Entry |
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Name |
zealexin A1 synthase;
CYP71Z18 (gene name)
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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
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Sysname |
(S)-beta-macrocarpene,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (zealexin A1-forming)
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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]
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Reaction(KEGG) |
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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]
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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]
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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.
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History |
EC 1.14.14.160 created 2018
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Orthology |
K23134 | dolabradiene monooxygenase / zealexin A1 synthase |
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Genes |
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Reference |
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Authors |
Mao H, Liu J, Ren F, Peters RJ, Wang Q |
Title |
Characterization of CYP71Z18 indicates a role in maize zealexin biosynthesis. |
Journal |
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Sequence |
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Other DBs |
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