Synonym: CMP-NAN, CMP-NANA, CMP-Neu5Ac, CMP-Sialic acid
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Substrate for sialyltransferases. Used for the enzymatic sialylation of glycans.
Enzymatically prepared by the method of Schauer, R., et al., Hoppe Seyler′s Z. Physiol. Chem., 353, 883 (1972).
CMP-NAN is very acid-labile.
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Identification and characterization of important residues in the catalytic mechanism of CMP-Neu5Ac synthetase from Neisseria meningitidis. Horsfall LE, Nelson A, Berry A. FEBS J. 277, 2779-2790, (2010)
Unique self-anhydride formation in the degradation of cytidine-5'-monophosphosialic acid (CMP-Neu5Ac) and cytidine-5'-diphosphosialic acid (CDP-Neu5Ac) and its application in CMP-sialic acid analogue synthesis. Kajihara Y, Nishigaki S, Hanzawa D, et al. Chemistry 17(27), 7645-55, (2011)
Identification of essential amino acid residues in the hydrophilic loop regions of the CMP-sialic acid transporter and UDP-galactose transporter. Chan KF, Zhang P, and Song Z Glycobiology 20(6), 689-701, (2010)
Targeting the expression of functional murine CMP-sialic acid transporter to the E. coli inner membrane. Maggioni A, von Itzstein M, Gerardy-Schahn R, et al. Biochem. Biophys. Res. Commun. 362(3), 779-84, (2007)
The rainbow trout CMP-sialic acid synthetase utilises a nuclear localization signal different from that identified in the mouse enzyme. Tiralongo J, Fujita A, Sato C, et al. Glycobiology 17(9), 945-54, (2007)
Crystal structure of alpha/beta-galactoside alpha2,3-sialyltransferase from a luminous marine bacterium, Photobacterium phosphoreum. Iwatani T, Okino N, Sakakura M, et al. FEBS Lett. 583(12), 2083-7, (2009)
Reversible sialylation: synthesis of cytidine 5'-monophospho-N-acetylneuraminic acid from cytidine 5'-monophosphate with alpha2,3-sialyl O-glycan-, glycolipid-, and macromolecule-based donors yields diverse sialylated products. Chandrasekaran EV, Xue J, Xia J, et al. Biochemistry 47(1), 320-30, (2008)
Synthesis of CMP-9''-modified-sialic acids as donor substrate analogues for mammalian and bacterial sialyltransferases. Kajihara Y, Kamitani T, Sato R, et al. Carbohydr. Res. 342(12-13), 1680-8, (2007)
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