370859-43-1

Basic information

• Product Name: dibenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-3,6-di-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl phosphate
• Synonyms: dibenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-3,6-di-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl phosphate
• CAS NO: 370859-43-1
• Molecular Weight: 948.792
• Mol File: 370859-43-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: dibenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-3,6-di-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl phosphate(CAS DataBase Reference)
• NIST Chemistry Reference: dibenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-3,6-di-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl phosphate(370859-43-1)
• EPA Substance Registry System: dibenzyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-3,6-di-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranosyl phosphate(370859-43-1)

Safety Data

• Hazardous Substances Data: 370859-43-1(Hazardous Substances Data)

Upstream product

• 370859-41-9 (2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1→4)-1,3,6-tri-O-acetyl-2-deoxy-2-trifluoroacetamido-α-D-glucopyranose 
• 7531-49-9 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride 
• 1623-08-1 phosphoric acid dibenzyl ester 
• 370859-42-0 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-2-trifluoromethyl-(2-acetamido-3,6-di-O-acetyl-1,2-dideoxy-α-D-glucopyrano)-[2,1-d]-2-oxazoline 

Relevant articles and documents

Substrate specificity of the glycosyl donor for oligosaccharyl transferase

Oligosaccharyl transferase (OT) catalyzes the co-translational transfer of a dolichol-linked tetradecasaccharide (Dol-PP-GlcNAc2Man9Glc3, 1a) to an asparagine side chain of a nascent polypeptide inside the lumen of the endoplasmic reticulum (ER). The glycosyl acceptor requires an Asn-XaaThr/Ser sequon, where Xaa can be any natural amino acid except proline, for N-linked glycosylation to occur. To address the substrate specificity of the glycosyl donor, three unnatural dolichol-linked disaccharide analogues (Dol-PP-GlcNTFA-GlcNAc 1c, Dol-PP-2DFGlc-GlcNAc 1d, and Dol-PP GlcNac-Glc 1e were synthesized and evaluated as substrates or inhibitors for OT from yeast. The synthetic analogue Dol-PP-GlcNAc-Glc 1e, with substitution in the distal sugar, was found to be a substrate (Kmapp = 26 μM) for OT. On the other hand, the analogues Dol-PP-GlcNTFA-GlcNAc 1c (Ki = 154 μM) and Dol-PP-2DFGlc-GlcNAc 1d (Ki = 252 μM), with variations in the proximal sugar, were inhibitors for OT. The dolichol-linked monosaccharide Dol-PP-GlcNAc 3 was found to be the minimum unit for glycosylation to occur.