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Information on EC 1.13.11.34 - arachidonate 5-lipoxygenase
for references in articles please use BRENDA:EC1.13.11.34
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EC Tree 1 Oxidoreductases
1.13 Acting on single donors with incorporation of molecular oxygen (oxygenases)
1.13.11 With incorporation of two atoms of oxygen
1.13.11.34 arachidonate 5-lipoxygenase
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
- 1.13.11.34
-
cyclooxygenase
- prostaglandin
- leukocyte
- neutrophil
-
eicosanoids
- cox-2
- asthma
- indomethacin
-
ionophore
- phospholipase
- zileuton
-
polymorphonuclear
-
thromboxane
- flap
- airway
- peritoneal
-
5-hete
- platelet
-
eosinophil
-
mast
-
cysteinyl
-
allergic
- edema
-
12-lipoxygenase
- histamine
- lta4
-
nordihydroguaiaretic
- lipoxygenases
- paf
- ndga
-
bronchoconstriction
-
5-hydroxyeicosatetraenoic
-
asthmatic
-
basophil
-
platelet-activating
- anaphylaxis
- zymosan
-
antigen-induced
-
lipoxins
- montelukast
-
hetes
- mpges-1
-
carrageenan-induced
-
a23187-stimulated
-
paf-induced
-
pro-resolving
- synthesis
- bronchospasm
- medicine
- drug development
-
14carachidonic
- pharmacology
-
bronchoconstrictors
-
ulcerogenic
Reaction Schemes
showSynonyms
5-lipoxygenase, 5-lox, arachidonate 5-lipoxygenase, lox-5, leukotriene a4 synthase, lta synthase, arachidonic acid 5-lipoxygenase, lipoxygenase 5, 5-lo1, lox-15, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
5-lipoxygenase
5-LO
5-LOX
5DELTA-lipoxygenase
-
-
-
-
ALOX5
arachidonate:oxygen oxidoreductase
arachidonic 5-lipoxygenase
-
-
-
-
arachidonic acid 5-lipoxygenase
-
-
-
-
C-5-lipoxygenase
-
-
-
-
DELTA5-lipoxygenase
-
-
-
-
leukotriene A4 synthase
-
-
-
-
leukotriene-A4 synthase
-
-
-
-
LOX-5
LTA synthase
-
-
-
-
LTA4 synthase
oxygenase, arachidonate, 5-lip-
-
-
-
-
5-lipoxygenase
-
-
5-lipoxygenase
-
5-LO
-
-
-
-
5-LO
-
-
5-LO
-
5-LOX
-
-
5-LOX
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyicosa-6,8,11,14-tetraenoate = leukotriene A4 + H2O
(1b)
-
-
-
arachidonate + O2 = leukotriene A4 + H2O
overall reaction
-
-
-
arachidonate + O2 = (6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
(1a)
-
-
-
arachidonate + O2 = (6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
a non-classical reaction mechanism
arachidonate + O2 = (6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
kinetic mechainsm, overview
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
dioxygenation
-
-
-
-
oxidation
redox reaction
-
-
-
-
reduction
-
-
-
-
oxidation
-
-
-
-
oxidation
-
the enzyme catalyzes the formation of 5(S)-hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid, 5(S)-hydroxy-6-trans-8,11,14-cis-eicosatetraenoic acid, and 5(S)-trans-5,6-oxido-7,9-trans-11,14-cis eicosatetraenoic acid
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PATHWAY SOURCE
PATHWAYS
BRENDA
MetaCyc
15-epi-lipoxin biosynthesis, anandamide lipoxygenation, arachidonate metabolites biosynthesis, aspirin triggered resolvin D biosynthesis, aspirin triggered resolvin E biosynthesis, docosahexaenoate metabolites biosynthesis, icosapentaenoate metabolites biosynthesis, leukotriene biosynthesis, lipoxin biosynthesis, peptido-conjugates in tissue regeneration biosynthesis, resolvin D biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
arachidonate:oxygen 5-oxidoreductase
-
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CAS REGISTRY NUMBER
COMMENTARY
80619-02-9
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(12S)hydroperoxy-5,8-cis-10-trans-13-cis-eicosatetraenoic acid + O2
(5S,12S)-dihydroperoxy-5,8-cis-10-trans-13-cis-eicosatetraenoic acid
-
Substrates: 22% of the activity with arachidonic acid
Products: -
Products: -
?
