129172-14-1

Basic information

• Product Name: methyl 2-acetamido-4,6-O-benzylidene-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside
• Synonyms: methyl 2-acetamido-4,6-O-benzylidene-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside
• CAS NO: 129172-14-1
• Molecular Weight: 395.409
• Mol File: 129172-14-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 2-acetamido-4,6-O-benzylidene-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-acetamido-4,6-O-benzylidene-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside(129172-14-1)
• EPA Substance Registry System: methyl 2-acetamido-4,6-O-benzylidene-3-O-((R)-1'-carboxyethyl)-2-deoxy-β-D-glucopyranoside(129172-14-1)

Safety Data

• Hazardous Substances Data: 129172-14-1(Hazardous Substances Data)

Upstream product

• 2771-48-4 methyl 2-acetamido-3,4,6-O-triacetyl-2-deoxy-β-D-glucopyranoside 
• 3946-01-8 methyl N-acetyl-β-D-glucosaminide 
• 10378-06-0 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline 
• 29617-66-1 (S)-2-chloropropanoic acid 
• 87038-18-4 methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 

Downstream Products

• 1266211-76-0 methyl 2-acetamido-2-deoxy-3,4,6-tri-O-levulinoyl-β-D-glucopyranosyl-(1->4)-6-O-benzyl-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester 
• 1266211-75-9 methyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl-(1->4)-6-O-benzyl-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester 
• 1266211-74-8 methyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl-(1->4)-6-O-benzyl-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester 
• 1266211-68-0 methyl 6-O-benzyl-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester 
• 1266322-02-4 C₂₁H₂₉NO₉ 
• 1266211-65-7 methyl 2-acetamido-6-O-acetyl-4-O-benzyl-3-O-((R)-1-carboxyethyl)-2-deoxy-β-D-glucopyranoside monosodium salt 
• 1266211-77-1 methyl 2-acetamido-4-O-benzyl-2-deoxy-3-O-((R)-1-(methoxycarbonyl)ethyl)-β-D-glucopyranoside 
• 1266211-66-8 methyl 4,6-O-benzylidene-β-D-N-acetylmuramylpyranoside-L-alanine methyl ester 
• 666728-50-3 (R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 4-nitro-phenyl ester 
• 666728-52-5 2-{2-[2-(7-acetylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-{5-benzyloxycarbonylamino-1-[1-(1-benzyloxycarbonyl-ethylcarbamoyl)-ethylcarbamoyl]-pentylcarbamoyl}-butyric acid benzyl ester 

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.