Information on EC 5.4.4.7 - hydroperoxy icosatetraenoate isomerase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
5.4.4.7
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RECOMMENDED NAME
GeneOntology No.
hydroperoxy icosatetraenoate isomerase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
a hydroperoxyicosatetraenoate = a hydroxyepoxyicosatrienoate
show the reaction diagram
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SYSTEMATIC NAME
IUBMB Comments
hydroperoxyicosatetraenoate hydroxymutase
Binds Fe2+. The enzyme from mammals accepts a range of hydroperoxyicosatetraenoates producing one or several different hydroxyepoxyicosatrienoates. The human enzyme has highest activity with (12R)-HPETE producing (5Z,8R,9E,11R,12R,14Z)-8-hydroxy-11,12-epoxyicosa-5,9,14-trienoate, followed by (12S)-HPETE producing (5Z,8Z,10R,11S,12S,14Z)-10-hydroxy-11,12-epoxyicosa-5,8,14-trienoate and (5Z,8R,9E,11S,12S,14Z)-8-hydroxy-11,12-epoxyicosa-5,9,14-trienoate [1]. The mouse enzyme has highest activity with (8S)-HPETE, producing (5Z,8S,9S,10R,11Z,14Z)-10-hydroxy-8,9-epoxyicosa-5,11,14-trienoate [2]. The enzymes also have the activity of EC 4.2.1.152, hydroperoxy icosatetraenoate dehydratase.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
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eLOX3, is not a functional lipoxygenase enzyme, but has catalytic activity as a hydroperoxide isomerase
physiological function
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the enzyme participates in the normal process of skin differentiation
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(12R)-HPETE
(8R)-hydroxy-(11R,12R)- epoxyeicosa-(5Z,9E,14Z)-trienoic acid
show the reaction diagram
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preferred substrate
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?
(12R)-HPETE
(8R)-hydroxy-(11R,12R)-epoxyeicosa-(5Z,9E,14Z)-trienoic acid
show the reaction diagram
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?
(12R)-HPETE
(8R)-hydroxy-(11R,12R)-epoxyeicosa-(5Z,9E,14Z)-trienoic acid + 12-oxoeicosatetraenoic acid
show the reaction diagram
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preferred substrate
2:1 ratio
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?
(12R)-HPETE
?
show the reaction diagram
(12S)-HPETE
(10R)-hydroxy-(11S,12S)-epoxyeicosa-(5Z,8Z,14Z)-trienoic acid + (8R)-hydroxy-(11S,12S)-epoxyeicosa-(5Z,9E,14Z)-trienoic acid
show the reaction diagram
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?
(12S)-HPETE
?
show the reaction diagram
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?
(15S)-HPETE
(13R)-hydroxy-(14S,15S)-epoxyeicosa-(5Z,8Z,11Z)-trienoic acid
show the reaction diagram
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-
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?
(15S)-HPETE
15-oxoeicosa-(5Z,8Z,11Z,13E)-tetraenoic acid
show the reaction diagram
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?
(15S)-HPETE
?
show the reaction diagram
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?
(5S)-HPETE
(7R)-hydroxy-(5S,6S)-epoxyeicosa-(8Z,11Z,14Z)-trienoic acid
show the reaction diagram
(8R)-HPETE
8-KETE
show the reaction diagram
(8R)-HPETE
?
show the reaction diagram
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?
(8S)-HPETE
(10R)-hydroxy-(8S,9S)-epoxyeicosa-(5Z,11Z,14Z)-trienoic acid
show the reaction diagram
additional information
?
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linoleic, arachidonic, and eicosapentaenoic acids, the methyl esters of arachidonic acid and linoleic acid, arachidonyl phosphatidylcholine, anandamide, and the cholesteryl ester of arachidonic acid are no substrates
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe2+
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contains Fe2+
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Ni-NTA agarose column chromatography
Ni-NTA column chromatography
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
mutant enzymes are expressed in Escherichia coli and COS7 cells
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
R396S
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no detectable activity with (12R)-HPETE
V500F
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no detectable activity with (12R)-HPETE