(15S)-hydroperoxy-5,8,11-cis-13-trans-eicosatetraenoic acid + O2
(5S,15S)-dihydroperoxy-5,8,11-cis-13-trans-eicosatetraenoic acid
-
Substrates: 30% of the activity with arachidonic acid
Products: -
Products: -
?
(5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
(5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid + O2
?
-
Substrates: -
Products: -
Products: -
?
1-linoleoyl lysophosphatidic acid + O2
(S)-hydroperoxy 1-linoleoyl lysophosphatidic acid
-
Substrates: i.e. linoleoyl-lysoPA
Products: major product
Products: major product
?
1-linoleoyl lysophosphatidylcholine + O2
(S)-hydroperoxy 1-linoleoyl lysophosphatidylcholine
-
Substrates: i.e. linoleoyl-lysoPC
Products: major product
Products: major product
?
15S-hydroperoxyeicosatetraenoic acid + O2
lipoxin A4
Substrates: -
Products: -
Products: -
?
2',7'-dichlorodihydrofluorescein diacetate + O2
2',7'-dichlorofluorescein
-
Substrates: -
Products: -
Products: -
?
2',7'-dichlorodihydrofluorescein diacetate + O2
?
-
Substrates: development of a fluorescence assay for 5-LOX, overview
Products: -
Products: -
?
5,8,11-eicosatrienoic acid + O2
?
-
Substrates: almost as active as arachidonic acid
Products: -
Products: -
?
7,7-d2-arachidonate + O2
7-d-(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
Substrates: analysis of the product distribution reveals that 5-LOX displays a reversal of selectivity to bypass abstracting the deuterium atom from C7
Products: -
Products: -
?
arachidonate + O2
(5Z,8Z,11Z,13E)-(5S)-5-hydroperoxyicosa-5,8,11,13-tetraenoate
Substrates: -
Products: -
Products: -
?
arachidonic acid + O2
(5S,6E,8Z,11Z,14Z)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
-
Substrates: -
Products: -
Products: -
?
arachidonic acid + O2
5-hydroperoxyeicosatetraenoic acid
-
Substrates: -
Products: -
Products: -
?
homo-gamma-linolenic acid + O2
8-L-hydroxy-9,11,14-eicosatrienoic acid
-
Substrates: -
Products: -
Products: -
?
linoleic acid + O2
(9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
Substrates: -
Products: -
Products: -
?
(5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
Substrates: epoxidation
Products: -
Products: -
?
(5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
-
Substrates: epoxidation
Products: -
Products: -
?
(5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
Substrates: epoxidation
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: is unstable and metabolized to leukotriene B4
Products: is unstable and metabolized to leukotriene B4
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
684399, 684672, 685926, 687035, 688246, 688512, 688751, 689841, 689844, 689872, 711134, 711633, 711661, 712666
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: a conjugated epoxide intermediate in leukotriene biosynthesis, is unstable and enzymatically metabolized to leukotriene B4 or by spontaneous hydrolysis
Products: a conjugated epoxide intermediate in leukotriene biosynthesis, is unstable and enzymatically metabolized to leukotriene B4 or by spontaneous hydrolysis
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: is unstable and metabolized to leukotriene B4
Products: is unstable and metabolized to leukotriene B4
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: is unstable and metabolized to leukotriene B4 via stereospecific hydration by LTA4 hydrolase, LTA4 induces VEGF transcription in malignant mesothelial cells, the enzyme is upregulated in cancer cells and is pro-angiogenic
Products: is unstable and metabolized to leukotriene B4 via stereospecific hydration by LTA4 hydrolase, LTA4 induces VEGF transcription in malignant mesothelial cells, the enzyme is upregulated in cancer cells and is pro-angiogenic
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: is unstable and metabolized to leukotriene B4, has no effect on on the spontaneous and lipopolysaccharide-stimulated growth of leukemic blasts
Products: is unstable and metabolized to leukotriene B4, has no effect on on the spontaneous and lipopolysaccharide-stimulated growth of leukemic blasts
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: stereospecific removal of the pro-R hydrogen at C10 resulting in epoxide formation
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: efficient LTA4 formation of 5LO requires both phosphatidyl choline and coactosin-like protein
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: is unstable and metabolized to leukotriene B4
Products: is unstable and metabolized to leukotriene B4
