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Information on EC 1.14.14.1 - unspecific monooxygenase and Organism(s) Papilio polyxenes and UniProt Accession Q04552

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IUBMB Comments
A group of P-450 heme-thiolate proteins, acting on a wide range of substrates including many xenobiotics, steroids, fatty acids, vitamins and prostaglandins; reactions catalysed include hydroxylation, epoxidation, N-oxidation, sulfooxidation, N-, S- and O-dealkylations, desulfation, deamination, and reduction of azo, nitro and N-oxide groups. Together with EC 1.6.2.4, NADPH---hemoprotein reductase, it forms a system in which two reducing equivalents are supplied by NADPH. Some of the reactions attributed to EC 1.14.15.3, alkane 1-monooxygenase, belong here.
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Select one or more organisms in this record: ?
This record set is specific for:
Papilio polyxenes
UNIPROT: Q04552
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The taxonomic range for the selected organisms is: Papilio polyxenes
The enzyme appears in selected viruses and cellular organisms
Synonyms
p450, cyp2d6, cyp1a1, cyp2e1, cyp1a2, cyp2c9, cyp1b1, cyp3a5, cyp2b6, cyp1a, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
3AH15
-
-
-
-
6 beta-hydroxylase
-
-
-
-
6-beta-testosterone hydroxylase
-
-
-
-
Aldehyde oxygenase
-
-
-
-
Arachidonic acid epoxygenase
-
-
-
-
aromatase
-
-
-
-
aryl hydrocarbon hydroxylase
-
-
-
-
aryl-4-monooxygenase
-
-
-
-
Brain aromatase
-
-
-
-
Clone PF26
-
-
-
-
Clone PF3/46
-
-
-
-
Coumarin 7-hydroxylase
-
-
-
-
CYP1A1
-
-
-
-
CYP1A2
-
-
-
-
CYP1A3
-
-
-
-
CYP2A3
-
-
-
-
CYP4502F4
-
-
-
-
CYP6B1V1/CYP6B1V2/ CYP6B1V3
-
-
-
-
CYP6B3V1/CYP6B3V2
-
-
-
-
CYP6B4V1/CYP6B4V2
-
-
-
-
CYP6B5V1
-
-
-
-
CYPIA1
-
-
-
-
CYPIA2
-
-
-
-
CYPIA4
-
-
-
-
CYPIA5
-
-
-
-
CYPIB1
-
-
-
-
CYPIIA1
-
-
-
-
CYPIIA10
-
-
-
-
CYPIIA11
-
-
-
-
CYPIIA12
-
-
-
-
CYPIIA13
-
-
-
-
CYPIIA2
-
-
-
-
CYPIIA3
-
-
-
-
CYPIIA4
-
-
-
-
CYPIIA5
-
-
-
-
CYPIIA6
-
-
-
-
CYPIIA7
-
-
-
-
CYPIIA8
-
-
-
-
CYPIIA9
-
-
-
-
CYPIIB1
-
-
-
-
CYPIIB10
-
-
-
-
CYPIIB11
-
-
-
-
CYPIIB12
-
-
-
-
CYPIIB19
-
-
-
-
CYPIIB2
-
-
-
-
CYPIIB20
-
-
-
-
CYPIIB3
-
-
-
-
CYPIIB4
-
-
-
-
CYPIIB5
-
-
-
-
CYPIIB6
-
-
-
-
CYPIIB9
-
-
-
-
CYPIIC1
-
-
-
-
CYPIIC10
-
-
-
-
CYPIIC11
-
-
-
-
CYPIIC12
-
-
-
-
CYPIIC13
-
-
-
-
CYPIIC14
-
-
-
-
CYPIIC15
-
-
-
-
CYPIIC16
-
-
-
-
CYPIIC17
-
-
-
-
CYPIIC18
-
-
-
-
CYPIIC19
-
-
-
-
CYPIIC2
-
-
-
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CYPIIC20
-
-
-
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CYPIIC21
-
-
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CYPIIC22
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-
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CYPIIC23
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-
-
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CYPIIC24
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-
-
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CYPIIC25
-
-
-
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CYPIIC26
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-
-
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CYPIIC27
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-
-
-
CYPIIC28
-
-
-
-
CYPIIC29
-
-
-
-
CYPIIC3
-
-
-
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CYPIIC30
-
-
-
-
CYPIIC31
-
-
-
-
CYPIIC37
-
-
-
-
CYPIIC38
-
-
-
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CYPIIC39
-
-
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CYPIIC4
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CYPIIC40
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CYPIIC41
-
-
-
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CYPIIC42
-
-
-
-
CYPIIC5
-
-
-
-
CYPIIC6
-
-
-
-
CYPIIC7
-
-
-
-
CYPIIC8
-
-
-
-
CYPIIC9
-
-
-
-
CYPIID1
-
-
-
-
CYPIID10
-
-
-
