N-Acetyl-D-mannosamine, 2-Acetamido-2-deoxy-D-mannose, CAS:7772-94-3

N-Acetyl-D-mannosamine
N-Acetyl D-mannosamine (ManNAc) is an aldohexose (2-acetamido-2-deoxymannose) in which the axial hydroxyl group at position 2 is replaced by a N-acetyl group (Collins, 2006). It has been reported that N-acetyl D-mannosamine supplementation, may provide novel means to break the link between obesity and hypertension (Peng, 2019). N-Acetyl-D-mannosamine and N-acetyl-D-glucosamine are the essential precursors of sialic acid, the specific monomer of polysialic acid, a bacterial pathogenic determinant, for example, Escherichia coli K1 uses both amino sugars as carbon sources. It has been reported that ManNAc can be used as a treatment for hereditary inclusion body myopathy, an adult-onset, progressive neuromuscular disorder and also for renal disorders involving proteinuria and hematuria due to podocytopathy and/or segmental splitting of the glomerular basement membrane (Galeano, 2007).
CAS Number7772-94-3Product NameN-acetylmannosamineIUPAC NameN-[(2R,3S,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamideMolecular FormulaC8H15NO6Molecular Weight221.21 g/molInChIInChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5+,6-,7-,8-/m1/s1InChI KeyOVRNDRQMDRJTHS-OZRXBMAMSA-NSMILESCC(=O)NC1C(C(C(OC1O)CO)O)OSynonyms2-acetamido-2-deoxy-D-mannose, D-mannose, 2-(acetylamino)-2-deoxy-, N-acetyl-D-mannosamine, N-acetylmannosamine, N-acetylmannosamine, (D)-isomer, N-acetylmannosamine, (L)-isomerCanonical SMILESCC(=O)NC1C(C(C(OC1O)CO)O)OIsomeric SMILESCC(=O)N[C@H]1[C@H]([C@@H]([C@H](O[C@H]1O)CO)O)OCAS No: 7772-94-3,3615-17-6,4773-29-9 Synonyms: 2-Acetamido-2-deoxy-D-mannose monohydrate2-Acetamido-2-deoxy-D-mannopyranose MDL No: MFCD00149493 Chemical Formula: C8H15NO6 Molecular Weight: 221.21References: 1. Hotta K, Kurokawa M, Isaka S, Seikagaku 1973, 45, p9112. Blayer S, Woodley JM, Dawson MJ, et al., Biotechnol. Bioeng. 1999, 66, p131