KEGG   ENZYME: 1.14.13.139Help
Entry
EC 1.14.13.139              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 NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
3-hydroxyindolin-2-one,NAD(P)H:oxygen oxidoreductase (2-hydroxy-2H-1,4-benzoxazin-3(4H)-one-forming)
Reaction(IUBMB)
3-hydroxyindolin-2-one + NAD(P)H + H+ + O2 = 2-hydroxy-2H-1,4-benzoxazin-3(4H)-one + NAD(P)+ + H2O [RN:R07422]
Reaction(KEGG)
Substrate
3-hydroxyindolin-2-one [CPD:C11130];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
2-hydroxy-2H-1,4-benzoxazin-3(4H)-one;
NAD+ [CPD:C00003];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
The enzyme is involved in the biosynthesis of protective and allelophatic benzoxazinoids in some plants, most commonly from the family of Poaceae (grasses). It is a member of the cytochrome P-450 dependent monooxygenases.
History
EC 1.14.13.139 created 2012
Pathway
ec00402  Benzoxazinoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K13225  3-hydroxyindolin-2-one monooxygenase
Genes
ZMA: 100382554(CYP71C1)
Taxonomy
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: 1.14.13.139
IUBMB Enzyme Nomenclature: 1.14.13.139
ExPASy - ENZYME nomenclature database: 1.14.13.139
BRENDA, the Enzyme Database: 1.14.13.139

DBGET integrated database retrieval system