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Information on EC 1.14.14.164 - fraxetin 5-hydroxylase for references in articles please use BRENDA:EC1.14.14.164
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1.14.14.164
hydrogenases
desulfovibrio
nickel
viologen
nifes
rhizobium
japonicum
ferredoxins
gigas
alcaligenes
iron-sulfur
monoxide
nitrogenase
azotobacter
ni
eutrophus
roseopersicina
pasteurianum
thiocapsa
bradyrhizobium
hupsl
fefe-hydrogenase
h-cluster
nickel-containing
electrocatalytic
chromatium
hildenborough
vinelandii
diiron
leguminosarum
desulfuricans
miyazaki
vinosum
photocatalytic
sulfate-reducing
hydrogen-oxidizing
iron-only
methylviologene
hype
h2-dependent
overpotential
niiii
biohydrogen
hydrogenlyase
h2-oxidizing
chroococcum
synthesis
The expected taxonomic range for this enzyme is: Arabidopsis thaliana
Reaction Schemes
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+
=
sideretin (reduced form)
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+
Synonyms
At4g31940, CYP82C4, fraxetin 5-monooxygenase,
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fraxetin 5-monooxygenase
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CYP82C4
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gene name
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fraxetin + [reduced NADPH-hemoprotein reductase] + O2 = sideretin (reduced form) + [oxidized NADPH-hemoprotein reductase] + H2O
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fraxetin,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (5-hydroxylating)
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8-methoxypsoralen + [reduced NADPH-hemoprotein reductase] + O2
5-hydroxy-8-methoxypsoralen + [oxidized NADPH-hemoprotein reductase] + H2O
fraxetin + [reduced NADPH-hemoprotein reductase] + O2
sideretin (reduced form) + [oxidized NADPH-hemoprotein reductase] + H2O
8-methoxypsoralen + [reduced NADPH-hemoprotein reductase] + O2
5-hydroxy-8-methoxypsoralen + [oxidized NADPH-hemoprotein reductase] + H2O
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8-methoxypsoralen + [reduced NADPH-hemoprotein reductase] + O2
5-hydroxy-8-methoxypsoralen + [oxidized NADPH-hemoprotein reductase] + H2O
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fraxetin + [reduced NADPH-hemoprotein reductase] + O2
sideretin (reduced form) + [oxidized NADPH-hemoprotein reductase] + H2O
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fraxetin + [reduced NADPH-hemoprotein reductase] + O2
sideretin (reduced form) + [oxidized NADPH-hemoprotein reductase] + H2O
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the enzyme is involved in biosynthesis of iron(III)-chelating coumarins in higher plants
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fraxetin + [reduced NADPH-hemoprotein reductase] + O2
sideretin (reduced form) + [oxidized NADPH-hemoprotein reductase] + H2O
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the enzyme is involved in biosynthesis of iron(III)-chelating coumarins in higher plants
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cytochrome P-450
a cytochrome P-450 (heme thiolate) enzyme
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SwissProt
brenda
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brenda
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brenda
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expressed most strongly in the root epidermal layer under iron-deficient conditions
brenda
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metabolism
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the enzymse is involved in the early Fe deficiency response, possibly through an IDE1-like mediated pathway
metabolism
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the enzyme is involved in biosynthesis of iron(III)-chelating coumarins in higher plants. Under iron-deficiency conditions, a branch of the phenylpropanoid pathway consisting of feruloyl-CoA 6'-hydroxylase 1, scopoletin 8-hydroxylase, and CYP82C4 is strongly induced, thus leading to the synthesis of scopoletin and its conversion into redox-active fraxetin and sideretin. In the rhizosphere, the redox-active coumarins act in concert with other components of the strategy I iron acquisition machinery by solubilizing and reducing iron from sparingly available sources
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C82C4_ARATH
524
2
58919
Swiss-Prot
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heterologous-pathway reconstitution in Nicotiana benthamiana
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expression is upregulated by iron deficiency. The iron-deficiency-dependent upregulation is mainly confined to roots
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up-regulated under Fe deficiency through a (transcription factor) FIT-dependent pathway. CYP82C4 strongly correlates with genes involved in metal uptake/transport. The CYP82C4 promoter contains several IDE1-like sequences (iron deficiency-responsive element) as well as an RY element. The CYP82C4 transcript accumulates in Fe-deficient Arabidopsis seedlings, with circadian fluctuations (being lowest at central daytimes) in a light-dependent way. Such accumulation is suppressed under Fe excess
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synthesis
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the therapeutic compound 8-methoxypsoralen is hydroxylated by plants overexpressing CYP82C2 or CYP82C4, forming 5-hydroxy-8-methoxypsoralen
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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 (Q9SZ46)
brenda
Murgia, I.; Tarantino, D.; Soave, C.; Morandini, P.
Arabidopsis CYP82C4 expression is dependent on Fe availability and circadian rhythm, and correlates with genes involved in the early Fe deficiency response
J. Plant Physiol.
168
894-902
2011
Arabidopsis thaliana, Arabidopsis thaliana (Q9SZ46)
brenda
Rajniak, J.; Giehl, R.; Chang, E.; Murgia, I.; Von Wiren, N.; Sattely, E.
Biosynthesis of redox-active metabolites in response to iron deficiency in plants
Nat. Chem. Biol.
14
442-450
2018
Arabidopsis thaliana (Q9SZ46)
brenda
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1.14.14.164 fraxetin 5-hydroxylase
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