Page last updated: 2024-10-24

20-hydroxy-leukotriene B4 omega oxidase activity

Definition

Target type: molecularfunction

Catalysis of the reaction: 20-hydroxy-leukotriene B4 + O2 + reduced [NADPH-hemoprotein reductase] = 20-oxo-leukotriene B4 + H+ + 2 H2O + oxidized [NADPH-hemoprotein reductase]. [GOC:mw, PMID:2836406, PMID:9675028, RHEA:48668]

20-Hydroxy-leukotriene B4 omega oxidase activity is a critical enzymatic step in the biosynthesis of leukotriene B5 (LTB5), a potent lipid mediator involved in inflammation and immune responses. The enzyme catalyzes the oxidation of 20-hydroxy-leukotriene B4 (20-OH-LTB4), a precursor molecule, to LTB5. This process involves the incorporation of molecular oxygen at the ω-carbon (the terminal carbon) of 20-OH-LTB4, leading to the formation of a carboxyl group and the generation of LTB5. This oxidation reaction is highly specific and requires the presence of a specific enzyme, known as leukotriene B4 ω-hydroxylase or LTA4 hydrolase, which possesses both hydrolase and oxidase activity. The enzymatic activity of 20-hydroxy-leukotriene B4 omega oxidase plays a vital role in the inflammatory cascade, as LTB5, the product of this reaction, exerts a range of biological effects. These effects include chemotaxis, leukocyte adhesion, and the release of inflammatory mediators, all of which contribute to the development and resolution of inflammatory processes. The precise regulation of 20-hydroxy-leukotriene B4 omega oxidase activity is crucial for maintaining a balance between inflammation and immune defense. Dysregulation of this enzymatic activity can contribute to the pathogenesis of various inflammatory disorders, such as asthma, rheumatoid arthritis, and inflammatory bowel disease. Therefore, understanding the molecular function of 20-hydroxy-leukotriene B4 omega oxidase activity is essential for developing novel therapeutic strategies targeting inflammation-related pathologies.'
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Proteins (4)

ProteinDefinitionTaxonomy
Cytochrome P450 4F3A cytochrome P450 4F3 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q08477]Homo sapiens (human)
Cytochrome P450 4F2A cytochrome P450 4F2 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P78329]Homo sapiens (human)
Cytochrome P450 4F3A cytochrome P450 4F3 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q08477]Homo sapiens (human)
Cytochrome P450 4F2A cytochrome P450 4F2 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P78329]Homo sapiens (human)

Compounds (6)

CompoundDefinitionClassesRoles
17-octadecynoic acidoctadec-17-ynoic acid : An acetylenic fatty acid that is octadecanoi acid (stearic acid) which has been doubly dehydrogenated at positions 17 and 18 to give the corresponding alkynoic acid.acetylenic fatty acid;
long-chain fatty acid;
monounsaturated fatty acid;
terminal acetylenic compound
EC 1.14.14.94 (leukotriene-B4 20-monooxygenase) inhibitor;
EC 1.14.15.3 (alkane 1-monooxygenase) inhibitor;
P450 inhibitor
ketoconazole1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.dichlorobenzene;
dioxolane;
ether;
imidazoles;
N-acylpiperazine;
N-arylpiperazine
tranylcypromine(1R,2S)-tranylcypromine : A 2-phenylcyclopropan-1-amine that is the (1R,2S)-enantiomer of tranylcypromine.

tranylcypromine : A racemate comprising equal amounts of (1R,2S)- and (1S,2R)-2-phenylcyclopropan-1-amine. An irreversible monoamine oxidase inhibitor that is used as an antidepressant (INN tranylcypromine).

Tranylcypromine: A propylamine formed from the cyclization of the side chain of amphetamine. This monoamine oxidase inhibitor is effective in the treatment of major depression, dysthymic disorder, and atypical depression. It also is useful in panic and phobic disorders. (From AMA Drug Evaluations Annual, 1994, p311)
2-phenylcyclopropan-1-amine
proadifen hydrochloride
pirlindolepirlindole: RN given refers to parent cpd; synonym pyrazidol refers to mono-HCl; structure in Negwer, 5th ed, #2812carbazoles
kaf156ganaplacide: antimalarial