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CYPIID11
-
-
-
-
CYPIID14
-
-
-
-
CYPIID15
-
-
-
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CYPIID16
-
-
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CYPIID17
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CYPIID18
-
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-
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CYPIID19
-
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-
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CYPIID2
-
-
-
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CYPIID3
-
-
-
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CYPIID4
-
-
-
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CYPIID5
-
-
-
-
CYPIID6
-
-
-
-
CYPIID9
-
-
-
-
CYPIIE1
-
-
-
-
CYPIIF1
-
-
-
-
CYPIIF3
-
-
-
-
CYPIIF4
-
-
-
-
CYPIIG1
-
-
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CYPIIH1
-
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CYPIIH2
-
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CYPIIIA1
-
-
-
-
CYPIIIA10
-
-
-
-
CYPIIIA11
-
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CYPIIIA12
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CYPIIIA13
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-
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CYPIIIA14
-
-
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CYPIIIA15
-
-
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CYPIIIA16
-
-
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CYPIIIA17
-
-
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CYPIIIA18
-
-
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CYPIIIA19
-
-
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CYPIIIA2
-
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CYPIIIA21
-
-
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CYPIIIA24
-
-
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CYPIIIA25
-
-
-
-
CYPIIIA27
-
-
-
-
CYPIIIA28
-
-
-
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CYPIIIA29
-
-
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CYPIIIA3
-
-
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CYPIIIA30
-
-
-
-
CYPIIIA31
-
-
-
-
CYPIIIA5
-
-
-
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CYPIIIA6
-
-
-
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CYPIIIA7
-
-
-
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CYPIIIA8
-
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CYPIIIA9
-
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CYPIIJ1
-
-
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CYPIIJ2
-
-
-
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CYPIIJ3
-
-
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CYPIIJ5
-
-
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CYPIIJ6
-
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CYPIIK1
-
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CYPIIK3
-
-
-
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CYPIIK4
-
-
-
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CYPIIL1
-
-
-
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CYPIIM1
-
-
-
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CYPIVA4
-
-
-
-
CYPIVA8
-
-
-
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CYPIVB1
-
-
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CYPIVC1
-
-
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CYPIVF1
-
-
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CYPIVF11
-
-
-
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CYPIVF12
-
-
-
-
CYPIVF4
-
-
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CYPIVF5
-
-
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CYPIVF6
-
-
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CYPIVF8
-
-
-
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CYPVIA1
-
-
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CYPVIB1
-
-
-
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CYPVIB2
