3-hydroxyindolin-2-one monooxygenase

3-hydroxyindolin-2-one monooxygenase
Identifiers
EC no.1.14.14.109
Databases
BRENDAenzyme data
ExPASyNiceZyme view
KEGGenzyme entry
MetaCycmetabolic pathway
Rheareactions
PDB structuresRCSB PDB PDBe PDBsum
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NCBIproteins

3-hydroxyindolin-2-one monooxygenase (EC 1.14.14.109, BX4 (gene), CYP71C1 (gene)) is an enzyme with systematic name 3-hydroxyindolin-2-one,NAD(P)H:oxygen oxidoreductase (2-hydroxy-2H-1,4-benzoxazin-3(4H)-one-forming).[1][2] This enzyme catalyses the following chemical reaction

2D representation of the chemical structure of Q27103761.
3-hydroxyindolin-2-one
 
O2
H2O
Rightward reaction arrow with minor substrate(s) from top left and minor product(s) to top right
 
 
 
2D representation of the chemical structure of Q27132690.
HBOA
DIMBOA

The enzyme is a cytochrome P450 protein containing heme, isolated from maize and other grasses. It requires a partner cytochrome P450 reductase for functional expression. This uses nicotinamide adenine dinucleotide phosphate.[3] It is involved in the biosynthesis of protective and allelopathic compounds such as DIMBOA in some plants.[4]

References

  1. ↑ Glawischnig E, Grün S, Frey M, Gierl A (March 1999). "Cytochrome P450 monooxygenases of DIBOA biosynthesis: specificity and conservation among grasses". Phytochemistry. 50 (6): 925–30. Bibcode:1999PChem..50..925G. doi:10.1016/s0031-9422(98)00318-5. PMID 10385992.
  2. ↑ Spiteller P, Glawischnig E, Gierl A, Steglich W (June 2001). "Studies on the biosynthesis of 2-hydroxy-1,4-benzoxazin-3-one (HBOA) from 3-hydroxyindolin-2-one in Zea mays". Phytochemistry. 57 (3): 373–6. Bibcode:2001PChem..57..373S. doi:10.1016/s0031-9422(01)00037-1. PMID 11393516.
  3. ↑ Enzyme 1.14.14.109 at KEGG Pathway Database.
  4. ↑ Frey M, Chomet P, Glawischnig E, Stettner C, Grün S, Winklmair A, Eisenreich W, Bacher A, Meeley RB, Briggs SP, Simcox K, Gierl A (August 1997). "Analysis of a chemical plant defense mechanism in grasses". Science. 277 (5326): 696–9. doi:10.1126/science.277.5326.696. PMID 9235894.