Quinine 3-monooxygenase
In enzymology, a quinine 3-monooxygenase (EC 1.14.13.67) is an enzyme that catalyzes the chemical reaction
- quinine + NADPH + H+ + O2 3-hydroxyquinine + NADP+ + H2O
| quinine 3-monooxygenase | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Identifiers | |||||||||
| EC number | 1.14.13.67 | ||||||||
| Databases | |||||||||
| IntEnz | IntEnz view | ||||||||
| BRENDA | BRENDA entry | ||||||||
| ExPASy | NiceZyme view | ||||||||
| KEGG | KEGG entry | ||||||||
| MetaCyc | metabolic pathway | ||||||||
| PRIAM | profile | ||||||||
| PDB structures | RCSB PDB PDBe PDBsum | ||||||||
| Gene Ontology | AmiGO / QuickGO | ||||||||
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The 4 substrates of this enzyme are quinine, NADPH, H+, and O2, whereas its 3 products are 3-hydroxyquinine, NADP+, and H2O.
This enzyme belongs to the family of oxidoreductases, specifically those acting on paired donors, with O2 as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2 with NADH or NADPH as one donor, and incorporation of one atom o oxygen into the other donor. The systematic name of this enzyme class is quinine,NADPH:oxygen oxidoreductase. This enzyme is also called quinine 3-hydroxylase.
Structural studies
As of late 2007, 5 structures have been solved for this class of enzymes, with PDB accession codes 1W0E, 1W0F, 1W0G, 2J0D, and 2V0M.
References
- Relling MV, Evans R, Dass C, Desiderio DM, Nemec J (1992). "Human cytochrome P450 metabolism of teniposide and etoposide". J. Pharmacol. Exp. Ther. 261 (2): 491–6. PMID 1578365.
- S; Coville, PF; Walker, RJ; Miners, JO; Birkett, DJ; Wanwimolruk, S (1997). "Evidence for involvement of human CYP3A in the 3-hydroxylation of quinine". Br. J. Clin. Pharmacol. 43 (3): 245–52. doi:10.1046/j.1365-2125.1997.00556.x. PMC 2042745. PMID 9088578.
- Zhao XJ, Kawashiro T, Ishizaki T (1998). "Mutual inhibition between quinine and etoposide by human liver microsomes. Evidence for cytochrome P4503A4 involvement in their major metabolic pathways". Drug Metab. Dispos. 26 (2): 188–91. PMID 9456308.
- Zhao XJ, Yokoyama H, Chiba K, Wanwimolruk S, Ishizaki T (1996). "Identification of human cytochrome P450 isoforms involved in the 3-hydroxylation of quinine by human live microsomes and nine recombinant human cytochromes P450". J. Pharmacol. Exp. Ther. 279 (3): 1327–34. PMID 8968357.