KEGG   ORTHOLOGY: K13224
Entry
K13224                      KO                                     
Symbol
BX3, CYP71C2, CYP71C7
Name
indolin-2-one monooxygenase [EC:1.14.14.157]
Pathway
map00402  Benzoxazinoid biosynthesis
map00999  Biosynthesis of various plant secondary metabolites
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00952  Benzoxazinoid biosynthesis, indoleglycerol phosphate => DIMBOA-glucoside
Reaction
R07421  indolin-2-one,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (3-hydroxylating)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00402 Benzoxazinoid biosynthesis
    K13224  BX3, CYP71C2, CYP71C7; indolin-2-one monooxygenase
   00999 Biosynthesis of various plant secondary metabolites
    K13224  BX3, CYP71C2, CYP71C7; indolin-2-one monooxygenase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K13224  BX3, CYP71C2, CYP71C7; indolin-2-one monooxygenase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.157  indolin-2-one monooxygenase
     K13224  BX3, CYP71C2, CYP71C7; indolin-2-one monooxygenase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP71 family
   K13224  BX3, CYP71C2, CYP71C7; indolin-2-one monooxygenase
Other DBs
GO: 0036191
Genes
ATS: 109753201
TAES: 123054595 123101970 123110087 123119086 123191890
TUA: 125506870 125539751
LPER: 127336134
LRD: 124674585 124677106
ZMA: 103652724
AG: BAB87818(CYP71C7v2) CAA72208(BX3)
Reference
PMID:9235894 (CYP71C2)
  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
PMID:7823905
  Authors
Frey M, Kliem R, Saedler H, Gierl A
  Title
Expression of a cytochrome P450 gene family in maize.
  Journal
Mol Gen Genet 246:100-9 (1995)
DOI:10.1007/BF00290138
Reference
  Authors
Nomura T, Ishihara A, Yanagita RC, Endo TR, Iwamura H.
  Title
Three genomes differentially contribute to the biosynthesis of benzoxazinones in hexaploid wheat.
  Journal
Proc Natl Acad Sci U S A 102:16490-5 (2005)
DOI:10.1073/pnas.0505156102
Reference
PMID:11976964 (CYP71C7)
  Authors
Nomura T, Ishihara A, Imaishi H, Endo TR, Ohkawa H, Iwamura H
  Title
Molecular characterization and chromosomal localization of cytochrome P450 genes involved in the biosynthesis of cyclic hydroxamic acids in hexaploid wheat.
  Journal
Mol Genet Genomics 267:210-7 (2002)
DOI:10.1007/s00438-002-0653-x
  Sequence
LinkDB

KEGG   ENZYME: 1.14.14.157
Entry
EC 1.14.14.157              Enzyme                                 
Name
indolin-2-one monooxygenase;
BX3 (gene name);
CYP71C2 (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
indolin-2-one,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (3-hydroxylating)
Reaction(IUBMB)
indolin-2-one + [reduced NADPH---hemoprotein reductase] + O2 = 3-hydroxyindolin-2-one + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R07421]
Reaction(KEGG)
R07421
Substrate
indolin-2-one [CPD:C12312];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
3-hydroxyindolin-2-one [CPD:C11130];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
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 1.14.14.157 created 2012 as EC 1.14.13.138, transferred 2018 to EC 1.14.14.157
Pathway
ec00402  Benzoxazinoid biosynthesis
ec00999  Biosynthesis of various plant secondary metabolites
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K13224  indolin-2-one monooxygenase
Genes
ATS109753201
TAES123054595 123101970 123110087 123119086 123191890
TUA125506870 125539751
LPER127336134
LRD124674585 124677106
ZMA103652724
Reference
1  [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
2  [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
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.157
IUBMB Enzyme Nomenclature: 1.14.14.157
ExPASy - ENZYME nomenclature database: 1.14.14.157
BRENDA, the Enzyme Database: 1.14.14.157
LinkDB

KEGG   REACTION: R07421
Entry
R07421                      Reaction                               
Name
indolin-2-one,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (3-hydroxylating)
Definition
Indolin-2-one + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 3-Hydroxyindolin-2-one + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
Comment
Cytochrome P450 monooxygenase (CYP71C2), bx3
Reaction class
RC02043  C11130_C12312
Enzyme
Pathway
rn00402  Benzoxazinoid biosynthesis
rn00999  Biosynthesis of various plant secondary metabolites
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00952  Benzoxazinoid biosynthesis, indoleglycerol phosphate => DIMBOA-glucoside
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.157
     R07421  Indolin-2-one + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 3-Hydroxyindolin-2-one + [Oxidized NADPH---hemoprotein reductase] + H2O
Orthology
K13224  indolin-2-one monooxygenase [EC:1.14.14.157]
Other DBs
RHEA: 31922
LinkDB

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