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MilliporeSigma

A3007

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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10 MG

$58.20

50 MG

$125.00

100 MG

$204.00

500 MG

$691.00

$58.20


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About This Item

Empirical Formula (Hill Notation):
C11H19NO8
CAS Number:
Molecular Weight:
293.27
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1994245

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Product Name

N-Acetylmuramic acid, ≥98% (TLC)

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

SMILES string

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

InChI key

SOARVSUSWULNDI-TVVSKHENSA-N

biological source

synthetic

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

Quality Level

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1 of 4

This Item
G0259A779160714
technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

biological source

synthetic

biological source

-

biological source

-

biological source

-

assay

≥98% (TLC)

assay

≥98% (TLC)

assay

≥98% (TLC)

assay

≥99.0% (TLC)

solubility

water: 50 mg/mL, clear, colorless

solubility

0.5 M HCl: 50 mg/mL, clear, colorless to faintly yellow

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

solubility

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

form

powder

form

powder

form

powder

form

powder

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).

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

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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Certificates of Analysis (COA)

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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
Tingjun Liu et al.
Frontiers in cellular and infection microbiology, 10, 344-344 (2020-08-01)
Streptococcus mutans is an oral species closely associated with dental caries. As an early oral colonizer, S. mutans utilizes interspecies coaggregation to promote the colonization of subsequent species and affect polymicrobial pathogenesis. Previous studies have confirmed several adhering partner species
Emma Hernandez-Sanabria et al.
Frontiers in cellular and infection microbiology, 7, 235-235 (2017-06-24)
Understanding the driving forces behind the shifts in the ecological balance of the oral microbiota will become essential for the future management and treatment of periodontitis. As the use of competitive approaches for modulating bacterial outgrowth is unexplored in the
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

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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