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10597-89-4,MFCD00221511
Catalog No.:AA008RGC

10597-89-4 | N-Acetylmuramic acid

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25mg
≥95%
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$82.00   $57.00
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50mg
≥95%
in stock  
$136.00   $95.00
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100mg
≥95%
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$222.00   $155.00
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250mg
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$509.00   $356.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA008RGC
Chemical Name:
N-Acetylmuramic acid
CAS Number:
10597-89-4
Molecular Formula:
C11H19NO8
Molecular Weight:
293.2705
MDL Number:
MFCD00221511
SMILES:
O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O[C@@H](C(=O)O)C)NC(=O)C
Properties
Computed Properties
 
Complexity:
347  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
9  
XLogP3:
-2.9  

Literature

Title: Structural studies on molecular interactions between camel peptidoglycan recognition protein, CPGRP-S, and peptidoglycan moieties N-acetylglucosamine and N-acetylmuramic acid.

Journal: The Journal of biological chemistry 20120622

Title: Structure of a peptidoglycan-related polysaccharide from Providencia alcalifaciens O45.

Journal: Biochemistry. Biokhimiia 20120601

Title: Functional consequence of covalent reaction of phosphoenolpyruvate with UDP-N-acetylglucosamine 1-carboxyvinyltransferase (MurA).

Journal: The Journal of biological chemistry 20120413

Title: Biologically-inspired peptide reagents for enhancing IMS-MS analysis of carbohydrates.

Journal: Journal of the American Society for Mass Spectrometry 20110901

Title: Characterization of O-acetylation of N-acetylglucosamine: a novel structural variation of bacterial peptidoglycan.

Journal: The Journal of biological chemistry 20110708

Title: Nonomuraea wenchangensis sp. nov., isolated from mangrove rhizosphere soil.

Journal: International journal of systematic and evolutionary microbiology 20110601

Title: The first ferrocene analogues of muramyldipeptide.

Journal: Carbohydrate research 20110401

Title: Specific structural features of the N-acetylmuramoyl-L-alanine amidase AmiD from Escherichia coli and mechanistic implications for enzymes of this family.

Journal: Journal of molecular biology 20100319

Title: Identification and cloning of an invertebrate-type lysozyme from Eisenia andrei.

Journal: Developmental and comparative immunology 20090801

Title: Co-opting the cell wall in fighting methicillin-resistant Staphylococcus aureus: potent inhibition of PBP 2a by two anti-MRSA beta-lactam antibiotics.

Journal: Journal of the American Chemical Society 20080723

Title: Small molecule inhibitors of a glycoside hydrolase attenuate inducible AmpC-mediated beta-lactam resistance.

Journal: The Journal of biological chemistry 20070720

Title: Structure of the O-polysaccharide of Escherichia coli O150 containing 2-acetamido-4-O-[(S)-1-carboxyethyl]-2-deoxy-d-glucose.

Journal: Carbohydrate research 20070226

Title: Structure of the O-polysaccharide and serological cross-reactivity of the lipopolysaccharide of Providencia alcalifaciens O32 containing N-acetylisomuramic acid.

Journal: Carbohydrate research 20070205

Title: Scission of the lactyl ether bond of N-acetylmuramic acid by Escherichia coli 'etherase'.

Journal: The Journal of biological chemistry 20050826

Title: Mannose-binding lectin recognizes peptidoglycan via the N-acetyl glucosamine moiety, and inhibits ligand-induced proinflammatory effect and promotes chemokine production by macrophages.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20050801

Title: N-acetylmuramic acid as capping element of alpha-D-fucose-containing S-layer glycoprotein glycans from Geobacillus tepidamans GS5-97T.

Journal: The Journal of biological chemistry 20050527

Title: Identification of a novel peptidoglycan hydrolase CwlM in Mycobacterium tuberculosis.

Journal: Biochimica et biophysica acta 20050214

Title: Substrate binding affinity of Pseudomonas aeruginosa membrane-bound lytic transglycosylase B by hydrogen-deuterium exchange MALDI MS.

Journal: Biochemistry 20040907

Title: Microbial exposure of rural school children, as assessed by levels of N-acetyl-muramic acid in mattress dust, and its association with respiratory health.

Journal: The Journal of allergy and clinical immunology 20040501

Title: Synthesis of a fragment of bacterial cell wall.

Journal: The Journal of organic chemistry 20040319

Title: Peptidoglycan molecular requirements allowing detection by Nod1 and Nod2.

Journal: The Journal of biological chemistry 20031024

Title: Structure of the O-specific polysaccharide of Proteus vulgaris O15 containing a novel regioisomer of N-acetylmuramic acid, 2-acetamido-4-O-[(R)-1-carboxyethyl]-2-deoxy-D-glucose.

Journal: Carbohydrate research 20021129

Title: Structure of the O-specific polysaccharide of Providencia alcalifaciens O16 containing N-acetylmuramic acid.

Journal: Carbohydrate research 20021008

Title: Structural basis for the unusual carbohydrate-binding specificity of jacalin towards galactose and mannose.

Journal: The Biochemical journal 20020515

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