Muramic acid

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Muramic acid
Muramic acid.svg
Names
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
3D model (JSmol)
2334586
ChEBI
ChemSpider
  • 7992151 α-muramic acid N
  • 389857 muramic acid (mixture of anomers) YesY
  • 394190 β-muramic acid YesY
ECHA InfoCard 100.012.923
EC Number 214-214-9
KEGG
UNII
Properties
C9H17NO7
Molar mass 251.23378
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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]

Chlamydia bacterial species notably lack muramic acid in their cell wall, thus do not gram stain.

References[edit]