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
CAS Number	1114-41-6 N
3D model (JSmol)	Interactive image
3DMet	B05203
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 N
PubChem CID	441038 (2R),(3R,4R,5S,6R) 12313001 (),(3R,4R,5S,6R) 44123550 (2R),(2R,4R,6R) 45039974 (2R),() 433580
UNII	D42T32747Z N
InChI 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
SMILES CC(OC1C(N)C(O)OC(CO)C1O)C(O)=O
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  (what is YN ?)
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.

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