1.14.14.94: leukotriene-B4 20-monooxygenase

This is an abbreviated version!
For detailed information about leukotriene-B4 20-monooxygenase, go to the full flat file.

Reaction

Synonyms

CYP4 omega-hydroxylase, CYP4A11, CYP4F11, CYP4F12, CYP4F13, CYP4F14, CYP4F15, CYP4F16, CYP4F17, CYP4F18, CYP4F2, CYP4F3, CYP4F37, CYP4F39, CYP4F3A, CYP4F3B, CYP4F4, CYP4F40, CYP4F8, CYPIVF2, CYPIVF3, cytochrome CYP4F3A, cytochrome P-450 4F18, cytochrome P450 4F2, cytochrome P450 4F3, Cytochrome P450-LTB-omega, EC 1.14.13.30, leukotriene B4 20-hydroxylase, leukotriene B4 omega-1/omega-2 hydroxylase, leukotriene B4 omega-hydroxylase, Leukotriene-B4 20-monooxygenase, leukotriene-B4 omega-hydroxylase, LTB4 20-hydroxylase, LTB4 hydroxylase, LTB4 omega hydroxylase, LTB4 omega-hydroxylase, LTB4OH, More, oxygenase, leukotriene B4 20-mono-, TOH-omega-hydroxylase, vitamin E-omega-hydroxylase

ECTree

     1 Oxidoreductases

         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen

             1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor

                1.14.14.94 leukotriene-B4 20-monooxygenase

Advanced search results

Do not include text mining results

Include results (more...)

Include results (more...)

Results	in table
7	Activating Compound
25	AA Sequence
1	Application
1	CAS Registry Number
18	Cloned(Commentary)
7	Cofactor
446	Disease/ Diagnostics
4	Expression
4	General Information
16	Inhibitors
3	Ki Value [mM]
41	KM Value [mM]
16	Localization
2	Metals/Ions
6	Molecular Weight [Da]
27	Natural Substrates/ Products (Substrates)
36	Organism
3	Pathway
7	pH Optimum
1	pH Range
5	Protein Variants
5	Purification (Commentary)
2	Reaction
3	Reaction Type
32	Reference
65	Source Tissue
2	Specific Activity [micromol/min/mg]
5	Storage Stability
99	Substrates and Products (Substrate)
1	Subunits
75	Synonyms
1	Systematic Name
5	Temperature Optimum [°C]
1	Temperature Stability [°C]

Substrates Products

print visible entries

print all entries

Substrates Products on EC 1.14.14.94 - leukotriene-B4 20-monooxygenase

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

top print hide show all columns Go to Substrate/Product Search

Please wait a moment until the data is sorted. This message will disappear when the data is sorted.

SUBSTRATE

PRODUCT                       

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

Reversibility
r=reversible
ir=irreversible
?=not specified

(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate + [reduced NADPH-hemoprotein reductase] + O2

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O

6 entries

(E,Z,Z,Z)-8-hydroxy-5,9,11,14-eicosatetraenoic acid + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F2

660409

-

-

?

(Z12(13))-epoxyoctadec-(Z9)-enoic acid + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

659668

-

-

?

(Z12(13))-epoxyoctadec-Z9-enoic acid + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

659668

-

-

?

(Z9(10))-epoxyoctadec-(Z12)-enoic acid + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

659668

-

-

?

(Z9(10))-epoxyoctadec-Z12-enoic acid + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

659668

-

-

?

(Z9(10))-epoxyoctadecanoic acid + NADPH + O2

?

Homo sapiens

-

omega-hydroxylation activity and weak (omega-1)-hydroxylation activity

659668

-

-

?

12-hydroxy-5,8,10,14-eicosatetraenoic acid + [reduced NADPH-hemoprotein reductase] + O2

?

2 entries

12-hydroxyeicosatetraenoic acid + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F3A

685340

-

-

?

12-hydroxystearate + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

658922

-

-

?

20-hydroxy-leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F3

660409

-

-

?

20-hydroxy-leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

? + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

-

658922

-

-

?

5-deoxy-leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

5-deoxy-20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

-

390067

-

-

?

5-epi-leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

5-epi-20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

-

390067

-

-

?

5-hydroxy-6,8,11,14-eicosatetraenoic acid + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F3

660409

-

-

?

6-trans-12-epi-leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

6-trans-12-epi-20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

-

390067

-

-

?

6-trans-leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

?

4 entries

9,11-diazo-15-deoxy-prostaglandin H2 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F8

660409

-

-

?

