CATH Classification

Domain Context

CATH Clusters

Superfamily Cytochrome P450
Functional Family Cytochrome P450 2C9

Enzyme Information

1.14.14.52
(S)-limonene 7-monooxygenase.
based on mapping to UniProt P33261
(S)-limonene + [reduced NADPH--hemoprotein reductase] + O(2) = (-)- perillyl alcohol + [oxidized NADPH--hemoprotein reductase] + H(2)O.
-!- The enzyme, characterized from the plant Perilla frutescens, participates in the biosynthesis of perillyl aldehyde, the major constituent of the essential oil that accumulates in the glandular trichomes of this plant. -!- Some forms of the enzyme also catalyze the oxidation of (-)-perillyl alcohol to (-)-perillyl aldehyde. -!- Formerly EC 1.14.13.49.
1.14.14.51
(S)-limonene 6-monooxygenase.
based on mapping to UniProt P33261
(S)-limonene + [reduced NADPH--hemoprotein reductase] + O(2) = (-)-trans- carveol + [oxidized NADPH--hemoprotein reductase] + H(2)O.
-!- The enzyme participates in the biosynthesis of (-)-carvone, which is responsible for the aroma of spearmint. -!- Formerly EC 1.14.13.48.
1.14.14.-
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen.
based on mapping to UniProt P33261
1.14.14.75
Fenbendazole monooxygenase (4'-hydroxylating).
based on mapping to UniProt P33261
Fenbendazole + [reduced NADPH--hemoprotein reductase] + O(2) = 4'-hydroxyfenbendazole + [oxidized NADPH--hemoprotein reductase] + H(2)O.
-!- CYP2C19 is microsomal cytochrome P450 monooxygenase that catalyzes the hydroxylation of the benzene ring of fenbendazole, a broad- spectrum anthelmintic used against gastrointestinal nematodes and the larval stages of cestodes. -!- This activity is also carried out by CYP2J2. -!- Cf. EC 1.14.14.74. -!- CYP2C19 does not act on albendazole.
1.14.14.53
(R)-limonene 6-monooxygenase.
based on mapping to UniProt P33261
(+)-(R)-limonene + [reduced NADPH--hemoprotein reductase] + O(2) = (+)- trans-carveol + [oxidized NADPH--hemoprotein reductase] + H(2)O.
-!- The reaction is stereospecific with over 95% yield of (+)-trans- carveol from (R)-limonene. -!- (S)-Limonene, the substrate for EC 1.14.14.51 is not a substrate. -!- Forms part of the carvone biosynthesis pathway in Carum carvi (caraway) seeds. -!- Formerly EC 1.14.13.80.

UniProtKB Entries (1)

P33261
CP2CJ_HUMAN
Homo sapiens
Cytochrome P450 2C19

PDB Structure

PDB 4GQS
External Links
Method X-RAY DIFFRACTION
Organism
Primary Citation
Structural Characterization of Human Cytochrome P450 2C19: ACTIVE SITE DIFFERENCES BETWEEN P450s 2C8, 2C9, AND 2C19.
Reynald, R.L., Sansen, S., Stout, C.D., Johnson, E.F.
J.Biol.Chem.