197720-07-3

Upstream product

• 57039-37-9 (2R,3R,45,5R,6R)-methyl 3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-carboxylate 
• 100-39-0 benzyl bromide 
• 100-52-7 benzaldehyde 
• 61332-59-0 methyl 2,6-anhydro-5,7-O-benzylidene-D-glycero-L-manno-hepturonate 

Downstream Products

• 197720-15-3 (R)-2-[((2R,3R,4S,5R,6S)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-tert-butoxycarbonylamino-tetrahydro-pyran-2-carbonyl)-amino]-N-((2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-succinamic acid methyl ester 
• 197720-13-1 (R)-N-((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-2-tert-butoxycarbonylamino-succinamic acid methyl ester 
• 197720-12-0 ((2S,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-carbamic acid tert-butyl ester 
• 197720-10-8 (2R,3R,4S,5R,6S)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-tert-butoxycarbonylamino-tetrahydro-pyran-2-carboxylic acid 
• 197720-24-4 (S)-2-[((2R,3R,4S,5R,6S)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-tert-butoxycarbonylamino-tetrahydro-pyran-2-carbonyl)-amino]-N-((2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-octylcarbamoyl-tetrahydro-pyran-3-yl)-succinamic acid benzyl ester 
• 264616-09-3 (4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(4-deoxy-β-D-glucopyranosyl)-C-carboxamido-4-N-(4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester 
• 441778-57-0 C₃₆H₅₄N₄O₁₉ 
• 441778-50-3 (2,3,6-tri-O-benzyl-4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester 
• 441778-51-4 (4-tert-butoxycarbonylamido-4-deoxy-β-D-glucopyranosyl)-C-carboxamido-N-L-phenylalanine methyl ester 
• 441778-48-9 methyl 2,6-anhydro-3,4,7-tri-O-benzyl-5-tert-butoxycarbonylamido-5-deoxy-D-glycero-D-gulo-hepturonate 
• 441778-47-8 methyl 2,6-anhydro-5-azido-3,4,7-tri-O-benzyl-5-deoxy-D-glycero-D-gulo-hepturonate 

Relevant academic research and scientific papers

Oligomers of glycamino acid.

Glycamino acids, a family of sugar amino acids, are derivatives of C-glycosides that possesses a carboxyl group at the C-1 position and an amino group replacing one of the hydroxyl groups at either the C-2, 3, 4, or 6 position. We have prepared a series of glucose-type glycamino acids as monomeric building blocks: these are derivatives of 2-NH(2)-Glc-beta-CO(2)H 1, 3-NH(2)-Glc-beta-CO(2)H 2, 4-NH(2)-Glc-beta-CO(2)H 3, and 6-NH(2)-Glc-beta-CO(2)H 4 and constructed four types of homo-oligomers, beta(1-->2)-linked I, beta(1-->3)-linked II, beta(1-->4)-linked III, and beta(1-->6)-linked IV, employing the well-established N-Boc and BOP strategy. CD and NMR spectral studies of these oligomers suggested that only the beta(1-->2)-linked homo-oligomer possessed a helical structure that seems to be predetermined by the linkage position. Homo-oligomers with beta(1-->2)-linkages I and beta(1-->6)-linkages IV were also subjected to O-sulfation, and these O-sulfated oligomers were found to be able, in a linkage-specific manner, to effectively inhibit L-selectin-mediated cell adhesion, HIV infection, and heparanase activity without the anticoagulant activity associated with naturally occurring sulfated polysaccharides such as heparin.

Peptide-sugar hybrids: Like peptide, like oligosaccharide

Abstract: A novel peptide-sugar hybrid with a repeating sequence of glycamino acid and aspartic acid residues was synthesized and was found to inhibit tumor cell migration with an IC50 of 10 μM.