalyst, in order to N – methyl pyrrolidone as a solvent, under atmospheric reflux conditions for high efficiency transformation N – acetyl glucosamine and chitin to obtain 3 – acetyl – 5 – acetyl furan. The reaction for preparing the ionic liquid catalyst is simple, cheap, consumption, can be reclaimed and recycled, after treatment is simple, reducing the pollution of the environment, and has a good industrial application prospect. (by machine translation)

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A new multiple enzymatic system containing galactose-1-phosphate uridyltransferase suitable for the regeneration of UDP-Gal, UDP-2-deoxy-Gal, and UDP-galactosamine for the synthesis of N-acetyllactosamine and analogs has been developed.

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Acylated chitosan was synthesized by reaction of chitosan and stearoyl chloride. The chemical structures and physical properties of the prepared compounds were confirmed by Fourier transform infrared (FT-IR), 1H Nuclear Magnetic Resonance (1H NMR) spectroscopy, X-ray diffraction (XRD) and Thermogravimetric (TG) techniques. The degree of substitution (DS) was calculated by 1H NMR and ranged from 1.8 to 3.8. The synthesized compounds exhibited an excellent solubility in organic solvents. XRD analysis showed that they had high crystalline structure. TG results demonstrated that thermal stability of the prepared compounds was lower than that of chitosan, the weight loss decreased with increase of DS. This procedure could be a facile method to prepare organic-soluble chitosan derivatives.

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The molecular weight pattern and the stage-specific activities of chitinases from the blowfly Lucilia cuprina, the tick Boophilus microplus and the intestinal nematode Haemonchus contortus were examined. Chitinolytic enzymes could be detected in all parasite species tested, but the activity was different between the stages. Highest chitinolytic titers were found in blowfly pupae (83 kDa, 118 kDa), hatching larvae of ticks (58 kDa, 94 kDa) and nematode eggs (43 kDa). Leaves from ethylene-treated bean plants Phaseolus vulgaris expressed two basic Class I chitinases (Ia, Ib) of 34 kDa, differing in their amino acid sequences at residue 33 and 34 (Ia: glycine, proline; Ib: lysine, aspartic acid). Inhibitor studies with blowfly pupae revealed that allosamidin (IC50 = 0.32 (±0.02) muM) was by far the best inhibitor when compared with various amino sugar derivatives. This compound also inhibited chitinases from tick larvae (IC50 = 0.69(±0.10) muM) and nematode eggs (IC50 = 0.048(±0.0045) muM) specifically. Whereas Class Ia chitinase from bean leaves was inhibited only up to 18% by 10 muM allosamidin, it had an IC50 of 1(±0.14) muM for the Ib type, which is the first plant chitinase described to be highly sensitive to allosamidin.

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Lithium perchlorate is demonstrated to be a highly efficient and convenient catalyst for the per-O-acetylation of various saccharides with excellent yields. Graphical Abstract

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