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Information on EC 1.14.14.165 - indole-3-carbonyl nitrile 4-hydroxylase and Organism(s) Arabidopsis thaliana and UniProt Accession O49394

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IUBMB Comments
A cytochrome P-450 (heme-thiolate) protein characterized from the plant Arabidopsis thaliana. Involved in biosynthesis of small cyanogenic compounds that take part in pathogen defense. The enzyme also catalyses the 5-hydroxylation of xanthotoxin .
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Arabidopsis thaliana
UNIPROT: O49394
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The taxonomic range for the selected organisms is: Arabidopsis thaliana
The expected taxonomic range for this enzyme is: Arabidopsis thaliana
Synonyms
cyp82c2, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
CYP82C2
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
indole-3-carbonyl nitrile,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (4-hydroxylating)
A cytochrome P-450 (heme-thiolate) protein characterized from the plant Arabidopsis thaliana. Involved in biosynthesis of small cyanogenic compounds that take part in pathogen defense. The enzyme also catalyses the 5-hydroxylation of xanthotoxin [1].
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
8-methoxypsoralen + [reduced NADPH-hemoprotein reductase] + O2
5-hydroxy-8-methoxypsoralen + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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?
indole-3-carbonyl nitrile + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxyindole-3-carbonyl nitrile + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
indole-3-carbonyl nitrile + [reduced NADPH-hemoprotein reductase] + O2
4-hydroxyindole-3-carbonyl nitrile + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
the enzyme is involved in biosynthesis of small cyanogenic compounds that take part in pathogen defense
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-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P-450
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
highest expression level of CYP82C2 is found in roots, followed by flowers, with relatively low expression in stems and leaves
Manually annotated by BRENDA team
highest expression level of CYP82C2 is found in roots, followed by flowers, with relatively low expression in stems and leaves
Manually annotated by BRENDA team
highest expression level of CYP82C2 is found in roots, followed by flowers, with relatively low expression in stems and leaves
Manually annotated by BRENDA team
highest expression level of CYP82C2 is found in roots, followed by flowers, with relatively low expression in stems and leaves
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
reduced resistance to the necrotrophic fungus Botrytis cinerea is caused by a mutation in the cytochrome P450 protein CYP82C2.Overexpression of CYP82C2 is sufficient to increase plant resistance to this pathogen
metabolism
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
C82C2_ARATH
523
1
59002
Swiss-Prot
Secretory Pathway (Reliability: 2)
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
highly expressed under a variety of pathogen treatment conditions. Expression is strongly upregulated 24 h after inoculation with the bacterial pathogen Pseudomonas syringae pv. tomato DC3000
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
synthesis
the therapeutic compound 8-methoxypsoralen is hydroxylated by plants overexpressing CYP82C2 or CYP82C4, forming 5-hydroxy-8-methoxypsoralen
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Liu, F.; Jiang, H.; Ye, S.; Chen, W.P.; Liang, W.; Xu, Y.; Sun, B.; Sun, J.; Wang, Q.; Cohen, J.D.; Li, C.
The Arabidopsis P450 protein CYP82C2 modulates jasmonate-induced root growth inhibition, defense gene expression and indole glucosinolate biosynthesis
Cell Res.
20
539-552
2010
Arabidopsis thaliana (O49394)
Manually annotated by BRENDA team
Kruse, T.; Ho, K.; Yoo, H.D.; Johnson, T.; Hippely, M.; Park, J.H.; Flavell, R.; Bobzin, S.
In planta biocatalysis screen of P450s identifies 8-methoxypsoralen as a substrate for the CYP82C subfamily, yielding original chemical structures
Chem. Biol.
15
149-156
2008
Arabidopsis thaliana (O49394)
Manually annotated by BRENDA team
Rajniak, J.; Barco, B.; Clay, N.K.; Sattely, E.S.
A new cyanogenic metabolite in Arabidopsis required for inducible pathogen defence
Nature
525
376-379
2015
Arabidopsis thaliana (O49394), Arabidopsis thaliana
Manually annotated by BRENDA team