666728-59-2

Basic information

• Product Name: methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-benzyl-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside
• Synonyms: methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-benzyl-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside
• CAS NO: 666728-59-2
• Molecular Weight: 778.854
• Mol File: 666728-59-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-benzyl-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-benzyl-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside(666728-59-2)
• EPA Substance Registry System: methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-6-O-benzyl-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside(666728-59-2)

Safety Data

• Hazardous Substances Data: 666728-59-2(Hazardous Substances Data)

Upstream product

• 2771-48-4 methyl 2-acetamido-3,4,6-O-triacetyl-2-deoxy-β-D-glucopyranoside 
• 666728-57-0 Acetic acid (2R,3R,4R,5S,6R)-3-acetylamino-5-[(2R,4aR,6S,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-4-yl ester 
• 666728-58-1 methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 666728-56-9 2,2,2-Trichloro-acetimidic acid (2R,4aR,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester 
• 666728-54-7 tert-butyl(dimethyl)silyl 3-O-benzyl-4,6-O-benzylidene-2-dimethylmaleimido-2-deoxy-β-D-glucopyranoside 
• 216877-67-7 tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-dimethylmaleoyl-β-D-glucopyranoside 
• 3946-01-8 methyl N-acetyl-β-D-glucosaminide 
• 162284-51-7 methyl 2-acetamido-3-O-acetyl-6-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 10378-06-0 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline 
• 87038-18-4 methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 29617-66-1 (S)-2-chloropropanoic acid 

Relevant articles and documents

Synthetic Peptidoglycan Substrates for Penicillin-Binding Protein 5 of Gram-Negative Bacteria

The major constituent of the bacterial cell wall, peptidoglycan, is comprised of repeating units of N-acetylglucosamine (NAG) and N-acetylmuramic acid (NAM) with an appended peptide. Penicillin-binding proteins (PBPs) are involved in the final stages of bacterial cell wall assembly. Two activities for PBPs are the cross-linking of the cell wall, carried out by DD-transpeptidases, and the DD-peptidase activity, that removes the terminal D-Ala residue from peptidoglycan. The DD-peptidase activity moderates the extent of the cell wall cross-linking. There exists a balance between the two activities that is critical for the well-being of bacterial cells. We have cloned and purified PBP5 of Escherichia coli. The membrane anchor of this protein was removed, and the enzyme was obtained as a soluble protein. Two fragments of the polymeric cell wall of Gram-negative bacteria (compounds 5 and 6) were synthesized. These molecules served as substrates for PBP5. The products of the reactions of PBP5 and compounds 5 and 6 were isolated and were shown to be D-Ala and the fragments of the substrates minus the terminal D-Ala. The kinetic parameters for these enzymic reactions were evaluated. PBP5 would appear to have the potential for turnover of as many as 1.4 million peptidoglycan strands within a single doubling time (i.e., generation) of E. coli.