-
-
-
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CYPVIB4
-
-
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CYPVIB5
-
-
-
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CYPVIB6
-
-
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CYPVIB7
-
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CYPXIX
-
-
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CYPXIXA1
-
-
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CYPXIXA2
-
-
-
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CYPXIXA3
-
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-
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Cytochrome P450-D2
-
-
-
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DAH1
-
-
-
-
DAH2
-
-
-
-
Debrisoquine 4-hydroxylase
-
-
-
-
Estrogen synthetase
-
-
-
-
flavoprotein monooxygenase
-
-
-
-
flavoprotein-linked monooxygenase
-
-
-
-
Hepatic cytochrome P-450MC1
-
-
-
-
HLp
-
-
-
-
IIA3
-
-
-
-
Isozyme 3A
-
-
-
-
Laurate omega-1 hydroxylase
-
-
-
-
Lauric acid omega-6-hydroxylase
-
-
-
-
LMC1
-
-
-
-
Mephenytoin 4-hydroxylase
-
-
-
-
microsomal monooxygenase
-
-
-
-
microsomal P-450
-
-
-
-
OLF2
-
-
-
-
Olfactive
-
-
-
-
Ovarian aromatase
-
-
-
-
oxygenase, flavoprotein-linked mono-
-
-
-
-
P(3)450
-
-
-
-
P-448
-
-
-
-
P-450 PHPAH1
-
-
-
-
P-450(M-1)
-
-
-
-
P-450-MK2
-
-
-
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P-450AROM
-
-
-
-
P-450IB
-
-
-
-
P-450IIIAM1
-
-
-
-
P-450MC
-
-
-
-
P-450MP
-
-
-
-
P-450UT
-
-
-
-
P1-88
-
-
-
-
P24
-
-
-
-
P450 17-alpha
-
-
-
-
P450 2D-29/2D-35
-
-
-
-
P450 CM3A-10
-
-
-
-
P450 DUT2
-
-
-
-
P450 FA
-
-
-
-
P450 FI
-
-
-
-
P450 form 3B
-
-
-
-
P450 form HP1
-
-
-
-
P450 HSM1
-
-
-
-
P450 HSM2
-
-
-
-
P450 HSM3
-
-
-
-
P450 HSM4
-
-
-
-
P450 IIB1
-
-
-
-
P450 IIC2
-
-
-
-
P450 LM4
-
-
-
-
P450 LM6
-
-
-
-
P450 LMC2
-
-
-
-
P450 MD
-
-
-
-
P450 MP-12/MP-20
-
-
-
-
P450 P49
-
-
-
-
P450 PB1
-
-
-
-
P450 PB4
-
-
-
-
P450 PBC1
-
-
-
-
P450 PBC2
-
-
-
-
P450 PBC3
-
-
-
-
P450 PBC4
-
-
-
-
P450 PCHP3
-
-
-
-
P450 PCHP7
-
-
-
-
P450 TCDDAA
-
-
-
-
P450 TCDDAHH
-
-
-
-
P450 type B2
-
-
-
-
P450 types B0 and B1
-
-
-
-
P450(I)
-
-
-
-
P450-11A
-
-
-
-
P450-15-alpha
-
-
-
-
P450-15-COH
-
-
-
-
P450-16-alpha
-
-
-
-
P450-254C
-
-
-
-
P450-3C
-
-
-
-
P450-6B/29C
-
-
-
-
P450-A3
-
-
-
-
P450-AFB
-
-
-
-
P450-ALC
-
-
-
-
P450-CMF1A
-
-
-
-
P450-CMF1B
-
-
-
-
P450-CMF2
-
-
-
-
P450-CMF3
-
-
-
-
P450-DB1
-
-
-
-
P450-DB2
-
-
-
-
P450-DB3
-
-
-
-
P450-DB4
-
-
-
-
P450-DB5
-
-
-
-
P450-HFLA
-
-
-
-
P450-HP
-
-
-
-
P450-IIA10
-
-
-
-
P450-IIA11
-
-
-
-
P450-IIA3.1
-
-
-
-
P450-IIA3.2
-
-
-
-
P450-IIA4
-
-
-
-
P450-KP1
-
-
-
-
P450-LM2
-
-
-
-
P450-MC1
-
-
-
-
P450-MC4
-
-
-
-
P450-MK1
-
-
-
-
P450-MKJ1
-
-
-
-
P450-MKMP13
-
-
-
-
P450-MKNF2
-
-
-
-
P450-NMB
-
-
-
-
P450-OLF1
-
-
-
-
P450-OLF3
-
-
-
-
P450-P1
-
-
-
-
P450-P2/P450-P3
-
-
-
-
P450-P3
-
-
-
-
P450-PB1 and P450-PB2
-
-
-
-
P450-PCN1
-
-
-
-
P450-PCN2
-
-
-
-
P450-PCN3
-
-
-
-
P450-PM4
-
-
-
-
P450-PP1
-
-
-
-
P450-PROS2
-
-
-
-
P4501A1
-
-
-
-
P450CB
-
-
-
-
P450CMEF
-
-
-
-
P450E
-
-
-
-
P450EF
-
-
-
-
P450F
-
-
-
-
P450H
-
-
-
-
P450I
-
-
-
-
P450IIC5
-
-
-
-
P450MT2
-
-
-
-
P450RAP
-
-
-
-
P450RLM6
-
-
-
-
P52
-
-
-
-
PB15
-
-
-
-
PHP2
-
-
-
-
PHP3
-
-
-
-
Progesterone 21-hydroxylase
-
-
-
-
Prostaglandin omega-hydroxylase
-
-
-
-
PTF1
-
-
-
-
PTF2
-
-
-
-
S-mephenytoin 4-hydroxylase
-
-
-
-
Steroid hormones 7-alpha-hydroxylase
-
-
-
-
Testosterone 15-alpha-hydroxylase
-
-
-
-
Testosterone 16-alpha hydroxylase
-
-
-
-
Testosterone 6-beta-hydroxylase
-
-
-
-
Testosterone 7-alpha-hydroxylase
-
-
-
-
xenobiotic monooxygenase
-
-
-
-
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
RH + [reduced NADPH-hemoprotein reductase] + O2 = ROH + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
formation of a resonant network stabilizing the P450’s catalytic site and allowing for interaction with substrates
