314075-38-2

Upstream product

• 314075-33-7 β-D-galactopyranosyl-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->3)-β-D-galactopyranosyl-(1->4)-D-[N-acetyl-N-(4-benzyloxycarbonylaminophenyl)-1-amino-1-deoxy]-glucitol 
• 1053609-77-0 [4-(acetyl-{4-[4-(3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy]-2,3,5,6-tetrahydroxy-hexyl}-amino)-phenyl]-carbamic acid benzyl ester 
• 314075-30-4 β-D-galactopyranosyl-(1->4)-D-[N-acetyl-N-(4-benzyloxycarbonylaminophenyl)-1-amino-1-deoxy]-glucitol 
• 1053653-28-3 {4-[(2S,3R,4R,5R)-2,3,5,6-Tetrahydroxy-4-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexylamino]-phenyl}-carbamic acid benzyl ester 
• 82720-42-1 (4-Amino-phenyl)-carbamic acid benzyl ester 

Relevant academic research and scientific papers

New derivatives of reducing oligosaccharides and their use in enzymatic reactions: Efficient synthesis of sialyl Lewis a and sialyl dimeric Lewis x glycoconjugates

The reducing oligosaccharides lactose and lacto-N-tetraose were reductively aminated with benzyloxycarbonylaminoaniline and sodium cyanoborohydride, followed by treatment of the resulting secondary amines with acetic anhydride. The resulting N-acetyl-N-(4-benzyloxycarbonylaminophenyl)-1-amino-1-deoxyalditol oligosaccharide derivatives were subjected to stepwise enzymatic elongation with various glycosyltransferases/nucleotide sugars. Purification of the products after each enzymatic step was conveniently performed by solid-phase extraction on silica gel C-18 cartridges. Two oligosaccharide derivatives (with sialyl Lewis a and sialyl dimeric Lewis x structures) were prepared. Conversion of the obtained derivatives into neoglycoproteins by the sequence hydrogenolysis, thiophosgene treatment, and protein coupling was carried out. (C) 2000 Elsevier Science Ltd.