Muramic acid











































































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

CAS Number

  • 1114-41-6 ☒N

3D model (JSmol)
  • Interactive image
3DMet
L03117

Beilstein Reference

 2334586

ChEBI

  • CHEBI:7027 ☒N

ChemSpider


  • 7992151 α-muramic acid ☒N


  • 389857 muramic acid (mixture of anomers) ☑Y


  • 394190 β-muramic acid ☑Y

ECHA InfoCard
100.012.923

EC Number
 214-214-9

KEGG

  • C06470 ☑Y


PubChem CID


  • 441038 (2R),(3R,4R,5S,6R)


  • 12313001 (),(3R,4R,5S,6R)


  • 44123550 (2R),(2R,4R,6R)


  • 45039974 (2R),()

  • 433580

UNII

  • D42T32747Z ☒N




Properties

Chemical formula

 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 ☑Y☒N ?)

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





  1. ^ Muramic acid - Compound Summary, PubChem.









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