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Deamination
-
-
-
-
redox reaction
-
-
-
-
oxidation
-
-
-
-
reduction
-
-
-
-
sulfoxidation
-
-
-
-
hydroxylation
-
-
-
-
epoxidation
-
-
-
-
N-oxidation
-
-
-
-
O-dealkylation
-
-
-
-
desulfation
-
-
-
-
reduction of azo, nitro, N-oxide groups
-
-
-
-
N-dealkylation
-
-
-
-
S-dealkylation
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
substrate,NADPH-hemoprotein reductase:oxygen oxidoreductase (RH-hydroxylating or -epoxidizing)
A group of P-450 heme-thiolate proteins, acting on a wide range of substrates including many xenobiotics, steroids, fatty acids, vitamins and prostaglandins; reactions catalysed include hydroxylation, epoxidation, N-oxidation, sulfooxidation, N-, S- and O-dealkylations, desulfation, deamination, and reduction of azo, nitro and N-oxide groups. Together with EC 1.6.2.4, NADPH---hemoprotein reductase, it forms a system in which two reducing equivalents are supplied by NADPH. Some of the reactions attributed to EC 1.14.15.3, alkane 1-monooxygenase, belong here.
CAS REGISTRY NUMBER
COMMENTARY hide
62213-32-5
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2-hydroxy-1-(4-hydroxyphenyl)guanidine + [reduced NADPH-hemoprotein reductase] + O2
?
show the reaction diagram
-
-
-
?
bergapten + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
?
isopimpinellin + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
?
psoralen + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
?
xanthotoxin + reduced flavoprotein + O2
? + oxidized flavoprotein + H2O
show the reaction diagram
-
-
-
?
bergapten + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
-
?
coumarin + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
-
?
pilocarpine + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
-
?
xanthotoxin + reduced flavoprotein + O2
? + oxidized flavoprotein + H2O
show the reaction diagram
-
-
-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P450
-
-
cytochrome P450
-
-
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
black swallowtail caterpillar
UniProt
Manually annotated by BRENDA team
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
CP6B1_PAPPO
498
1
57484
Swiss-Prot
Secretory Pathway (Reliability: 2)
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
homology model based on bacterial CYP102 and insect CYP6B4
-
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
F116A
no enzymatic activity
F116C
no enzymatic activity
F116H
no enzymatic activity
F116I
no enzymatic activity
F116L
no enzymatic activity
F116L/F484L
no enzymatic activity
F116L/F484Y
no enzymatic activity
F116S
no enzymatic activity
F116V
no enzymatic activity
F116W
some enzymatic activity against bergapten, xanthotoxin
F116Y
reduced enzymatic activity
F116Y/F484H
no enzymatic activity
F116Y/F484Y
no enzymatic activity
F206L
no enzymatic activity
F484C
no enzymatic activity
F484D
no enzymatic activity
F484H
no enzymatic activity
F484L
no enzymatic activity
F484S
no enzymatic activity
F484V
no enzymatic activity
F484W
no enzymatic activity
F484Y
no enzymatic activity
H117A
no enzymatic activity
H117F
no enzymatic activity
H117L/F484Y
no enzymatic activity
H117V
no enzymatic activity
H117Y
no enzymatic activity
H204L
activity similar to wild-type
V368A
V368F
no enzymatic activity
V368L
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Chen, J.S.; Berenbaum, M.R.; Schuler, M.A.
Amino acids in SRS1 and SRS6 are critical for furanocoumarin metabolism by CYP6B1v1, a cytochrome P450 monooxygenase
Insect Mol. Biol.
11
175-186
2002
Papilio polyxenes (Q04552), Papilio polyxenes
Manually annotated by BRENDA team
Baudry, J.; Li, W.; Pan, L.; Berenbaum, M.R.; Schuler, M.A.
Molecular docking of substrates and inhibitors in the catalytic site of CYP6B1, an insect cytochrome P450 monooxygenase
Protein Eng.
16
577-587
2003
Papilio polyxenes
Manually annotated by BRENDA team