| Entry |
|
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| Name |
flavonoid 3',5'-hydroxylase |
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| Class |
Oxidoreductases;
Acting on paired donors, with O2 as oxidant and incorporation or
reduction of oxygen. The oxygen incorporated need not be derived
from O2;
With NADH or NADPH as one donor, and incorporation of one atom of
oxygen into the other donor
 |
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| Sysname |
flavanone,NADPH:oxygen oxidoreductase |
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| Reaction(IUBMB) |
(1) (1a) a flavanone + NADPH + H+ + O2 = a 3'-hydroxyflavanone +
NADP+ + H2O [RN:R07369];
(2) (1b) a 3'-hydroxyflavanone + NADPH + H+ + O2 = a
3',5'-dihydroxyflavanone + NADP+ + H2O [RN:R07370] |
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| Reaction(KEGG) |
R07369 > R02442 R03124;
R07370 > R03639 R04902;
(other) R02443 R03125 R06557 R06559
 |
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| Substrate |
flavanone [CPD:C00766];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007];
3'-hydroxyflavanone [CPD:C15204] |
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| Product |
3'-hydroxyflavanone [CPD:C15204];
NADP+ [CPD:C00006];
H2O [CPD:C00001];
3',5'-dihydroxyflavanone [CPD:C15609] |
|---|
| Comment |
A heme-thiolate protein (P-450). The 3',5'-dihydroxyflavanone is
formed via the 3'-hydroxyflavanone. In Petunia hybrida the enzyme
acts on naringenin, eriodictyol, dihydroquercetin (taxifolin) and
dihydrokaempferol (aromadendrin). The enzyme catalyses the
hydroxylation of 5,7,4'-trihydroxyflavanone (naringenin) at either
the 3' position to form eriodictyol or at both the 3' and 5'
positions to form 5,7,3',4',5'-pentahydroxyflavanone
(dihydrotricetin). The enzyme also catalyses the hydroxylation of
3,5,7,3',4'-pentahydroxyflavanone (taxifolin) at the 5' position,
forming ampelopsin. NADH is not a good substitute for NADPH. |
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| Pathway |
PATH: ec00941 Flavonoid biosynthesis
PATH: ec00944 Flavone and flavonol biosynthesis |
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| Orthology |
KO: K13083 cytochrome P450, family 75, subfamily A (flavonoid
3',5'-hydroxylase) |
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| Genes |
POP: POPTR_54623(CYP75A12|F3'5'H1) POPTR_64620(CYP75A13)
VVI: 100261319(GSVIVT00007868001)
SBI: SORBI_01g034470(SORBIDRAFT_01g034470)
 |
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Reference
Authors
Title
Journal
Organism
|
1 [PMID:12232356]
Menting J, Scopes RK, Stevenson TW.
Characterization of Flavonoid 3[prime],5[prime]-Hydroxylase in
Microsomal Membrane Fraction of Petunia hybrida Flowers.
Plant. Physiol. 106 (1994) 633-642.
Petunia hybrida |
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Reference
Authors
Title
Journal
Organism
|
2 [PMID:10567704]
Shimada Y, Nakano-Shimada R, Ohbayashi M, Okinaka Y, Kiyokawa S,
Kikuchi Y.
Expression of chimeric P450 genes encoding flavonoid-3',
5'-hydroxylase in transgenic tobacco and petunia plants(1).
FEBS. Lett. 461 (1999) 241-5.
Nicotiana tabacum, Petunia hybrida |
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Reference
Authors
Title
Journal
Organism
|
3 [PMID:9892710]
de Vetten N, ter Horst J, van Schaik HP, de Boer A, Mol J, Koes R.
A cytochrome b5 is required for full activity of flavonoid 3',
5'-hydroxylase, a cytochrome P450 involved in the formation of blue
flower colors.
Proc. Natl. Acad. Sci. U. S. A. 96 (1999) 778-83.
Petunia hybrida |
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| Other DBs |
ExplorEnz - The Enzyme Database: 1.14.13.88
IUBMB Enzyme Nomenclature: 1.14.13.88
ExPASy - ENZYME nomenclature database: 1.14.13.88
BRENDA, the Enzyme Database: 1.14.13.88
CAS: 94047-23-1 |
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