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A3007

Sigma-Aldrich

N-Acetylmuramic acid

≥98% (TLC)

Synonym(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

Empirical Formula (Hill Notation):
C11H19NO8
CAS Number:
10597-89-4
Molecular Weight:
293.27
Beilstein:
1994245
MDL number:
MFCD00221511
UNSPSC Code:
12352201
PubChem Substance ID:
24890714
NACRES:
NA.25

biological source

synthetic

Quality Level

200

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
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H371

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 2

Target Organs

Eyes,Central nervous system

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL7713
BCCK5768
BCCH6400
BCCG1250
BCCC6871

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Justin A Hutcherson et al.
Scientific reports, 7(1), 10474-10474 (2017-09-07)
The oral microflora is composed of both health-promoting as well as disease-initiating bacteria. Many of the disease-initiating bacteria are anaerobic and include organisms such as Porphyromonas gingivalis, Prevotella intermedia, Fusobacterium nucleatum, and Tannerella forsythia. Here we investigated a novel therapeutic
Cecilia Garcia-Oliva et al.
International journal of molecular sciences, 20(24) (2019-12-11)
Fungal β-N-acetylhexosaminidases, though hydrolytic enzymes in vivo, are useful tools in the preparation of oligosaccharides of biological interest. The β-N-acetylhexosaminidase from Talaromyces flavus is remarkable in terms of its synthetic potential, broad substrate specificity, and tolerance to substrate modifications. It
Qian Du et al.
Scientific reports, 10(1), 2961-2961 (2020-02-23)
Sucrose has long been regarded as the most cariogenic carbohydrate. However, why sucrose causes severer dental caries than other sugars is largely unknown. Considering that caries is a polymicrobial infection resulting from dysbiosis of oral biofilms, we hypothesized that sucrose
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
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
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