Muramic Acid

CAS: 1114-41-6

Ref. TR-M800000

Product Information

• Name: Muramic Acid
• Synonyms: (2R)-2-[(2R,3R,4R,5R)-2-amino-4,5,6-trihydroxy-1-oxohexan-3-yl]oxypropanoic acid, (R)-2-Amino-3-O-(1-carboxyethyl)-2-deoxy-<span class="text-smallcaps">D</span>-glucose, 2-Amino-3-O-(<span class="text-smallcaps">D</smallcap>-1-carboxyethyl)-2-deoxy-<smallcap>D</span>-glucose, 2-Aminomuramic acid, 2-amino-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucopyranose, 2-amino-3-O-[(1R)-1-carboxyethyl]-2-deoxy-D-glucose, 2-amino-3-O-[(1R)-1-carboxyethyl]-2-deoxy-beta-D-glucopyranose, <span class="text-smallcaps">D</smallcap>-Glucose, 2-amino-3-O-(<smallcap>D</span>-1-carboxyethyl)-2-deoxy-, <span class="text-smallcaps">D</span>-Glucose, 2-amino-3-O-(1-carboxyethyl)-2-deoxy-, (R)-, Muramic acid

Description

Applications Amino sugar found (as the N-acetyl derivative) in peptidoglycan, the main skeletal component of the bacterial cell wall. The N-acetyl derivative of muramic acid is an amino sugar that constitutes the peptidoglycan bacterial cell wall of Gram negative and Gram positive bacteria. Muramic acid is used as a chemical marker for the detection of bacterial contamination.
References Stout, J., et al.: Soil Biochem., 5, 1 (1981), Chantigny, M., et al.: Soil Biol. Biochem., 32, 1561 (2000), Martens, D., et al.: J. Environ. Qual., 29, 723 (2000),

• Brand: TRC

Chemical properties

• Molecular weight: 251.23
• Formula: C₉H₁₇NO₇
• Color/Form: Off-White
• InChI: InChI=1S/C9H17NO7/c1-4(9(15)16)17-8(5(10)2-11)7(14)6(13)3-12/h2,4-8,12-14H,3,10H2,1H3,(H,15,16)/t4-,5+,6-,7-,8-/m1/s1
• InChI key: InChIKey=MSFSPUZXLOGKHJ-WTHDNAOPSA-N
• SMILES: C[C@@H](OC1C(N)[C@H](O)OC(CO)[C@H]1O)C(=O)O