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N-ACETYLMURAMIC ACID

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N-ACETYLMURAMIC ACID Basic information

Product Name:
N-ACETYLMURAMIC ACID
Synonyms:
  • N-ACETYLMURAMIC ACID
  • NAMA
  • (2R)-2-[[(2S,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)-4-oxanyl]oxy]propanoate
  • MURNAC
  • (R)-2-(ACETYLAMINO)-3-O-(1-CARBOXYETHYL)-2-DEOXY-D-GLUCOSE
  • AC-MURAMIC ACID
  • (R)-2-acetamido-3-O-(1-carboxyethyl)-2-deoxy-D-glucose
  • MurNAc, NAMA, (R)-2-(Acetylamino)-3-O-(1-carboxyethyl)-2-deoxy-D-glucose, 2-Acetamido-2-deoxy-3-O-(D-1-carboxyethyl)-D-glucopyranose
CAS:
10597-89-4
MF:
C11H19NO8
MW:
293.27
EINECS:
234-214-2
Product Categories:
  • Carbohydrates & Derivatives
Mol File:
10597-89-4.mol
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N-ACETYLMURAMIC ACID Chemical Properties

Melting point:
125 °C (dec.)(lit.)
alpha 
D20 +56° (10 minutes) +40° (24 hrs) (c = 0.68 in water)
Boiling point:
435.13°C (rough estimate)
Density 
1.3224 (rough estimate)
refractive index 
1.4450 (estimate)
storage temp. 
2-8°C
solubility 
DMF: 2.5 mg/ml; DMSO: 30 mg/ml; PBS (pH 7.2): 10 mg/ml
form 
A solid
pka
3.25±0.10(Predicted)
Merck 
13,6328
BRN 
1994245
CAS DataBase Reference
10597-89-4(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn,T
Risk Statements 
20/21/22-68/20/21/22-39/23/24/25
Safety Statements 
36/37-35-22
WGK Germany 
3
3-10
HS Code 
29329990

MSDS

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N-ACETYLMURAMIC ACID Usage And Synthesis

Chemical Properties

white powder

Uses

Acetyl derivative of Muramic acid.

Uses

N-Acetylmuramic acid (NAMA), a lactic acid ether derivative of N-acetylglucosamine found in bacterial cell wall proteoglycans, is used as a substrate to identify, differentiate and characterize N-acetylmuramic acid/N-acetylglucosamine kinase(s) and N-acetylmuramic acid etherase(s).

Uses

As chemical marker for the detection of bacterial contamination.

Definition

ChEBI: Aldehydo-N-acetylmuramic acid is a N-acetylmuramic acid. It is functionally related to an aldehydo-muramic acid.

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