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Key Documents

A3007

Sigma-Aldrich

N-Acetylmuramic acid

≥98% (TLC)

Synonyme(s) :

(R)-2-(Acetylamino)-3-O-(1-carboxyethyl)-2-deoxy-D-glucose, 2-Acetamido-2-deoxy-3-O-(D-1-carboxyethyl)-D-glucopyranose, MurNAc, NAMA

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About This Item

Formule empirique (notation de Hill):
C11H19NO8
Numéro CAS:
Poids moléculaire :
293.27
Numéro Beilstein :
1994245
Numéro MDL:
Code UNSPSC :
12352201
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Source biologique

synthetic

Niveau de qualité

Pureté

≥98% (TLC)

Forme

powder

Technique(s)

thin layer chromatography (TLC): suitable

Impuretés

≤1 mol/mol methanol

Couleur

white

Pf

125  °C ((257 °F ))

Solubilité

water: 50 mg/mL, clear, colorless

Température de stockage

2-8°C

Chaîne SMILES 

CC(O[C@H]1[C@H](O)[C@@H](CO)OC(O)[C@@H]1NC(C)=O)C(O)=O

InChI

1S/C11H19NO8/c1-5(11(18)19)20-10(9(17)8(16)4-14)7(3-13)12-6(2)15/h3,5,7-10,14,16-17H,4H2,1-2H3,(H,12,15)(H,18,19)/t5-,7+,8-,9-,10-/m1/s1

Clé InChI

SOARVSUSWULNDI-TVVSKHENSA-N

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Application

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).

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Autres remarques

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Pictogrammes

Health hazardExclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Acute Tox. 4 Oral - STOT SE 2

Organes cibles

Eyes,Central nervous system

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Marta Kamińska et al.
Journal of periodontology, 90(6), 637-646 (2018-12-07)
Statins effectively reduce risk of cardiovascular-related morbidity and mortality in patients with hyperlipidemia, hypertension, or type 2 diabetes. In addition to lowering cholesterol levels, several studies have attributed statins with immunomodulatory and bactericidal properties. Therefore, the aim of this study
Markus B Tomek et al.
Glycobiology, 27(6), 555-567 (2017-03-24)
The occurrence of nonulosonic acids in bacteria is wide-spread and linked to pathogenicity. However, the knowledge of cognate nonulosonic acid transferases is scarce. In the periodontopathogen Tannerella forsythia, several proposed virulence factors carry strain-specifically either a pseudaminic or a legionaminic
Markus B Tomek et al.
Frontiers in microbiology, 9, 2008-2008 (2018-09-14)
The cell surface of the oral pathogen Tannerella forsythia is heavily glycosylated with a unique, complex decasaccharide that is O-glycosidically linked to the bacterium's abundant surface (S-) layer, as well as other proteins. The S-layer glycoproteins are virulence factors of
C S Hughes et al.
Biochimica et biophysica acta, 1861(8), 1951-1959 (2017-05-18)
A-type resistance towards "last-line" glycopeptide antibiotic vancomycin in the leading hospital acquired infectious agent, the enterococci, is the most common in the UK. Resistance is regulated by the VanR
Weidong Zhu et al.
Journal of periodontal & implant science, 46(1), 2-9 (2016-03-05)
Porphyromonas gingivalis and Tannerella forsythia have been implicated as the major etiologic agents of periodontal disease. These two bacteria are frequently isolated together from the periodontal lesion, and it has been suggested that their interaction may increase each one's virulence

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