122479-76-9

Basic information

• Product Name: trideuteriomethyl O-(6-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-β-D-mannopyranoside
• CAS NO: 122479-76-9
• Molecular Weight: 914.034
• Mol File: 122479-76-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: trideuteriomethyl O-(6-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-β-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: trideuteriomethyl O-(6-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-β-D-mannopyranoside(122479-76-9)
• EPA Substance Registry System: trideuteriomethyl O-(6-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-β-D-mannopyranoside(122479-76-9)

Safety Data

• Hazardous Substances Data: 122479-76-9(Hazardous Substances Data)

Upstream product

• 4231-62-3 1-benzoyl-1H-benzotriazole 
• 105608-14-8 trideuteriomethyl O-(3,4-di-O-benzyl-α-D-mannopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-β-D-mannopyranoside 

Relevant articles and documents

Control of glycoprotein synthesis. Characterization of (1->4)-N-acetyl-β-D-glucosaminyltransferases acting on the α-D-(1->3)- and α-D-(1->6)-linked arms of N-linked oligosaccharides

Hen oviduct membranes contain at least three N-acetyl-β-D-glucosaminyltransferases (GlcNAc-T) that attach a βGlcNAc residue in (1-4)-linkage to a D-Manp residue of the N-linked oligosaccharide core, i.e., (1->4)-β-D-GlcNAc-T III which adds a "bisecting " GlcNAc group to form the β-D-GlcpNAc-(1->4)-β-D-Manp-(1->4)-D-GlcNAc moiety: (1->2)-β-D-GlcNAc-T IV which adds a GlcNAc group to the (1->3)-α-D-Man arm to form the β-D-GlcpNAc-(1->4)-2)>-α-D-Manp-(1->3)-β-D-Manp-(1->4)-D-GlcpNAc component; and (1->4)-β-D-GlcNAc-T VI which adds a GlcNAc group to the α-D-Manp residue of β-D-GlcpNAc-(1->6)-2)>-α-D-Manp-R to form β-D-GlcpNAc-(1->6)-4)>-2)>-α-D-Manp-R.We now report a novel (1->4)-β-D-GlcNAc-T activity (GlcNAc-T VI') in hen oviduct membranes that transfers GlcNAc to β-D-GlcpNAc-(1->2)-α-D-Manp-(1->6)-β-D-Manp-R to form β-D-GlcpNAc-(1->4)-2)>-α-D-Manp-(1->6)-β-D-Manp-R.The structure of the enzyme product was confirmed by 1H NMR spectroscopy.FAB-mass spectrometry and methylation analysis.Previous work with GlcNAc-T IV was carried out with biantennary substrates; we now show that hen oviduct membrane GlcNAc-T IV can also transfer GlcNAc to monoantennary β-D-GlcpNAc-(1->2)-α-D-Manp-(1->3)-β-D-Manp-R to form β-D-GlcpNAc-(1->4)-2)>-α-D-Man-p-(1->3)-β-D-Manp-R.The findings that GlcNAc-T VI'and IV have similar kinetic characteristics and that hen oviduct membranes can convert methyl β-D-GlcpNAc-(1->2)-α-D-Manp to methyl β-D-GlcpNAc-(1->4)-2)>-α-D-Manp suggest that these two activities may be due to the same enzyme.The R-group of the β-D-GlcpNAc-(1->2)-α-D-Manp-(1->6)-β-D-Manp (or Glcp)-R substrate has an important influence on GlcNAc-T VI'enzyme activity.When R is GlcNAc or βGlc-ally, the activity is drastically reduced.This may be due to conformational factors and may explain why hen oviduct membranes add a GlcNAc residue in (1->4)-β-linkage mainly to the (1->3)-α-D-Man arm of the bi-antennary substrate β-D-GlcpNAc-(1->2)-α-D-Manp-(1->6)-2)-α-D-Manp-(1->3)>-β-D-Manp-R to form β-D-GlcpNAc-(1->2)-α-D-Manp-(1->6)-2)-4)>-α-D-Manp-(1->3)>-β-D-Manp-R.