Muramic acid
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Names | |
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Preferred IUPAC name
2-[3-Amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxypropanoic acid | |
Systematic IUPAC name
2-{[3-Amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanoic acid | |
Identifiers | |
3DMet | B05203 |
2334586 | |
1114-41-6 ![]() 40525-29-9 ![]() | |
ChEBI | CHEBI:7027 ![]() |
ChemSpider | 7992151 α-muramic acid ![]() 389857 muramic acid (mixture of anomers) ![]() 394190 β-muramic acid ![]() |
EC number | 214-214-9 |
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Jmol-3D images | Image |
KEGG | C06470 ![]() |
PubChem | 441038 (2R),(3R,4R,5S,6R) 12313001 (),(3R,4R,5S,6R) 44123550 (2R),(2R,4R,6R) 45039974 (2R),() 433580 |
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Properties | |
C9H17NO7 | |
Molar mass | 251.23378 |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
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Infobox references | |
Muramic acid is an amino sugar acid. In terms of chemical composition, it is the ether of lactic acid and glucosamine. It occurs naturally as N-acetylmuramic acid in peptidoglycan, whose primary function is a structural component of many typical bacterial cell walls.[1] The bacteria Chlamydiae are unusual for not having muramic acid in their cell walls.[2]
References
- ↑ Muramic acid - Compound Summary, PubChem.
- ↑ Barbour, A G; Amano, K; Hackstadt, T; Perry, L; Caldwell, H D (July 1982). "Chlamydia trachomatis has penicillin-binding proteins but not detectable muramic acid.". Journal of Bacteriology 151 (1): 420–8. PMID 7085567. Retrieved 13 December 2014.