Muramic acid, CAS:1114-41-6

Muramic acid hydrateMuramic acid hydrate is a methylated, fluorinated glycosidic compound. It is a complex carbohydrate that is structurally related to the monosaccharide D-glucuronic acid. Muramic acid hydrate has been modified by the addition of an oligosaccharide and polysaccharide chain at its termini. The modification increases its stability in water, making it suitable for use as a sugar substitute. This product has been synthesized from D-glucose by an enzymatic process with high purity and high quality.
Amino sugar found (as the N-acetyl derivative) in peptidoglycan, the main skeletal component of the bacterial cell wall of Gram negative and Gram positive bacteria. Used as a chemical marker for the detection of bacterial contamination.Muramic acid is a marker for Gram-positive bacteria.Muramic acid, also known as muramate or murexide, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. Muramic acid exists as a solid, soluble (in water), and a weakly acidic compound (based on its pKa). Muramic acid has been found in human spleen tissue. Within the cell, muramic acid is primarily located in the cytoplasm.Title:?Muramic AcidCAS Registry Number:?1114-41-6Additional Names:?(R)-2-Amino-3-O-(1-carboxyethyl)-2-deoxy-D-glucose; 3-O-a-carboxyethyl-D-glucosamineMolecular Formula:?C9H17NO7Molecular Weight:?251.23Percent Composition:?C 43.03%, H 6.82%, N 5.58%, O 44.58%Literature References:?Amino sugar found (as the?N-acetyl derivative) in?peptidoglycan, the main skeletal component of the bacterial cell wall. Discovery: J. T. Park,?J. Biol. Chem.?194,?885 (1952). Isoln from spores of?Bacillus megatherium: R. E. Strange, F. A. Dark,?Nature?177,?186 (1956). Identification and synthesis: R. E. Strange, L. H. Kent,?Biochem. J.?71,?333 (1959). Stereospecific synthesis: Y. Matsushima, J. T. Park,?J. Org. Chem.?27,?3581 (1962);?eidem,?Biochem. Prep.?10,?109 (1963); T. Osawa, R. W. Jeanloz,?J. Org. Chem.?30,?448 (1965). Review of peptidoglycan structure: H. J. Rogers,?Ann. N.Y. Acad. Sci.?235,?29-51 (1974). Use to determine bacterial levels in mammalian tissues: J. Gilbart?et al.,?J. Microbiol. Methods?5,?271 (1986); in airborne dust: A. Fox?et al.,?Appl. Environ. Microbiol.?59,?4354 (1993).Properties:?Crystals from water, mp 152-154? (dec); [a]D25?+103? (c = 0.26 in water) (Matsushima, Park). Also reported as crystals from 90% ethanol, mp 160-162? (dec); [a]D22?+146? (6 minutes)???+116? (31 hrs) (c = 0.57 in water) (Osawa, Jeanloz).Melting point:?mp 152-154? (dec); mp 160-162? (dec)Optical Rotation:?[a]D25?+103? (c = 0.26 in water) (Matsushima, Park); [a]D22?+146? (6 minutes)???+116? (31 hrs) (c = 0.57 in water) (Osawa, Jeanloz)?Derivative Type:?N-Acetylmuramic acidCAS Registry Number:?10597-89-4CAS Name:?(R)-2-(Acetylamino)-3-O-(1-carboxyethyl)-2-deoxy-D-glucoseMolecular Formula:?C11H19NO8Molecular Weight:?293.27Percent Composition:?C 45.05%, H 6.53%, N 4.78%, O 43.64%Properties:?Crystals from ethyl acetate + methanol, mp 119-121?. [a]D20?+56? (10 minutes)???+40? (24 hrs) (c = 0.68 in water).Melting point:?mp 119-121?Optical Rotation:?[a]D20?+56? (10 minutes)???+40? (24 hrs) (c = 0.68 in water)?Use:?As chemical marker for the detection of bacterial contamination.CAS Number1114-41-6Product Name(2R)-2-{[(2R,3R,4S,5S,6R)-3-amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanoic acidIUPAC Name2-[(2S,3R,4R,5S,6R)-3-amino-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxypropanoic acidMolecular FormulaC?H??NO?Molecular Weight251.23 g/molInChIInChI=1S/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/s1InChI KeyMSFSPUZXLOGKHJ-KDBDHQKJSA-NSMILESCC(C(=O)O)OC1C(C(OC(C1O)CO)O)NSynonymsAcid, Muramic, Acids, Muramic, Muramic Acid, Muramic AcidsCanonical SMILESCC(C(=O)O)OC1C(C(OC(C1O)CO)O)NIsomeric SMILESC[C@H](C(=O)O)O[C@H]1[C@H]([C@@H](O[C@@H]([C@H]1O)CO)O)NCAS No: 1114-41-6 Product Code: MM01899 MDL No: MFCD00213429 Chemical Formula: C9H17NO7 Molecular Weight: 251.23COA:
Product name: Muramic acid?2-Amino-3-O-(1-carboxyethyl)-2-deoxy-D-glucoseCAS: 1114-41-6? ? ? ? ? ?M.F.: C9H17NO7? ? ? ? ? ? ? ? ??M.W.: 251.23ItemsStandardsResultsAppearanceWhite to off-white solidCompliesSolubilityEasily soluble in water.Clear and colorless solutionCompliesMS and NMRShould complyComplyWaterMax. 15%4.51%Solvent Content (by GC)Max. 5%0.01%Specific optical rotation[?]D22?(C=1.86g/100ml in H2O)95? – 117?+110.97PurityMin. 95%96.9%