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: a conjugated epoxide intermediate in leukotriene biosynthesis, is unstable and enzymatically metabolized to leukotriene B4 or by spontaneous hydrolysis
Products: a conjugated epoxide intermediate in leukotriene biosynthesis, is unstable and enzymatically metabolized to leukotriene B4 or by spontaneous hydrolysis
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: is unstable and metabolized to leukotriene B4
Products: is unstable and metabolized to leukotriene B4
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: is unstable and metabolized to leukotriene B4
Products: is unstable and metabolized to leukotriene B4
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: is unstable and metabolized to leukotriene B4
Products: is unstable and metabolized to leukotriene B4
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: is unstable and metabolized to leukotriene B4 by leukotriene A4 hydrolase, which binds to its specific receptor
Products: is unstable and metabolized to leukotriene B4 by leukotriene A4 hydrolase, which binds to its specific receptor
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: is unstable and metabolized to leukotriene B4
Products: is unstable and metabolized to leukotriene B4
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: is unstable and metabolized to leukotriene B4 by leukotriene A4 hydrolase, which binds to its specific receptor
Products: is unstable and metabolized to leukotriene B4 by leukotriene A4 hydrolase, which binds to its specific receptor
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: is unstable and metabolized to leukotriene B4
Products: is unstable and metabolized to leukotriene B4
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: a conjugated epoxide intermediate in leukotriene biosynthesis, is unstable and enzymatically metabolized to leukotriene B4 or by spontaneous hydrolysis
Products: a conjugated epoxide intermediate in leukotriene biosynthesis, is unstable and enzymatically metabolized to leukotriene B4 or by spontaneous hydrolysis
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
Substrates: -
Products: is unstable and metabolized to leukotriene B4
Products: is unstable and metabolized to leukotriene B4
?
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
leukotriene A4 + H2O
-
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate + O2
leukotriene A4
-
Substrates: -
Products: -
Products: -
?
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate + O2
leukotriene A4
-
Substrates: -
Products: -
Products: -
?
5-hydroperoxyeicosatetraenoic acid
leukotriene A4 + H2O
-
Substrates: -
Products: -
Products: -
?
5-hydroperoxyeicosatetraenoic acid
leukotriene A4 + H2O
-
Substrates: -
Products: is unstable and metabolized to leukotriene B4
Products: is unstable and metabolized to leukotriene B4
?
8,11,14-eicosatrienoic acid + O2
?
-
Substrates: 4% of the activity with 5,8,11,14,17-eicosapentaenoic acid
Products: -
Products: -
?
arachidonate + O2
(5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
Substrates: hydroperoxidation
Products: -
Products: -
?
arachidonate + O2
(5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
-
Substrates: hydroperoxidation
Products: -
Products: -
?
arachidonate + O2
(5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
Substrates: hydroperoxidation
Products: -
Products: -
?
arachidonate + O2
(5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
-
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
-
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
-
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
-
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
-
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
-
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
Substrates: -
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
Substrates: overall reaction
Products: -
Products: -
?
arachidonate + O2
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoate + H2O
Substrates: product generation is both regiospecific and stereospecific, the S-isomer is produced
Products: -
Products: -
?
arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
-
Substrates: higher affinity of arachidonate than linoleic acid for the ferrous form of lipoxygenase-1. Hydrogen abstraction step displays high kinetic isotope effects on kcat due to tunneling contributions. Lack of solvent-dependent rate-limiting steps at lower temperatures with arachidonate as substrate
Products: -
Products: -
?
arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: 72% of the activity with 5,8,11,14,17-eicosapentaenoic acid
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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439437, 439441, 439447, 439448, 439451, 439459, 439464, 439465, 439467, 439468, 439469, 439471, 439472, 439475, 439476, 439478, 439479
Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: + minor amounts of the double oxygenation products
Products: + minor amounts of the double oxygenation products
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: 5(S)-hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid + 6-trans-leukotriene B4 + 12-epi-6-trans-leukotriene B4
Products: 5(S)-hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoic acid + 6-trans-leukotriene B4 + 12-epi-6-trans-leukotriene B4
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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439437, 439444, 439445, 439449, 439450, 439453, 439460, 439461, 439462, 439467, 439470, 439471, 439477, 439479
Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: formation of leukotriene A4 without release of the intermediate (6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
Products: formation of leukotriene A4 without release of the intermediate (6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: 5-hydroperoxyeicosatetraenoic acid + 11(S)-hydroperoxyeicosatetraenoic acid + 15-hydroperoxyeicosatetraenoic acid + 5(S),12(S)-dihydroperoxy-6,8,10,14-eicosatetraenoic acid + 6-trans-leukotriene B4 + 12-epi-6-trans-leukotiene B4
Products: 5-hydroperoxyeicosatetraenoic acid + 11(S)-hydroperoxyeicosatetraenoic acid + 15-hydroperoxyeicosatetraenoic acid + 5(S),12(S)-dihydroperoxy-6,8,10,14-eicosatetraenoic acid + 6-trans-leukotriene B4 + 12-epi-6-trans-leukotiene B4
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: 5(S)-hydroperoxyeicosatetraenoic acid is the most abundant primary oxygenation product, representing 60% of the total hydroperoxyeicosatetraenoic acids, followed by 8(S)-hydroperoxyeicosatetraenoic acid, 9-hydroperoxyeicosatetraenoic acid, 11(S)-hydroperoxyeicosatetraenoic acid, 12-hydroperoxyeicosatetraenoic acid, and 15-hydroperoxyeicosatetraenoic acid in decreasing order of abundance, all possible diH(P)ETEs are detected
Products: 5(S)-hydroperoxyeicosatetraenoic acid is the most abundant primary oxygenation product, representing 60% of the total hydroperoxyeicosatetraenoic acids, followed by 8(S)-hydroperoxyeicosatetraenoic acid, 9-hydroperoxyeicosatetraenoic acid, 11(S)-hydroperoxyeicosatetraenoic acid, 12-hydroperoxyeicosatetraenoic acid, and 15-hydroperoxyeicosatetraenoic acid in decreasing order of abundance, all possible diH(P)ETEs are detected
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: -
Products: -
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: (5S,6R)-dihydroperoxy-7,9,11,14-eicosatetraenoic acid is produced as major product especially when the incubation is performed on ice rather than at room temperature, 6R-oxygenase activity
Products: (5S,6R)-dihydroperoxy-7,9,11,14-eicosatetraenoic acid is produced as major product especially when the incubation is performed on ice rather than at room temperature, 6R-oxygenase activity
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: + minor products: 5-hydroxy-6,8,11,14-eicosatetraenoic acid, 6-trans-leukotriene B4 and 5,6-dihydroxy-7,9,11,14-eicosatetraenoic acid
Products: + minor products: 5-hydroxy-6,8,11,14-eicosatetraenoic acid, 6-trans-leukotriene B4 and 5,6-dihydroxy-7,9,11,14-eicosatetraenoic acid
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: + leukotriene A4
Products: + leukotriene A4
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arachidonate + O2
(6E,8Z,11Z,14Z)-(5S)-hydroperoxyicosa-6,8,11,14-tetraenoate
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Substrates: i.e. 5,8,11,14-eicosatetraenoic acid
Products: the enzyme is rather specific for the insertion of O2 at the fifth carbon on arachidonic acid
Products: the enzyme is rather specific for the insertion of O2 at the fifth carbon on arachidonic acid
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
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Substrates: first committed step in the synthesis of leukotrienes
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
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Substrates: stereospecific abstraction of the pro-S hydrogen at C7, followed by insertion of molecular O2 at C5
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
Substrates: -
Products: -
Products: -
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arachidonic acid + O2
(6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyeicosa-6,8,11,14-tetraenoate
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Substrates: -
Products: -
Products: -
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linoleic acid + O2
9-hydroperoxyoctadecadienoic acid
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Substrates: -
Products: -
Products: -
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linoleic acid + O2
9-hydroperoxyoctadecadienoic acid
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Substrates: -
Products: -
Products: -
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linoleic acid + O2
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Substrates: lower affinity of linoleic acid than arachidonic acid for the ferrous form of lipoxygenase-1. Hydrogen abstraction step displays high kinetic isotope effects on kcat due to tunneling contributions
Products: -
Products: -
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additional information
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Substrates: key enzyme in leukotriene biosynthesis, catalyzes the initial steps in the conversion of arachidonic acid to biologically active leukotrienes. Leukotrienes are considered as potent mediators of inflammatory and allergic reactions
Products: -
Products: -
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additional information
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Substrates: key enzyme in leukotriene biosynthesis, catalyzes the initial steps in the conversion of arachidonic acid to biologically active leukotrienes. Leukotrienes are considered as potent mediators of inflammatory and allergic reactions