9,11-epoxymethano-prostaglandin H2 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F8

660409

-

-

?

alpha-tocopherol + [reduced NADPH-hemoprotein reductase] + O2

alpha-13'-hydroxy-tocopherol + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

-

712833

-

-

?

alpha-tocotrienol + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

712833

-

-

?

arachidonate + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-5,8,11,14-eicosatetraenoic acid + [oxidized NADPH-hemoprotein reductase] + H2O

3 entries

arachidonic acid + [reduced NADPH-hemoprotein reductase] + O2

18(R)-hydroxyarachidonate + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

-

660409

-

-

?

arachidonic acid + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

P78329

-

689399

-

-

?

delta-tocopherol + [reduced NADPH-hemoprotein reductase] + O2

delta-13'-hydroxy-tocopherol + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

-

712833

-

-

?

delta-tocotrienol + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

712833

-

-

?

gamma-tocopherol + [reduced NADPH-hemoprotein reductase] + O2

13'-hydroxy-gamma-tocopherol + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

-

712833

-

-

?

gamma-tocotrienol + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

712833

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O

3 entries

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

8 entries

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

induction of in all-trans-retinoic acid-treated HL60 cells

657762

-

-

?

lipoxin A4 + [reduced NADPH-hemoprotein reductase] + O2

?

4 entries

lipoxin B4 + [reduced NADPH-hemoprotein reductase] + O2

?

2 entries

prostaglandin A1 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-prostaglandin A1 + [oxidized NADPH-hemoprotein reductase] + H2O

2 entries

prostaglandin H1 + [reduced NADPH-hemoprotein reductase] + O2

19-hydroxy-prostaglandin H1 + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

CYP4F8

660409

-

-

?

prostaglandin H2 + [reduced NADPH-hemoprotein reductase] + O2

19-hydroxy-prostaglandin H2 + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

CYP4F8

660409

-

-

?

additional information

?

-

13 entries

(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate + [reduced NADPH-hemoprotein reductase] + O2

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

Q08477

-

741555

-

-

?

(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate + [reduced NADPH-hemoprotein reductase] + O2

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

inactivation of leukotriene B4, a mediator of inflammation

390064, 390065, 390066, 390067, 390068, 390069, 390071, 390072, 390073, 390074, 390075

-

-

?

(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate + [reduced NADPH-hemoprotein reductase] + O2

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O

Mus musculus

-

-

674761

-

-

?

(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate + [reduced NADPH-hemoprotein reductase] + O2

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O

Mus musculus

-

LTB4 inactivation, in vivo inhibition of CYP4F18 results in a marked increase in calcium flux and a 220% increases in the chemotactic response of mouse polymorphonuclear leukocytes to LTB4

674761

-

-

?

(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate + [reduced NADPH-hemoprotein reductase] + O2

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O

Oryctolagus cuniculus

-

inactivation of leukotriene B4, a mediator of inflammation

390065

-

-

?

(6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate + [reduced NADPH-hemoprotein reductase] + O2

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O

Rattus norvegicus

-

inactivation of leukotriene B4, a mediator of inflammation

390063, 390065, 390070

-

-

?

12-hydroxy-5,8,10,14-eicosatetraenoic acid + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

658922

-

-

?

12-hydroxy-5,8,10,14-eicosatetraenoic acid + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F2

660409

-

-

?

6-trans-leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

658922

-

-

?

6-trans-leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F2

660409

-

-

?

6-trans-leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F3

660409

-

-

?

6-trans-leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F3A

685340

-

-

?

arachidonate + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-5,8,11,14-eicosatetraenoic acid + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

-

660409

-

-

?

arachidonate + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-5,8,11,14-eicosatetraenoic acid + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

very poor substrate

660409

-

-

?

arachidonate + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-5,8,11,14-eicosatetraenoic acid + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

the enzyme is the principal arachidonate omega-hydroxylase in liver, CYP4F2

660409

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

P78329

-

689399

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

CYP4F3A is expressed in human leukocytes and catalyzes the omega-hydroxylation of LTB4

685340

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

(6Z,8E,10E,14Z)-(5S,12R)-5,12,20-trihydroxyicosa-6,8,10,14-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

CYP4F3A catalyzes the omega-hydroxylation of LTB4

685340

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

-

658922, 660409, 703013, 703413

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

leukotriene B4 is identical with (6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate

390064, 390065, 390066, 390067, 390068, 390069, 390071, 390072, 390073, 390074, 390075

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

the enzyme plays a critical role in regulating the biological effect of leukotriene B4, CYP4F3

660409

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

yielding omega-COOH-leukotriene B4 via omega-hydroxy-leukotriene B4 and omega-CHO-leukotriene B4, CYP4F3

