10597-89-4
Chemical Structure
N-Acetylmuramic acid
Synonym(s): MurNAc; NAMA
- CAS No.: 10597-89-4
- Formula:C11H19NO8
- Molecular Weight:293.27
IUPAC Name: (R)-2-(((2R,3R,4R,5R)-2-acetamido-4,5,6-trihydroxy-1-oxohexan-3-yl)oxy)propanoic acid
InChIKey: SOARVSUSWULNDI-TVVSKHENSA-N
SMILES: CC(N[C@@H](C=O)[C@@H](O[C@H](C)C(O)=O)[C@H](O)[C@H](O)CO)=O
Biological Activity: N-acetylmuramic acid is a component of the bacterial cell wall peptidoglycan, essential for maintaining cell shape and integrity[1]. N-acetylmuramic acid inhibits spore germination by inhibiting a coat-associated hexosaminidase and a core enzyme[2]. N-acetylmuramic acid is required by Bacteroides forsythus for proliferation and the maintenance of its cell shape[3]. N-Acetylmuramic acid inhibits the p38 MAPK/NF-κB signaling pathway, and exhibits anti-inflammatory activity. N-Acetylmuramic acid is orally active[4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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N-Acetylmuramic acid | 99.9% | N-acetylmuramic acid is a component of the bacterial cell wall peptidoglycan, essential for maintaining cell shape and integrity. N-acetylmuramic acid inhibits spore germination by inhibiting a coat-associated hexosaminidase and a core enzyme. N-acetylmuramic acid is required by Bacteroides forsythus for proliferation and the maintenance of its cell shape. N-Acetylmuramic acid inhibits the p38 MAPK/NF-κB signaling pathway, and exhibits anti-inflammatory activity. N-Acetylmuramic acid is orally active. | ||||||||||||||||||||
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Similarity Score 0.83
HY-W706302D-Glucose,2-(acetylamino)-2-deoxy,3-acetate -
Similarity Score 0.81
HY-1319403-O-Methyl-N-acetyl-D-glucosamine -
Similarity Score 0.79
HY-W011916Muramic acid -
Similarity Score 0.68
HY-W145611N-Valeryl-D-glucosamine -
Similarity Score 0.68
HY-I0400RN-Acetylneuraminic acid (Standard) -
Similarity Score 0.68
HY-I0400SN-Acetylneuraminic acid-13C -
Similarity Score 0.68
HY-I0400S1N-Acetylneuraminic acid-13C-1 -
Similarity Score 0.68
HY-I0400S2N-Acetylneuraminic acid-13C-2 -
Similarity Score 0.67
HY-W145573N-Hexanoyl-D-glucosamine -
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References
- [1]. Herbold DR, Glaser L. Interaction of N-acetylmuramic acid L-alanine amidase with cell wall polymers. J Biol Chem. 1975 Sep 25;250(18):7231-8 [Content Brief]
- [2]. Brown W, et al. N-acetylmuramic acid inhibits spore germination and germination enzymes. J Basic Microbiol. 1990;30(2):67-72 [Content Brief]
- [3]. Wyss C. Dependence of proliferation of Bacteroides forsythus on exogenous N-acetylmuramic acid. Infect Immun. 1989 Jun;57(6):1757-9 [Content Brief]
- [4]. Wu Z, et al. N-acetylmuramic acid triggers anti-inflammatory capacity in LPS-induced RAW 264.7 cells and mice[J]. journal of functional foods, 2015, 13: 108-116.
