109303-71-1

Basic information

• Product Name: METHYL 3-O-(2-ACETAMIDO-2-DEOXY-B-D-GALACTOPYRANOSYL)- A-D-GALACTOPYRANOSIDE
• Synonyms: GalNAc1-β-3Gal-α-OMe;Methyl 3-O-(2-Acetamido-2-deoxy-β-D-galactopyranosyl)- α-D-galactopyranoside;Methyl 3-O-(2-Acetamido-2-deoxy-b-D-galactopyranosyl)- α-D-galactopyranoside;GalNAc1-b-3Gal-α-OMe
• CAS NO: 109303-71-1
• Molecular Formula: C15H27NO11
• Molecular Weight: 397.374
• Product Categories: Oligosaccharide Compounds;Oligosaccharides
• Mol File: 109303-71-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Solubility: Water
• CAS DataBase Reference: METHYL 3-O-(2-ACETAMIDO-2-DEOXY-B-D-GALACTOPYRANOSYL)- A-D-GALACTOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-O-(2-ACETAMIDO-2-DEOXY-B-D-GALACTOPYRANOSYL)- A-D-GALACTOPYRANOSIDE(109303-71-1)
• EPA Substance Registry System: METHYL 3-O-(2-ACETAMIDO-2-DEOXY-B-D-GALACTOPYRANOSYL)- A-D-GALACTOPYRANOSIDE(109303-71-1)

Safety Data

• Hazardous Substances Data: 109303-71-1(Hazardous Substances Data)

Usage

Uses

Methyl 3-O-(2-Acetamido-2-deoxy-b-D-galactopyranosyl)-_x000D_α-D-galactopyranoside (cas# 109303-71-1) is a compound useful in organic synthesis.

Upstream product

• 1824-94-8 methyl beta-D-galactopyranoside 
• 3459-18-5 4-nitrophenyl N-acetyl-β-D-glucosaminide 
• 155135-86-7 methyl 2,4,6-tri-O-benzyl-3-O-(2-deoxy-2-phthalimido-β-D-galactopyranosyl)-α-D-galactopyranoside 
• 126151-84-6 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-galactopyranosyl chloride 
• 108-24-7 acetic anhydride 
• 10378-06-0 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline 
• 93253-14-6 methyl 3-O-allyl-2,4,6-tri-O-benzyl-β-D-galactopyranoside 
• 134308-33-1 2-methyl-(2-acetamido-3,4,6-tri-O-acetyl-1,2-dideoxy-β-D-glucopyrano)-<2,1-d>-2-oxazoline 
• 93253-15-7 methyl 3-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-2,4,6-tri-O-benzyl-β-D-galactopyranoside 
• 55697-53-5 methyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside 
• 93274-52-3 methyl 3-O-allyl-β-D-galactopyranoside 
• 210472-13-2 Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((2R,3S,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester 
• 19464-78-9 methyl 2,4,6-tri-O-acetyl-β-D-galactopyranoside 
• 81348-24-5 methyl 2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranoside 

Relevant articles and documents

Novel features of acceptor recognition by β-(1 ← 4)- galactosyltransferase

In order to understand how β-(1→4)-galactosyltransferase recognizes its glycosyl acceptor, substrate specificities were investigated using synthetic 2-acetamido-2-deoxy-D-glucopyranose (N-acetylglucosamine) derivatives in which the 1-, 2-, 3-, 4-, and 6-p

Enzymic synthesis of HexNAc-containing disaccharide glycosides.

The following disaccharide glycosides were obtained from the appropriate donor and acceptor glycosides by employing glycosidases from the mollusc Chamelea gallina as catalysts: alpha-D-Galp-OMe (N-acetyl-alpha-D- galactosaminidase), beta-D-GalpNAc-(1----3)-beta-D-Galp-OMe, beta-D-GlcpNAc-(1----3)-beta-D-Galp-OMe, and beta-D-GlcpNAc-(1----6)-alpha-D-Manp-OMe (N-acetyl-beta-D-hexosaminidase). The regioselectivity of the N-acetyl-beta-D-hexosaminidase-catalysed reactions depended on the anomeric configuration of the acceptor. Thus, alpha-D-Galp-OMe gave beta-D-GlcpNAc- (1----6)-alpha-D-Galp-OMe almost exclusively, whereas beta-D-Galp-OMe gave beta-D-GlcpNAc-(1----3)-beta-D-Galp-OMe and beta-D-GlcpNAc-(1----6)-beta-D-Galp-OMe in almost equal amounts. The isolation of the products by chromatography was straightforward.

SYNTHETIC MUCIN FRAGMENTS: METHYL 3-O-(2-ACETAMIDO-2-DEOXY-β-D-GLUCOPYRANOSYL)-β-D-GALACTOPYRANOSYDE AND METHYL 3-O-(2-ACETAMIDO-2-DEOXY-3-O-β-D-GALACTOPYRANOSYL-β-D-GLUCOPYRANOSYL)-β-D-GALACTOPYRANOSIDE

Methyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside (5) was obtained crystalline by way of its 3-O-allyl derivative, which was in turn obtained by ring-opening of a presumed 3,4-O-stannylene derivative of methyl β-D-galactopyranoside, followed by benzylation.