81413-16-3

Basic information

• Product Name: 8-methoxycarbonyloctyl 3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-glucopyranoside
• CAS NO: 81413-16-3
• Molecular Weight: 614.733
• Mol File: 81413-16-3.mol

Chemical Properties

• CAS DataBase Reference: 8-methoxycarbonyloctyl 3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 8-methoxycarbonyloctyl 3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-glucopyranoside(81413-16-3)
• EPA Substance Registry System: 8-methoxycarbonyloctyl 3,6-di-O-acetyl-2,4-di-O-benzyl-β-D-glucopyranoside(81413-16-3)

Safety Data

• Hazardous Substances Data: 81413-16-3(Hazardous Substances Data)

Upstream product

• 34957-73-8 methyl 9-hydroxynonanoate 
• 81413-14-1 3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-glucopyranosyl chloride 
• 33208-48-9 1,6-anhydro-2,4-di-O-benzyl-β-D-glucopyranose 
• 100-39-0 benzyl bromide 
• 86861-46-3 3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-mannopyranosyl bromide 
• 498-07-7 1,6-anhydro-β-D-glucopyranose 

Downstream Products

• 108167-20-0 8-(methoxycarbonyl)octyl 2,4-di-O-benzyl-α-D-mannopyranoside 
• 134040-48-5 8-methoxycarbonyloctyl 2,4-di-O-benzyl-3,6-di-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-β-D-mannopyranoside 
• 134040-46-3 8-methoxycarbonyloctyl 2,4-di-O-benzyl-3,6-di-O-p-nitrobenzoyl-β-D-mannopyranoside 
• 134040-45-2 8-methoxycarbonyloctyl 2,4-di-O-benzyl-3,6-di-O-p-nitrobenzoyl-α-D-mannopyranoside 
• 134040-47-4 8-methoxycarbonyloctyl 2,4-di-O-benzyl-β-D-mannopyranoside 

Relevant articles and documents

Use of N-acetylglucosaminyltransferases I and II in the preparative synthesis of oligosaccharides.

8-Methoxycarbonyloctyl 3,5-di-O-(alpha-D-mannopyranosyl)-beta-D-mannopyranoside (1) has been synthesised chemically. Compound 1 is a substrate for N-acetylglucosaminyltransferase-I (GlcNAcT-I), which transfers a beta-D-GlcpNAc residue from UDP-GlcpNAc to position 2 of the alpha-Man-(1----3) unit to produce 2. In turn, the tetrasaccharide 2 is an acceptor for GlcNAcT-II which, in the presence of UDP-GlcpNAc, converts 2 into 8-methoxycarbonyloctyl 3,6-di-O-[2-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-alpha-D- mannopyranosyl]-beta-D-mannopyranoside (3). These conversions were carried out on a 50-100 mg scale using enzyme preparations obtained from rabbit liver in a single step by affinity chromatography.

Synthesis of the colitose determinant of Escherichia coli O111 and 3,6-di-O-(α-D-galactopyranosyl)-α-D-glucopyranoside

The synthesis of two branched trisaccharides, which constitute important elements of enterobacterial lipopolysaccharides are described.The common structural feature of each trisaccharide is α-D-glucopyranoside, upon which branching occurs at the O-3 and O