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MURAMIC ACID

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CAS:1114-41-6
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CAS:1114-41-6
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CAS:1114-41-6
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CAS:1114-41-6
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MURAMIC ACID manufacturers

  • Muramic acid
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  • 2025-08-08
  • CAS:1114-41-6
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  • Purity: 98%min
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  • Compound T38176(SC)
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  • 2025-07-28
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MURAMIC ACID Basic information
Product Name:MURAMIC ACID
Synonyms:2-AMINO-3-O-[1-CARBOXYETHYL]-2-DEOXY-D-GLUCOSE;(R)-2-AMINO-3-O-(1-CARBOXYETHYL)-2-DEOXY-D-GLUCOSE;(+)-MURAMIC ACID;MURAMIC ACID;MURAMIC ACID, (+)-;MURAMIC ACID HYDRATE 98%;MuramicAcid~99%;2-amino-3-o-(1-carboxyethyl)-2
CAS:1114-41-6
MF:C9H17NO7
MW:251.23
EINECS:214-214-9
Product Categories:13C & 2H Sugars;aldehydes;Carbohydrates & Derivatives;Labeling and Diagnostics Reagents
Mol File:1114-41-6.mol
MURAMIC ACID Structure
MURAMIC ACID Chemical Properties
Melting point 140-150 °C (dec.)
alpha D25 +103° (c = 0.26 in water) (Matsushima, Park); D22 +146° (6 minutes) +116° (31 hrs) (c = 0.57 in water) (Osawa, Jeanloz)
Boiling point 592.0±50.0 °C(Predicted)
density 1.448±0.06 g/cm3(Predicted)
Fp 14℃
storage temp. -20°C
solubility Methanol (Slightly), Water (Slightly)
form Solid
pka3.18±0.10(Predicted)
color White to Light Brown
Optical Rotation[α]25/D 95 to 120°, c =0.26% (w/v) in water
Water Solubility water: 20mg/mL, clear to very slightly hazy, colorless to faintly yellow
Merck 13,6328
BRN 1713780
Stability:Hygroscopic
CAS DataBase Reference1114-41-6(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 1
3-10
HS Code 2932990090
MSDS Information
ProviderLanguage
SigmaAldrich English
MURAMIC ACID Usage And Synthesis
Chemical PropertiesWhite Solid
UsesAmino sugar found (as the N-acetyl derivative) in peptidoglycan, the main skeletal component of the bacterial cell wall. The N-acetyl derivative of muramic acid is an amino sugar that constitutes the peptidoglycan bacterial cell wall of Gram negative and Gram positive bacteria. Muramic acid is used as a chemical marker for the detection of bacterial contamination.
General DescriptionMuramic acid is a marker for Gram-positive bacteria.
Purification MethodsMuramic acid crystallises from H2O or aqueous EtOH as the monohydrate which loses H2O at 80o in vacuo over P2O5. It sometimes contains some NaCl. It has been purified by dissolving 3.2g in MeOH (75mL), filtering from some insoluble material, concentrating to ~10mL and refrigerating. The colourless crystals are washed with absolute MeOH. This process does not remove NaCl; to do so, the product is recrystallised from an equal weight of H2O to give a low recovery yield of very pure acid (0.12g). On paper chromatography 0.26_g give one ninhydrin positive spot after development with 75% phenol (RF 0.51) or with sec-BuOH/HCO2H/H2O (7:1:2) (RF 0.30). [Matsushima & Park Biochemical Preparations 10 109 1963, J Org Chem 27 3581 1962.] The acid has also been purified by dissolving 990mg in 50% aqueous EtOH (2mL), cooling, collecting the colourless needles on a sintered glass funnel and drying over P2O5 at 80o/0.1mm to give the anhydrous acid. [Lambert & Zilliken Chem Ber 93 2915 1960.] Alternatively the acid is dissolved in a small volume of H2O, neutralised to pH 7 with ion-exchange resin beads (IR4B in OH-form), filtered, evaporated and dried. The residue is recrystallised from 90% EtOH (v/v) and dried as above for 24hours. [Strange & Kent Biochem J 71 333 1959.] The N-acetyl derivative (NAMA, R-2-(acetylamino)-3-O -(1-carboxyethyl)-2-deoxy-D-glucose, R -2(2 -acetylamino-2-deoxy -D-glucose -3-yloxy)-propionic acid) [10597-89-4], M 292.3, has m ~125o (dec) and [] 20D +41.2o after 24hours (c 1.5, H2O), pKEst ~ 3.6. [Watanabe & Saito J Bacteriol 144 428 1980, Beilstein 4 IV 2029.]
MURAMIC ACID Preparation Products And Raw materials
Tag:MURAMIC ACID(1114-41-6) Related Product Information
AC-MURAMIC ACID BENZYL N-ACETYL-4,6-O-BENZYLIDENEMURAMIC ACID MURAMIC ACID AC-ALPHA-BENZYL-4,6-O-BENZYLIDENE-MURAMIC ACID BENZYL N-ACETYL-4,6-O-BENZYLIDENE-A-D-MURAMIC ACID, METHYL ESTER,BENZYL N-ACETYL-4,6-O-BENZYLIDENE-ALPHA-D-MURAMIC ACID, METHYL ESTER N-ACETYL ALPHA-MURAMIC ACID 2-[[7-(ACETYLAMINO)-6-(BENZYLOXY)-2-PHENYLPERHYDROPYRANO[3,2-D][1,3]DIOXIN-8-YL]OXY]PROPANOIC ACID 2-Acetamido-3-O-(D-1-carboxyethyl)-2-deoxy-2-D-glucose Methyl Ester 2-ACETAMIDO-4-O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSL)-1,6-DI-O-N-ACETYL-ALPHA-D-MURAMIC ACID Benzyl N-Acetyl-6-O-benzyl-α-D-muramic Acid, Methyl Ester ALPHA-BENZYL-4,6-O-BENZYLIDENE-MURAMIC ACID BENZYL N-ACETYL-6-O-BENZYL-ALPHA-D-MURAMIC ACID, METHYL ESTER,BENZYL N-ACETYL-6-O-BENZYL-A-D-MURAMIC ACID, METHYL ESTER 2-Acetamido-4-O-(2-acetamido-2-deoxy--D-glucopyranosl)-1,6-di-O-N-acetyl-a-D-muramic Acid Benzyl N-Acetyl-4,6-O-benzylidene-α-D-muramic Acid, Methyl Ester N-Acetyl-4-O-[2-(acetylamino)-2-deoxy-b-D-glucopyranosyl]-muramic Acid,N-Acetyl-4-O-[2-(acetylamino)-2-deoxy--D-glucopyranosyl]-muramic Acid MURAMIC ACID, (+)-(P) BENZYL N-ACETYL-6-O-BENZYL-A-D-MURAMIC ACID, METH Benzyl 4-O-(2-Acetamido-2-deoxy-3,4,6-Tri-O-acetyl--D-glucopyranosl)-N-acetyl-a-D-muramic Acid, Methyl Ester

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