1114-41-6 Usage
Description
Muramic acid is an amino sugar that is found as the N-acetyl derivative in peptidoglycan, which is the main skeletal component of the bacterial cell wall. It is a white solid and serves as a marker for both Gram-negative and Gram-positive bacteria.
Uses
Used in Bacterial Detection:
Muramic acid is used as a chemical marker for the detection of bacterial contamination. Its presence in the peptidoglycan bacterial cell wall of both Gram-negative and Gram-positive bacteria makes it a valuable tool for identifying and distinguishing between different types of bacterial species.
Used in Pharmaceutical Research:
Muramic acid has potential applications in the development of new antibiotics and antimicrobial agents, as it is a key component of bacterial cell walls. Researchers can use this information to design drugs that target the unique features of Muramic acid, potentially leading to more effective treatments for bacterial infections.
Used in Microbiology and Biotechnology:
Muramic acid can be utilized in various microbiological and biotechnological applications, such as the study of bacterial cell wall structure, the development of new methods for bacterial identification, and the creation of novel biomaterials based on the properties of peptidoglycan.
Purification Methods
Muramic 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.]
Check Digit Verification of cas no
The CAS Registry Mumber 1114-41-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,1 and 4 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1114-41:
(6*1)+(5*1)+(4*1)+(3*4)+(2*4)+(1*1)=36
36 % 10 = 6
So 1114-41-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H17NO7/c1-3(8(13)14)16-7-5(10)9(15)17-4(2-11)6(7)12/h3-7,9,11-12,15H,2,10H2,1H3,(H,13,14)/t3-,4-,5-,6-,7-,9-/m1/s1
