191668-88-9

Upstream product

• 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 
• 849132-51-0 phenyl 2,3,4-tri-O-acetyl-6-O-methanesulfonyl-1-thio-β-D-glucoside 
• 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 
• 13992-16-0 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 84455-07-2 1,2,3,4-tetra-O-acetyl-6-O-<(trifluoromethyl)sulfonyl>-β-D-glucopyranose 
• 191668-77-6 1,2,3,4-Tetra-O-Acetyl-6-Azido-6-Deoxy-β-D-Glucopyranose 

Downstream Products

• 191668-82-3 phenyl 2,3,4-tri-O-acetyl-6-[2'-(tert-butoxycarbonylamino)benzoylamino]-6-deoxy-1-thio-β-D-glucopyranoside 
• 1007105-13-6 (2R,3S,4S,5R,6S)-2-Aminomethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 
• 236115-72-3 6-azido-6-deoxy-1-phenylthio-β-D-glucopyranoside 

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

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.