KEGG   ENZYME: 1.14.14.109
Entry
EC 1.14.14.109              Enzyme                                 

Name
3-hydroxyindolin-2-one monooxygenase;
BX4 (gene name);
CYP71C1 (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
3-hydroxyindolin-2-one,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (2-hydroxy-2H-1,4-benzoxazin-3(4H)-one-forming)
Reaction(IUBMB)
3-hydroxyindolin-2-one + [reduced NADPH---hemoprotein reductase] + O2 = 2-hydroxy-2H-1,4-benzoxazin-3(4H)-one [oxidized NADPH---hemoprotein reductase] + H2O [RN:R07422]
Reaction(KEGG)
R07422
Substrate
3-hydroxyindolin-2-one [CPD:C11130];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
2-hydroxy-2H-1,4-benzoxazin-3(4H)-one [oxidized NADPH---hemoprotein reductase];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme-thiolate) protein. The enzyme is involved in the biosynthesis of protective and allelophatic benzoxazinoids in some plants, most commonly from the family of Poaceae (grasses).
History
EC 1.14.14.109 created 2012 as EC 1.14.13.139, transferred 2018 to EC 1.14.14.109
Pathway
ec00402  Benzoxazinoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K13225  3-hydroxyindolin-2-one monooxygenase
Genes
ATS: 109753191
ZMA: 100382554(CYP71C1)
Reference
1  [PMID:10385992]
  Authors
Glawischnig E, Grun S, Frey M, Gierl A
  Title
Cytochrome P450 monooxygenases of DIBOA biosynthesis: specificity and conservation among grasses.
  Journal
Phytochemistry 50:925-30 (1999)
DOI:10.1016/S0031-9422(98)00318-5
Reference
2  [PMID:9235894]
  Authors
Frey M, Chomet P, Glawischnig E, Stettner C, Grun S, Winklmair A, Eisenreich W, Bacher A, Meeley RB, Briggs SP, Simcox K, Gierl A.
  Title
Analysis of a chemical plant defense mechanism in grasses.
  Journal
Science 277:696-9 (1997)
DOI:10.1126/science.277.5326.696
  Sequence
Reference
3  [PMID:11393516]
  Authors
Spiteller P, Glawischnig E, Gierl A, Steglich W
  Title
Studies on the biosynthesis of 2-hydroxy-1,4-benzoxazin-3-one (HBOA) from 3-hydroxyindolin-2-one in Zea mays.
  Journal
Phytochemistry 57:373-6 (2001)
DOI:10.1016/S0031-9422(01)00037-1
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.109
IUBMB Enzyme Nomenclature: 1.14.14.109
ExPASy - ENZYME nomenclature database: 1.14.14.109
BRENDA, the Enzyme Database: 1.14.14.109

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