KEGG ENZYME: 1.14.14.81

ENZYME: 1.14.14.81

Entry

EC 1.14.14.81               Enzyme

Name

flavanoid 3',5'-hydroxylase;
flavonoid 3',5'-hydroxylase

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

flavanone,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (3',5'-dihydroxylating)

Reaction(IUBMB)

a flavanone + 2 [reduced NADPH---hemoprotein reductase] + 2 O2 = a 3',5'-dihydroxyflavanone + 2 [oxidized NADPH---hemoprotein reductase] + 2 H2O (overall reaction) [RN:R10069];
(1a) a flavanone + [reduced NADPH---hemoprotein reductase] + O2 = a 3'-hydroxyflavanone + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R07369];
(1b) a 3'-hydroxyflavanone + [reduced NADPH---hemoprotein reductase] + O2 = a 3',5'-dihydroxyflavanone + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R07370]

Reaction(KEGG)

R10069 > R02443 R03125;
R07369 > R02442 R03124;
R07370 > R03639 R04902;
(other) R06537 R06538 R10258 R10260

Substrate

flavanone [CPD:C00766];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
3'-hydroxyflavanone [CPD:C15204]

Product

3',5'-dihydroxyflavanone [CPD:C15609];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
3'-hydroxyflavanone [CPD:C15204]

Comment

A cytochrome P-450 (heme-thiolate) protein found in plants. 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.

History

EC 1.14.14.81 created 2004 as EC 1.14.13.88, transferred 2018 to EC 1.14.14.81

Pathway

ec00941

Flavonoid biosynthesis

ec00944

Flavone and flavonol biosynthesis

ec01110

Biosynthesis of secondary metabolites

Orthology

K13083

flavonoid 3',5'-hydroxylase

Genes

CPAP:

110807940

CIT:

102627616

CIC:	CICLE_v10018289mg

PVY:	116110943 116110956 116126796 116126798 116126842

MINC:

123196758 123201698 123205864 123205865 123205875 123205879 123209637 123225242 123225291 123226250

TCC:

18589969

GRA:

105793944

GHI:	107953189 107954320

GAB:	108453491 108459521

HSYR:

120115295 120129866

DZI:	111285769 111302423 111304415

EGR:	104421458 104433881 104433882 104433887

GMX:	547705(W1)

GSJ:

114381448

PVU:	PHAVU_006G015400g PHAVU_006G018800g

VRA:	106774548 106775588

VAR:	108342643 108345990

VUN:	114186854 114187675

VUM:

124819993

CCAJ:

109788818 109816205

APRC:

113854599 113856260

MTR:	25490447 25490451

TPRA:

123918174 123919056 123923518

CAM:

101503703

PSAT:

127085179

VVO:	131656822 131656824 131656825

LJA:	Lj0g3v0262779.1(Lj0g3v0262779.1) Lj2g3v2084440.1(Lj2g3v2084440.1) Lj6g3v1008110.1(Lj6g3v1008110.1)

LANG:

109335187

PCIN:

129288592 129296073 129297798 129300366 129318750

QSA:	O6P43_014701 O6P43_014702

ZJU:	107403962 107410717

JCU:

105628967

HBR:

110653348

MESC:

110629198

POP:	7463882 7475030

PEU:	105114298 105125989

PALZ:

118027605 118055534

JRE:	109000585 118344424

CILL:

122292566

CAVE:

132164054

QSU:	111992819 112039568

QLO:

115981331

TWL:	119990945 119991612 119992132 120002289

VVI:	100232896(F3'5'H) 100242945 100243414 100246462 100247021 100248071 100251607 100256733 100261319(F3'5'H) 100266025 100267840 100852531 104877273 132253903 132253951 132253954

VRI:	117916337 117916343 117916516 117916517 117916518

SLY:	100736504(F3'5'H)

SPEN:

107005054

SOT:	102577676(P)

SSTN:

125845286

SDUL:

129904207

CANN:

107847144 107848667

LBB:

132600497

NTA:

107777127

NSY:

104236486

NTO:

104111783

NAU:

109209238

SSPL:

121772475

SMIL:

130992580

SHIS:

125214365

APAN:

127253534

CSIN:

114261298 114276755 114309335 114309343

RVL:	131312553 131312554 131319439 131323252 131324480

AEW:	130770099 130770165 130788865

MOF:

131167446

NNU:	104590491 104590495

MING:

122063430 122071590 122083715

TSS:	122642056 122669460

OSA:

4332919

DOSA:

Os03t0367101-00(Os03g0367101)

OBR:

102721818

OGL:

127768455

BDI:	100832240 100842616

ATS:	109731523 109740351 109774860 109782004 109785547

TDC:	119288140 119314882 119317373 119324785 119324825 119325713 119330628 119366002

TAES:

123047038 123054866 123088337 123098061 123129897 123131240 123133080 123133082 123139302 123139307 123140667 123145987 123151823 123168051 123170643

TUA:	125512869 125517266 125517282 125520472 125534255

LPER:

127332231

LRD:

124698409

SBI:	8080780 8082602

ZMA:	100278079 103639113

SITA:

101754995

SVS:

117838872

PVIR:

120652259 120688288

PHAI:

112877217

PDA:	103706219 103706786 103713287 103719265 120110262

EGU:	105032764 105036168 105045491 105045492 105045493 105053152 105053154

MUS:	103970890 103971552 103973791 103974749 103993499 103993746 103998211 104000770 108951142

ZOF:	121969329 121969330 121969331 121969332 121969333 121974447 121974448 121974449 121974450 121974453 121977250 121977320 121977321 121989454 121998399 122000196 122003778 122009883 122017925

DCT:

110103762

PEQ:

110026775

NCOL:

116260989 116264364 116264369

» show all

Reference

1 [PMID:12232356]

Authors

Menting J, Scopes RK, Stevenson TW.

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