865489-05-0

Basic information

• Product Name: 2-(4-iodophenyl)ethyl 6-O-[2,6-di-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranosyl]-β-D-glucopyranoside
• Synonyms: 2-(4-iodophenyl)ethyl 6-O-[2,6-di-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranosyl]-β-D-glucopyranoside
• CAS NO: 865489-05-0
• Molecular Weight: 978.738
• Mol File: 865489-05-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-(4-iodophenyl)ethyl 6-O-[2,6-di-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranosyl]-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-iodophenyl)ethyl 6-O-[2,6-di-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranosyl]-β-D-glucopyranoside(865489-05-0)
• EPA Substance Registry System: 2-(4-iodophenyl)ethyl 6-O-[2,6-di-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-α-D-mannopyranosyl]-β-D-glucopyranoside(865489-05-0)

Safety Data

• Hazardous Substances Data: 865489-05-0(Hazardous Substances Data)

Upstream product

• 1323156-28-0 1,2,3,4-tetra-O-acetyl-6-O-allyloxycarbonyl-β-D-glucopyranose 
• 1323156-29-1 2,3,4-tri-O-acetyl-6-O-allyloxycarbonyl-α-D-glucopyranosyl trichloroacetimidate 
• 865488-88-6 2-(4-bromophenyl)ethyl 2,3,4-tri-O-acetyl-6-O-allyloxycarbonyl-β-D-glucopyranoside 
• 865488-89-7 2-(4-bromophenyl)ethyl 2,3,4-tri-O-acetyl-β-D-glucopyranoside 
• 865488-82-0 benzyl 3-O-benzyl-4,6-O-benzylidiene-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside 
• 865488-94-4 2-(4-iodophenyl)ethyl 2,3,4-tri-O-acetyl-β-D-glucopyranoside 
• 136966-96-6 O-(2-Acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-<(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->6)>-3,4-di-O-acetyl-α-D-mannopyranosylbromid 
• 865488-98-8 benzyl 3-O-benzyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside 
• 865488-99-9 benzyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside 
• 865489-00-5 benzyl 4-O-acetyl-3-O-benzyl-6-O-tert-butyldimethylsilyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside 
• 865489-01-6 benzyl 4-O-acetyl-3-O-benzyl-2-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-α-D-mannopyranoside 
• 865489-02-7 benzyl 2,6-di-O-[3,4,6-tri-O-acetyl-2-deoxy-2-(N-phthalimido)-β-D-glucopyranosyl]-4-O-acetyl-3-O-benzyl-α-D-mannopyranoside 
• 865489-03-8 benzyl 2,6-di-O-[3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl]-4-O-acetyl-3-O-benzyl-α-D-mannopyranoside 
• 136945-04-5 O-(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->2)-O-<(2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-glucopyranosyl)-(1->6)>-1,3,4-tri-O-acetyl-α-D-mannopyranose 

Relevant articles and documents

Synthesis and evaluation of a radioiodinated trisaccharide derivative as a synthetic substrate for a sensitive N-acetylglucosaminyltransferase v radioassay

N-acetylglucosaminyltransferase V (GnT-V) is one of the most relevant glycosyltransferases to tumor invasion and metastasis. Based on previous findings of molecular recognition between GnT-V and synthetic substrates, we designed and synthesized a p-iodophenyl-derivatized trisaccharide, 2-(4-iodophenyl)ethyl 6-O-[2-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl)- α-d-mannopyranosyl]-β-d-glucopyranoside (IPGMG, 1) and its radiolabeled form, [125I]IPGMG ([125I]1), for use in assays of GnT-V activity in vitro. The tributyltin derivative, 2-[4-(n-tributylstannyl)phenyl]ethyl 6-O-[2-O-(3,4,6-tri-O-acetyl-2-acetamido-2- deoxy-β-d-glucopyranosyl)-3,4,6-tri-O-acetyl-α-d-mannopyranosyl]-2,3, 4-tri-O-acetyl-β-d-glucopyranoside (21), was synthesized as a precursor for the preparation of [125I]1. The iododestannylation of 21 using hydrogen peroxide as an oxidant followed by deacetylation yielded [ 125I]1. When [125I]1 was incubated in GnT-V-expressing cells with a UDP-GlcNAc donor, the production of β1-6GlcNAc-bearing IPGMG (IPGGMG, 2) was confirmed by radio-HPLC. In kinetic analysis, 1 was found to be a good substrate with a Km of 23.7 μM and a Vmax of 159 pmol/h. μg protein. [125I]1 would therefore be a useful synthetic substrate for the quantitative determination of GnT-V activity.