950842-02-1

Basic information

• Product Name: 3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-acetamido-2-deoxy-α-D-glucopyranosyl-N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester
• Synonyms: 3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-acetamido-2-deoxy-α-D-glucopyranosyl-N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester
• CAS NO: 950842-02-1
• Molecular Weight: 1049.05
• Mol File: 950842-02-1.mol

Chemical Properties

• CAS DataBase Reference: 3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-acetamido-2-deoxy-α-D-glucopyranosyl-N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-acetamido-2-deoxy-α-D-glucopyranosyl-N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester(950842-02-1)
• EPA Substance Registry System: 3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-acetamido-2-deoxy-α-D-glucopyranosyl-N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester(950842-02-1)

Safety Data

• Hazardous Substances Data: 950842-02-1(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 

Relevant articles and documents

Chemical and chemoenzymatic synthesis of glycosyl-amino acids and glycopeptides related to Trypanosoma cruzi mucins

This study describes the synthesis of the α- and β-linked N-acetyllactosamine (Galp-β-1,4-GlcNAc; LacNAc) glycosides of threonine (LacNAc-Thr). LacNAc-α-Thr was prepared by direct chemical coupling of a 2-azido-2-deoxy-lactose disaccharide donor to a suitable partially protected threonine unit. In contrast, stepwise chemical generation of β-linked N-acetylglucosamine followed by enzymatic galactosylation to give LacNAc-β-Thr proved effective, whereas use of a 2-azido-2-deoxy-lactose donor in acetonitrile failed to give the desired β-linked disaccharyl glycoside. This study illustrates that it is possible to overcome the inherent stereoselection for 1,2-trans chemical glycosylation with a GlcNAc donor, and that the well-established preference of bovine β-1,4-galactosyltransferase for β-linked acceptor substrates can also be overcome. Using this knowledge, short glycopeptide fragments based on T. cruzi mucin sequences, Thr-Thr-[LacNAcThr]-Thr-Thr-Gly, were synthesised. All LacNAc-based compounds outlined were shown to serve as acceptor substrates for sialylation by T. cruzi trans-sialidase. The Royal Society of Chemistry.