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MilliporeSigma

A3007

Sigma-Aldrich

N-Acetylmuramic acid

≥98% (TLC)

Sinónimos:

(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

Fórmula empírica (notación de Hill):
C11H19NO8
Número de CAS:
Peso molecular:
293.27
Beilstein/REAXYS Number:
1994245
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic

Quality Level

assay

≥98% (TLC)

form

powder

technique(s)

thin layer chromatography (TLC): suitable

impurities

≤1 mol/mol methanol

color

white

mp

125  °C ((257 °F ))

solubility

water: 50 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

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

InChI key

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).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

pictograms

Health hazardExclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 2

target_organs

Eyes,Central nervous system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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Visite la Librería de documentos

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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