660409

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

Homo sapiens

-

all recombinant proteins generate product I from leukotriene B4, which in all cases is indistinguishable from the 20-hydroxy-leukotriene B4 reference compound assayed under similar conditions. CYP4F3A is the most efficient leukotriene B4 20-hydroxylase. CYP4F3A and 4F3B generate a secondary product, which is 20-COOH leukotriene B4 derived from 20-hydroxy-leukotriene B4. CYP4F12 is least efficient, generating several additional products. Product I derived from CYP4F3A and that from epidermal keratinocytes are identical to the 20-hydroxy-leukotriene B4 reference compound

701913

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

Mus musculus

Q9EP75

leukotriene B4 is identical with (6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate

390076

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

Oryctolagus cuniculus

-

leukotriene B4 is identical with (6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate

390065

-

-

?

leukotriene B4 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-leukotriene B4 + [oxidized NADPH-hemoprotein reductase] + H2O

Rattus norvegicus

-

leukotriene B4 is identical with (6Z,8E,10E,14Z)-(5S,12R)-5,12-dihydroxyicosa-6,8,10,14-tetraenoate

390063, 390065, 390070

-

-

?

lipoxin A4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

658922

-

-

?

lipoxin A4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F3 preferentially omega-jydroxylates lipoxin B4 over lipoxin A4

660409

-

-

?

lipoxin A4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

no omega-hydroxylation of LXB4, CYP4F2

660409

-

-

?

lipoxin A4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F3A

685340

-

-

?

lipoxin B4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

-

658922

-

-

?

lipoxin B4 + [reduced NADPH-hemoprotein reductase] + O2

?

Homo sapiens

-

CYP4F3 preferentially omega-jydroxylates lipoxin B4 over lipoxin A4

660409

-

-

?

prostaglandin A1 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-prostaglandin A1 + [oxidized NADPH-hemoprotein reductase] + H2O

Mus musculus

Q9EP75

recombinant CYP4F14

390076

-

-

?

prostaglandin A1 + [reduced NADPH-hemoprotein reductase] + O2

20-hydroxy-prostaglandin A1 + [oxidized NADPH-hemoprotein reductase] + H2O

Rattus norvegicus

-

-

390070

-

-

?

additional information

?

-

Homo sapiens

-

overview, stereochemical requirement for substrate specificity

390067

-

-

?

additional information

?

-

Homo sapiens

-

recombinant protein CYP4F2

390075

-

-

?

additional information

?

-

Homo sapiens

-

recombinant protein CYP4F3, wide substrate specificity

390073

-

-

?

additional information

?

-

Homo sapiens

-

CYP4F3B and CYP4F2 may function collaboratively as 20-HETE synthetase as well as omega-hydroxylases for leukotiene b4 and other lipoxygenase-dependent eicosanoids in human liver and other tissues

660409

-

-

?

additional information

?

-

Homo sapiens

-

no activity with 20-hydroxy-leukotriene B4 and lipoxin B4

658922

-

-

?

additional information

?

-

Homo sapiens

P78329

cytochrome P450 4F2 gene encodes for the major CYP enzyme responsible for the synthesis of 20-hydroxyeicosatetraenoic acid in the human kidney

689399

-

-

?

additional information

?

-

Homo sapiens

-

cytochrome P450 4F2 gene encodes for the major CYP enzyme responsible for the synthesis of 20-hydroxyeicosatetraenoic acid in the human kidney

689399

-

-

?

additional information

?

-

Homo sapiens

-

leukotriene B4 and arachidonate omega-hydroxylase activities are both CYP4F2-catalyzed in the liver, overview

684731

-

-

?

additional information

?

-

Homo sapiens

-

CYP4F3A also catalyzes the omega-hydroxylation of epoxyeicosatrieonic acids

685340

-

-

?

additional information

?

-

Mus musculus

Q9EP75

recombinant protein CYP4F14

390076

-

-

?

additional information

?

-

Mus musculus

-

recombinant protein CYP4F14

390076

-

-

?

additional information

?

-

Mus musculus

-

CYP4F18 is a critical protein in the regulation of LTB4 metabolism, the enzyme is active in down-regulation of responses to leukotriene B4, i.e. LTB4, leukotriene B4 is a potent chemoattractant for polymorphonuclear leukocytes and other cells, overview

674761

-

-

?

additional information

?

-

Rattus norvegicus

-

lipopolysaccharide treatament suppresses CYP4F4 and upregulates CYP4F5 mRNA expression in rat liver whereas renal CYP4Fs are essentially unchanged. BaSO4 treatment, in contrast, increases both hepatic and renal CYP4F expression levels

658724

-

-

?