236115-72-3

Upstream product

• 2936-70-1 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 191668-77-6 1,2,3,4-Tetra-O-Acetyl-6-Azido-6-Deoxy-β-D-Glucopyranose 
• 13100-46-4 1,2,3,4-tetra-O-acetyl-β-D-glucopyranose 
• 124595-23-9 phenyl 2,3,4-tri-O-acetyl-6-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside 
• 124595-24-0 phenyl 2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside 
• 83-87-4 D-glucose pentaacetate 
• 108-98-5 thiophenol 
• 84455-07-2 1,2,3,4-tetra-O-acetyl-6-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranose 
• 13992-16-0 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 236115-71-2 6-(4-methylbenzenesulfonate)-phenyl-1-thio-β-D-glucopyranoside 
• 191668-88-9 phenyl 6-azido-2,3,4-tri-O-acetyl-6-deoxy-1-thio-β-D-glucopyranoside 

Downstream Products

• 236115-70-1 6-azido-6-deoxy-2,3,4-tri-O-benzyl-1-phenylthio-β-D-glucopyranoside 
• 383417-78-5 C₃₃H₂₇N₃O₇S 

Relevant academic research and scientific papers

Access to Galectin-3 Inhibitors from Chemoenzymatic Synthons

Chemoenzymatic strategies are useful for providing both regio- and stereoselective access to bioactive oligosaccharides. We show herein that a glycosynthase mutant of a Thermus thermophilus α-glycosidase can react with unnatural glycosides such as 6-azido

Synthesis of a library of stereo- and regiochemically diverse aminoglycoside derivatives

A library of forty modified aminoglycosides was prepared in which the configuration and regiochemistry of two or three rings was widely varied. The library was based around three core ring systems: the 2-deoxystreptamine ring system found in the natural products, and both enantiomers of (1R*,2R*,4R*,5R*)-2,5-diamino-cyclohexane-1,4-diol and (1R*,3R*,4R*,6R*)-4,6-diaminocyclohexane-1,3-diol. In each case, the core was modified by glycosylation with one or two sugar rings. The absolute configuration of the sugar substituents (D or L), the configuration of the anomeric centres (α or β), and the regiochemical arrangement of the amine(s) were varied. The Royal Society of Chemistry 2005.

Design and synthesis of new aminoglycoside antibiotics containing neamine as an optimal core structure: Correlation of antibiotic activity with in vitro inhibition of translation

The structure and activity of the pseudodisaccharide core found in aminoglycoside antibiotics was probed with a series of synthetic analogues in which the position of amino groups was varied around the glucopyranose ring. The naturally occurring structure

Internally quenched fluorogenic, α-helical dimeric peptides and glycopeptides for the evaluation of the effect of glycosylation on the conformation of peptides

A panel of α-helical, dimeric coiled-coil peptides has been designed and synthesized for the evaluation of the effect of glycosylation on the conformation of these coiled-coil peptides. Two glycosylated building blocks, N α-(fluoren-9-ylmethoxycarbonyl)-O-(2,3,4-tri-O-acetyl-6-azido- 6-deoxy-β-D-glucopyranosyl)-L-threonine pentafluorophenyl ester 8 and N α-(fluoren-9-ylmethoxycarbonyl)-O-{2,3,4-tri-O-acetyl-6- [2′-(tert-butoxycarbonylamino)benzoylamino]-6-deoxy-β-D- glucopyranosyl}-L-threonine pentafluorophenyl ester 9 containing the fluorogenic 2-aminobenzamide (Abz) group, have been synthesized. These compounds have been obtained by the glycosylation of Nα-Fmoc-Thr-OPfp with the corresponding glycosyl trichloroacetimidate donors and have been incorporated into the solid-phase synthesis of the peptides 1-3 and 7 and glycopeptides 4-6. Compounds 1 and 4-7 have been synthesized as internally quenched fluorogenic compounds where the Abz group has been employed as the fluorogenic probe and 3-nitrotyrosine Tyr(NO2) as the quenching chromophore. Steady-state fluorescence studies have provided evidence to support the dimerization of the α-helical peptides. Denaturation studies, by fluorescence as well as CD spectroscopy, indicate that the introduction of a carbohydrate moiety into the coiled-coil peptides has a significant destabilizing effect on the α-helicity.