151557-39-0

Basic information

• Product Name: p-nitrophenyl 2-acetamido-2-deoxy-4-O-(4-O-β-D-galactopyranosyl-β-D-galactopyranosyl)-β-D-glucoside
• Synonyms: p-nitrophenyl 2-acetamido-2-deoxy-4-O-(4-O-β-D-galactopyranosyl-β-D-galactopyranosyl)-β-D-glucoside
• CAS NO: 151557-39-0
• Molecular Weight: 666.59
• Mol File: 151557-39-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: p-nitrophenyl 2-acetamido-2-deoxy-4-O-(4-O-β-D-galactopyranosyl-β-D-galactopyranosyl)-β-D-glucoside(CAS DataBase Reference)
• NIST Chemistry Reference: p-nitrophenyl 2-acetamido-2-deoxy-4-O-(4-O-β-D-galactopyranosyl-β-D-galactopyranosyl)-β-D-glucoside(151557-39-0)
• EPA Substance Registry System: p-nitrophenyl 2-acetamido-2-deoxy-4-O-(4-O-β-D-galactopyranosyl-β-D-galactopyranosyl)-β-D-glucoside(151557-39-0)

Safety Data

• Hazardous Substances Data: 151557-39-0(Hazardous Substances Data)

Upstream product

• 3459-18-5 4-nitrophenyl N-acetyl-β-D-glucosaminide 

Relevant articles and documents

A convenient synthesis of β-D-galactosyl disaccharide derivatives using the β-D-galactosidase from Bacillus circulans

β-D-Gal-(1 → 4)-β-D-GlcNAc-OC6H4NO2-p (p-nitrophenyl N-acetyl-β-lactosaminide) and β-D-Gal-(1 → 6)-β-D-GlcNAc-OC6H4NO2-p (p-nitrophenyl N-acetyl-β-isolactosaminide) were regioselectively synthesized from lactose and p-nitrophenyl 2-acetamido-2-deoxy-glucopyranoside, employing transglycosylation by the β-D-galactosidase from Bacillus circulans and by controlling the concentration of organic solvent in the reaction system. The (1 → 4)-linked disaccharide was formed exclusively when the concentration of organic solvent was high, whereas the (1 → 6)-linked isomer was produced with a low concentration. Further utilization of the transglycosylation by the enzyme led to the regioselective formation of β-D-Gal-(1 → 4)-D-GalNAc and β-D-Gal-(1 → 4)-β-D-GalNAc-OC6H4NO2-p. With the enzyme, β-D-galactosyl transfer occurred preferentially at the O-4 position of GlcNAc and GalNAc, regardless of the configuration of the hydroxyl group. β-D-Gal-(1→4)-b-D-GlcNAc-OC6H4NO2-p (p-nitrophenyl N-acetyl-β-lactosaminide) and β-D-Gal-(1→6)-β-D-GlcNAc-OC6H4NO2-p (p-nitrophenyl N-acetyl-β-isolactosaminde) were regioselectively synthesized from lactose and p-nitrophenyl 2-acetamido-2-deoxy-glucopyranoside, employing transglycosylation by the b-D-galactosidas from Bacillus circulans and by controlling the concentration of organic solvent in the reaction system. The (1→4) linked disaccharide was formed exclusively when the concentration of organic solvent was high, whereas the (1→6)-linked isomer was produced with a low concentration. Further utilization of the transglycosylation by the enzyme led to the regioselective formation of β-D-Gal-(1→4)-D-GalNAc and β-D-Gal-(1→4)-β-D-GalNAc-OC6H4NO2-p. With the enzyme, β-D-galactosyl transfer occurred preferentially at the O-4 position of GlcNAc, regardless of the configuration of the hydroxyl group.