6216-46-2

Upstream product

• 2899-60-7 Cbz-Gly-ONSuc 
• 4229-38-3 2-acetamido-2-deoxy-β-D-glucopyranosylamine 
• 1738-86-9 Z-Gly-ONp 
• 6216-47-3 N-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-Nα-(benzyloxycarbonyl)glycineamide 
• 29847-23-2 2-N-acetylamido-2-deoxy-β-D-glucopyranosyl azide 
• 6205-69-2 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl azide 
• 4515-24-6 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosylamine 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 16707-70-3 2-(((benzyloxy)carbonyl)amino)ethanethioic S-acid 
• 824985-67-3 C₁₂H₁₉NO₈ 
• 70749-28-9 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 
• 14131-63-6 D-glucosamine hydrochloride 
• 1197342-75-8 Z-Gly-STrt 

Relevant academic research and scientific papers

Rapid formation of N-glycopeptides via Cu(II)-promoted glycosylative ligation

Herein is described the chemoselective Cu(II)-HOBt promoted chemical ligation of glycosylamines and peptide thioacids to give N-glycosylated peptides. The method is distinguished from other chemical approaches to peptide N-glycosylation in that (1) it can be employed in the presence of unprotected N-terminal and Lys side chain amines; (2) it is remarkably fast, going to completion in under 30 min; and (3) it produces glycopeptides without attendant aspartimide formation.

SYNTHESIS OF 2-ACETAMIDO-1-N--2-DEOXY-β-D-GLUCOPYRANOSYLAMINE AND ANALOGS

2-Acetamido-1-N--2-deoxy-β-D-glucopyranosylamine and analogs containing D-glucopyranosyl, 4-O-β-D-glucopyranosyl-D-glucopyranosyl, L-Phe-L-Ala, and D-Phe-L-Ser were synth

Synthesis and biological activity of some 1-N-substituted 2-acetamido-2-deoxy-beta-D-glycopyranosylamine derivatives and related analogs.

Several 1-N-substituted derivative [haloacetyl-, glycyl-, (dimethyl)amino-acetyl-, azidoacetyl-, trifluoroacetyl-, and trifluoromethylsulfonyl-] of 2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-beta-D-glucopyranosylamine (1) were synthesized as potential metabolic inhibitors of cellular-membrane glycoconjugates. Several fully acetylated derivatives were found to inhibit growth of mouse mammary adenocarcinoma TA3, leukemia L1210, or leukemia P-288 cells at 1-0.01 mM concentration in vitro. Some of these derivatives were less active after O-deacetylation. Analogs of 1 in which NH2-1 was replaced by OH- or OAc-1 were also active on the same cell systems. The growth-inhibitory activity was correlated with inhibition of the incorporation of 2-amino-deoxy-D-glucose and L-leucine into a macromolecular fraction.