Muramic acid

Muramic acid
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
  • 1114-41-6 ☒N
3D model (JSmol)
  • Interactive image
3DMet
  • L03117
2334586
ChEBI
  • CHEBI:7027 ☒N
ChemSpider
  • 7992151 α-muramic acid ☒N
  • 389857 muramic acid (mixture of anomers) checkY
  • 394190 β-muramic acid checkY
ECHA InfoCard 100.012.923
EC Number
  • 214-214-9
KEGG
  • C06470 checkY
  • 441038 (2R),(3R,4R,5S,6R)
  • 12313001 (),(3R,4R,5S,6R)
  • 44123550 (2R),(2R,4R,6R)
  • 45039974 (2R),()
  • 433580
UNII
  • D42T32747Z ☒N
  • InChI=1S/C9H17NO7/c1-3(8(13)14)16-7-5(10)9(15)17-4(2-11)6(7)12/h3-7,9,11-12,15H,2,10H2,1H3,(H,13,14)/t3-,4-,5-,6-,7-,9-/m1/s1 ☒N
    Key: MSFSPUZXLOGKHJ-KTZFPWNASA-N ☒N
  • CC(OC1C(N)C(O)OC(CO)C1O)C(O)=O
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 checkY☒N ?)

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].


References

  1. ^ "Muramic acid – Compound Summary". PubChem.
Retrieved from "https://en.wikipedia.org/w/index.php?title=Muramic_acid&oldid=979222710"