Parent Class:

EC-Numbers → 1 -- Oxidoreductases → 1.14 -- Acting on paired donors, with incorporation or reduction of molecular oxygen → 1.14.18 -- With another compound as one donor, and incorporation of one atom of oxygen into the other donor

Synonyms: CMP-N-acetylneuraminic acid hydroxylase, CMP-Neu5Ac hydroxylase, cytidine monophosphoacetylneuraminate monooxygenase, N-acetylneuraminic monooxygenase, cytidine-5′-monophosphate-N-acetylneuraminic acid hydroxylase

Systematic Name: CMP-N-acetylneuraminate,ferrocytochrome-b₅:oxygen oxidoreductase (N-acetyl-hydroxylating)

Unification Links: BRENDA:1.14.18.2, ENZYME:1.14.18.2, IUBMB-ExplorEnz:1.14.18.2

Supersedes EC number: 1.14.13.45

Reaction:
CMP-N-acetyl-β-neuraminate + 2 ferrocytochrome b₅ + dioxygen + 2 H⁺ → CMP-N-glycoloyl-β-neuraminate + 2 ferricytochrome b₅ + H₂O

Enzymes and Genes:
cytidine monophosphate-N-acetylneuraminate hydroxylase system: Cyb5r3, Cmah ( Mus musculus )

Summary:
The ferricytochrome b5 produced is reduced by NADH and EC 1.6.2.2.

Citations: [Shaw88, Kozutsumi90, Schneckenburger94, Kawano95, Schlenzka96]

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References

Kawano95: Kawano T, Koyama S, Takematsu H, Kozutsumi Y, Kawasaki H, Kawashima S, Kawasaki T, Suzuki A (1995). "Molecular cloning of cytidine monophospho-N-acetylneuraminic acid hydroxylase. Regulation of species- and tissue-specific expression of N-glycolylneuraminic acid." J Biol Chem 270(27);16458-63. PMID: 7608218

Kozutsumi90: Kozutsumi Y, Kawano T, Yamakawa T, Suzuki A (1990). "Participation of cytochrome b5 in CMP-N-acetylneuraminic acid hydroxylation in mouse liver cytosol." J Biochem 108(5);704-6. PMID: 1964451

Schlenzka96: Schlenzka W, Shaw L, Kelm S, Schmidt CL, Bill E, Trautwein AX, Lottspeich F, Schauer R (1996). "CMP-N-acetylneuraminic acid hydroxylase: the first cytosolic Rieske iron-sulphur protein to be described in Eukarya." FEBS Lett 385(3);197-200. PMID: 8647250

Schneckenburger94: Schneckenburger P, Shaw L, Schauer R (1994). "Purification, characterization and reconstitution of CMP-N-acetylneuraminate hydroxylase from mouse liver." Glycoconj J 11(3);194-203. PMID: 7841794

Shaw88: Shaw L, Schauer R (1988). "The biosynthesis of N-glycoloylneuraminic acid occurs by hydroxylation of the CMP-glycoside of N-acetylneuraminic acid." Biol Chem Hoppe Seyler 369(6);477-86. PMID: 3202954

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 46(D1):D633-D639 2018
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