Entry
Name
zealexin A1 synthase;
CYP71Z18 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
(S)-beta-macrocarpene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (zealexin A1-forming)
Reaction(IUBMB)
(S)-beta-macrocarpene + 3 O2 + 3 [reduced NADPH---hemoprotein reductase] = zealexin A1 + 4 H2O + 3 [oxidized NADPH---hemoprotein reductase] (overall reaction) [RN:
R12226 ];
(1a) (S)-beta-macrocarpene + O2 + [reduced NADPH---hemoprotein reductase] = [(4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)-cyclohex-1-en-1-yl]methanol + H2O + [oxidized NADPH---hemoprotein reductase] [RN:
R12227 ];
(1b) [(4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)-cyclohex-1-en-1-yl] methanol + O2 + [reduced NADPH---hemoprotein reductase] = (4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + 2 H2O + [oxidized NADPH---hemoprotein reductase] [RN:
R12228 ];
(1c) (4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde + O2 + [reduced NADPH---hemoprotein reductase] = zealexin A1 + H2O + [oxidized NADPH---hemoprotein reductase] [RN:
R12229 ]
Reaction(KEGG)
Substrate
(S)-beta-macrocarpene [CPD:
C19752 ];
O2 [CPD:
C00007 ];
[reduced NADPH---hemoprotein reductase] [CPD:
C03024 ];
[(4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)-cyclohex-1-en-1-yl] methanol;
(4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde [CPD:
C22013 ]
Product
zealexin A1 [CPD:
C22011 ];
H2O [CPD:
C00001 ];
[oxidized NADPH---hemoprotein reductase] [CPD:
C03161 ];
[(4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)-cyclohex-1-en-1-yl]methanol [CPD:
C22012 ];
(4S)-4-(5,5-dimethylcyclohex-1-en-1-yl)cyclohex-1-ene-1-carbaldehyde [CPD:
C22013 ]
Comment
A cytochrome P-450 (heme thiolate) enzyme characterized from maize. The enzyme sequentially oxidizes(S)-beta-macrocarpene via alcohol and aldehyde intermediates to form zealexin A1, a maize phytoalexin that provides biochemical protection against fungal infection.
History
EC 1.14.14.160 created 2018
Orthology
K23134 dolabradiene monooxygenase / zealexin A1 synthase
Genes
MFLO : 136485613 136485894 136488263 136539027 136539028
Taxonomy
Reference
Authors
Mao H, Liu J, Ren F, Peters RJ, Wang Q
Title
Characterization of CYP71Z18 indicates a role in maize zealexin biosynthesis.
Journal
Sequence
Other DBs