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10597-89-4

(R)-2-acetamido-3-O-(1-carboxyethyl)-2-deoxy-D-glucose

CAS: 10597-89-4

Molecular Formula: C11H19NO8

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10597-89-4 - Names and Identifiers

Name (R)-2-acetamido-3-O-(1-carboxyethyl)-2-deoxy-D-glucose
Synonyms NAMA
MURNAC
AC-MURAMIC ACID
N-ACETYLMURAMIC ACID
(R)-2-acetamido-3-O-(1-carboxyethyl)-2-deoxy-D-glucose
(R)-2-(ACETYLAMINO)-3-O-(1-CARBOXYETHYL)-2-DEOXY-D-GLUCOSE
(2R)-2-[[(2S,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)-4-oxanyl]oxy]propanoate
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
EINECS 234-214-2
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

10597-89-4 - Physico-chemical Properties

Molecular FormulaC11H19NO8
Molar Mass293.27
Density1.3224 (rough estimate)
Melting Point125°C (dec.)(lit.)
Boling Point435.13°C (rough estimate)
Specific Rotation(α)D20 +56° (10 minutes) +40° (24 hrs) (c = 0.68 in water)
Flash Point375.02°C
Vapor Presure0mmHg at 25°C
AppearanceWhite powder
Merck13,6328
BRN1994245
pKa3.25±0.10(Predicted)
Storage Condition2-8°C
Refractive Index1.4450 (estimate)
MDLMFCD00221511

10597-89-4 - Risk and Safety

Risk CodesR20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
R68/20/21/22 -
R39/23/24/25 -
Safety DescriptionS36/37 - Wear suitable protective clothing and gloves.
S35 - This material and its container must be disposed of in a safe way.
S22 - Do not breathe dust.
WGK Germany3
FLUKA BRAND F CODES3-10
HS Code29329990

10597-89-4 - Introduction

The N-acetyl derivative of N-acetyl N-acetylmuramic acid-based cell wall acid is a disaccharide repeat unit that forms N-acetyl-β-D-glucamine (1 → 4)-N-ethylphthale-β-D-cell wall acyl (1 → 4) in the cell wall peptidoglycan of the bacterial cell wall. The carboxyl group of the cell wall acid is bound to a short peptide containing D-amino acid, which forms the basic skeleton of a strong cell wall molecule. There are enzymes in bacterial cells that catalyze the condensation of UDP-N-acetylglucosamine and phosphoenolpyruvate, thereby biosynthesis of UDP-N-acetylteichoic acid, and continue to be under the action of a series of peptide synthetase that requires ATP, First bind L-alanine, and then combine with other amino acids successively. The glucoside bond linked to N-acetyl teichoic acid can be widely used by the animal kingdom.
Last Update:2022-10-16 17:11:45
10597-89-4
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