10597-89-4

Basic information

• Product Name: N-ACETYLMURAMIC ACID
• Synonyms: N-ACETYLMURAMIC ACID;NAMA;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;N-Acetylmuramic acid;2-Acetamido-2-deoxy-3-O-[D-1-carboxyethyl]-D-glucopyranose;(R)-2-(Acetylamino)-3-O-(1-carboxyethyl)-2-deoxy-D-glucose;MurNAc;NAMA;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 NO: 10597-89-4
• Molecular Formula: C11H19NO8
• Molecular Weight: 293.27
• EINECS: 234-214-2
• Product Categories: Carbohydrates & Derivatives
• Mol File: 10597-89-4.mol
• Article Data: 0

Chemical Properties

• Melting Point: 125 °C (dec.)(lit.)
• Boiling Point: 435.13°C (rough estimate)
• Flash Point: 375 ºC
• Appearance: white powder
• Density: 1.3224 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4450 (estimate)
• Storage Temp.: 2-8°C
• PKA: 3.25±0.10(Predicted)
• Merck: 13,6328
• BRN: 1994245
• CAS DataBase Reference: N-ACETYLMURAMIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: N-ACETYLMURAMIC ACID(10597-89-4)
• EPA Substance Registry System: N-ACETYLMURAMIC ACID(10597-89-4)

Safety Data

• Hazard Codes: Xn,T
• Statements: 20/21/22-68/20/21/22-39/23/24/25
• Safety Statements: 36/37-35-22
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 10597-89-4(Hazardous Substances Data)

Usage

Description

N-Acetylmuramic acid (NAMA) is an acetyl derivative of Muramic acid, a lactic acid ether derivative of N-acetylglucosamine found in bacterial cell wall proteoglycans. It is a white powder and plays a crucial role in the identification, differentiation, and characterization of various enzymes and their functions.

Uses

1. Used in Pharmaceutical Industry:
N-Acetylmuramic acid is used as a chemical marker for the detection of bacterial contamination. Its presence in bacterial cell walls allows for the identification and monitoring of bacterial infections, which is essential for the development of antibiotics and other treatments.
2. Used in Research and Diagnostics:
NAMA is used as a substrate to identify, differentiate, and characterize N-acetylmuramic acid/N-acetylglucosamine kinase(s) and N-acetylmuramic acid etherase(s). These enzymes are involved in various biological processes, and understanding their functions can lead to the development of new therapeutic strategies and diagnostic tools.
3. Used in Microbiology:
N-Acetylmuramic acid is used in microbiology as a means to study the composition and structure of bacterial cell walls. This knowledge can contribute to the development of new antibiotics and other treatments targeting bacterial infections.
4. Used in Biochemical Research:
NAMA is utilized in biochemical research to investigate the role of N-acetylmuramic acid/N-acetylglucosamine kinase(s) and N-acetylmuramic acid etherase(s) in various cellular processes. This research can provide insights into the mechanisms of bacterial growth, replication, and pathogenesis, potentially leading to the development of novel therapeutic approaches.

InChI:InChI=1/C11H19NO8/c1-4(10(16)17)19-9-7(12-5(2)14)11(18)20-6(3-13)8(9)15/h4,6-9,11,13,15,18H,3H2,1-2H3,(H,12,14)(H,16,17)/p-1/t4-,6-,7-,8-,9-,11+/m1/s1