KEGG   ENZYME: 1.14.14.160
Entry
EC 1.14.14.160              Enzyme                                 
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
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)
R12226 R12227 R12228 R12229
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
ZMA: 100273457 103628119
Reference
1  [PMID:26471326]
  Authors
Mao H, Liu J, Ren F, Peters RJ, Wang Q
  Title
Characterization of CYP71Z18 indicates a role in maize zealexin biosynthesis.
  Journal
Phytochemistry 121:4-10 (2016)
DOI:10.1016/j.phytochem.2015.10.003
  Sequence
[zma:100273457]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.160
IUBMB Enzyme Nomenclature: 1.14.14.160
ExPASy - ENZYME nomenclature database: 1.14.14.160
BRENDA, the Enzyme Database: 1.14.14.160

  All links  
Chemical substance (8)   
   KEGG COMPOUND (8)   
Chemical reaction (8)   
   KEGG REACTION (4)   
   KEGG RCLASS (4)   
Gene (3)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (2)   
Protein sequence (3)   
   UniProt (1)   
   SWISS-PROT (1)   
   RefSeq(pep) (1)   
DNA sequence (1)   
   RefSeq(nuc) (1)   
Protein domain (4)   
   InterPro (4)   
All databases (27)   

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