N-Acetyl-D-mannosamine

• CAT Number: R004638
• CAS Number: 3615-17-6
• Molecular Formula: C₈H₁₅NO₆
• Molecular Weight: 221.21
• Purity: ≥95%
• Storage: -20°C
• InChI: InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6-,7-,8-/m1/s1
• InChIKey: MBLBDJOUHNCFQT-WCTZXXKLSA-N
• SMILES: O=C[C@@H](NC(C)=O)[C@H]([C@@H]([C@@H](CO)O)O)O

N-Acetylmannosamine, also known as ManNAc, DEX M-74, N-acetyl-D-mannosamine, is a drug potentially for the treatment of hereditary inclusion body myopathy

Reference

1:Chronic administration of N-acetyl-D-mannosamine improves age-associated impairment of long-term potentiation in the senescence-accelerated mouse. Taniguchi S, Kuwahara M, Ito K.Neurosci Lett. 2015 Jun 26;598:41-6. doi: 10.1016/j.neulet.2015.05.011. Epub 2015 May 8. PMID: 25962821 2:Crystal structure of product-bound complex of UDP-N-acetyl-d-mannosamine dehydrogenase from Pyrococcus horikoshii OT3. Pampa KJ, Lokanath NK, Girish TU, Kunishima N, Rai VR.Biochem Biophys Res Commun. 2014 Oct 24;453(3):662-7. doi: 10.1016/j.bbrc.2014.10.010. Epub 2014 Oct 8. PMID: 25305481 3:Crystal structures and functional studies clarify substrate selectivity and catalytic residues for the unique orphan enzyme N-acetyl-D-mannosamine dehydrogenase. Sola-Carvajal A, Gil-Ortiz F, García-Carmona F, Rubio V, Sánchez-Ferrer Á.Biochem J. 2014 Sep 15;462(3):499-511. doi: 10.1042/BJ20140266. PMID: 24969681 4:N-acetyl-D-mannosamine treatment alleviates age-related decline in place-learning ability in dogs. Nagasawa M, Shimozawa A, Mogi K, Kikusui T.J Vet Med Sci. 2014 May;76(5):757-61. Epub 2014 Jan 16. PMID: 24430654 Free PMC Article5:Purification, crystallization and preliminary X-ray diffraction studies of a putative UDP-N-acetyl-D-mannosamine dehydrogenase from Pyrococcus horikoshii OT3. Lokanath NK, Pampa KJ, Kamiya T, Kunishima N.Acta Crystallogr Sect F Struct Biol Cryst Commun. 2007 May 1;63(Pt 5):412-4. Epub 2007 Apr 14. PMID: 17565184 Free PMC Article6:Transport of N-acetyl-D-mannosamine and N-acetyl-D-glucosamine in Escherichia coli K1: effect on capsular polysialic acid production. Revilla-Nuin B, Reglero A, Martínez-Blanco H, Bravo IG, Ferrero MA, Rodríguez-Aparicio LB.FEBS Lett. 2002 Jan 30;511(1-3):97-101. PMID: 11821056 Free Article7:Uptake of N-acetyl-D-mannosamine: an essential intermediate in polysialic acid biosynthesis by Escherichia coli K92. Revilla-Nuin B, Reglero A, Ferrero MA, Rodríguez-Aparicio LB.FEBS Lett. 1999 Apr 23;449(2-3):183-6. Erratum in: FEBS Lett 1999 Aug 13;456(3):417. PMID: 10338128 Free Article8:Regulation of capsular polysialic acid biosynthesis by N-acetyl-D-mannosamine, an intermediate of sialic acid metabolism. Revilla-Nuin B, Rodriguez-Aparicio LB, Ferrero MA, Reglero A.FEBS Lett. 1998 Apr 17;426(2):191-5. PMID: 9599006 Free Article9:Characterization of the gene cassette required for biosynthesis of the (alpha1–>6)-linked N-acetyl-D-mannosamine-1-phosphate capsule of serogroup A Neisseria meningitidis. Swartley JS, Liu LJ, Miller YK, Martin LE, Edupuganti S, Stephens DS.J Bacteriol. 1998 Mar;180(6):1533-9. PMID: 9515923 Free PMC Article10:N-acetyl-D-neuraminic acid synthesis in Escherichia coli K1 occurs through condensation of N-acetyl-D-mannosamine and pyruvate. Rodríguez-Aparicio LB, Ferrero MA, Reglero A.Biochem J. 1995 Jun 1;308 ( Pt 2):501-5. PMID: 7772033 Free PMC Article