Products: -
Products: -
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additional information
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Substrates: key enzyme in leukotriene biosynthesis, catalyzes the initial steps in the conversion of arachidonic acid to biologically active leukotrienes. Leukotrienes are considered as potent mediators of inflammatory and allergic reactions
Products: -
Products: -
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additional information
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Substrates: key enzyme in leukotriene biosynthesis, catalyzes the initial steps in the conversion of arachidonic acid to biologically active leukotrienes. Leukotrienes are considered as potent mediators of inflammatory and allergic reactions
Products: -
Products: -
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additional information
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Substrates: the purified protein expresses both 5-oxygenase and leukotriene A4 synthase activities in the ratio of 6:1
Products: -
Products: -
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additional information
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Substrates: enzyme of leukotriene biosynthetic pathway
Products: -
Products: -
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additional information
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Substrates: key enzyme in leukotriene metabolism, in human mast cells glucocorticoids effectively and selectively upregulate the expression
Products: -
Products: -
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additional information
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Substrates: key enzyme in leukotriene biosynthesis, catalyzes the initial steps in the conversion of arachidonic acid to biologically active leukotrienes. Leukotrienes are considered as potent mediators of inflammatory and allergic reactions
Products: -
Products: -
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additional information
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Substrates: key enzyme in the biosynthesis of proinflammatory leukotrienes
Products: -
Products: -
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additional information
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Substrates: 5-lipoxygenase/cyclooxygenase-2 cross-talk through cysteinyl leukotriene receptor 2 in endothelial cells, overview
Products: -
Products: -
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additional information
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Substrates: ALOX5-derived lipid mediators leukotrienes and lipoxins have regulatory functions in inflammation by modulating activities of immune cells and cytokine production, host control of Mycobacterium tuberculosis is regulated by 5-lipoxygenase
Products: -
Products: -
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additional information
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Substrates: inhibition of COX pathways does not increase the transformation of arachidonic acid by the 5-LOX pathway
Products: -
Products: -
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additional information
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Substrates: key enzyme in biosynthesis of leukotrienes, overview. Upon cell activation, cytosolic and nuclear enzyme translocates the nuclear envelope, where it interacts with phospholipase A2, making free arachidonate available for 5-LO, and with 5-LO activating protein, i.e. FLAP. 5-LO regulates cancer cell survival and interferes with the mechanismtumor suppression, and increases cancer cell chemoresistance, overview
Products: -
Products: -
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additional information
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Substrates: key enzyme in the leukotriene biosynthesis, pathway overview, the 5-LO pathway is linked to the development of cardiovascular disease and other diseases, regulatory mechanisms underlying the expression and control of 5-LO activity, overview
Products: -
Products: -
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additional information
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Substrates: no significant effect of LTB4, 12-hydroperoxyeicosatetraenoic acid or 15-hydroperoxyeicosatetraenoic acid on leukemic blast growth and on their apoptose rate, overview
Products: -
Products: -
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additional information
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Substrates: the enzyme is involved in survival of Epstein-Barr virus-converted B lymphoma cells via function of 5-hydroperoxyeicosatetraenoic acid, overview
Products: -
Products: -
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additional information
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Substrates: the enzyme is the key enzyme in biosynthesis of biologically active leukotrienes
Products: -
Products: -
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additional information
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Substrates: the enzyme, catalyzing the key step in leukotriene biosynthesis, interacts with methyl jasmonate, which is probably involved in the anticarcinogenic activity of methyl jasmonate inducing apoptosis, overview
Products: -
Products: -
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additional information
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Substrates: the enzyme catalyzes the dioxygenation of polyunsaturated fatty acids
Products: -
Products: -
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additional information
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Substrates: 5-LOX catalyzes a 2-step reaction where arachidonic acid (AA) is oxygenated, resulting in formation of 5(S)-hydroperoxy-(6E,8Z,11Z,14Z)-eicosatetraenoic acid (5-HPETE), with subsequent formation of leukotriene A4 (LTA4). Active site structure and binding of substrate arachidonate involving residues F421, F177, Q363, L414 and L368 during the reaction, model, overview
Produc
Produc