1.13.11.40: arachidonate 8-lipoxygenase

This is an abbreviated version!
For detailed information about arachidonate 8-lipoxygenase, go to the full flat file.

Reaction

Synonyms

8(R)-lipoxygenase, 8-lipoxygenase, 8-LOX, 8R-lipoxygenase, 8R-LOX, 8S-lipoxygenase, 8S-LOX, allene oxide synthase-lipoxygenase protein, arachidonic acid C-8 lipoxygenase, eicosapentaenoic 8R-lipoxygenase, LOX-1, More

ECTree

     1 Oxidoreductases

         1.13 Acting on single donors with incorporation of molecular oxygen (oxygenases)

             1.13.11 With incorporation of two atoms of oxygen

                1.13.11.40 arachidonate 8-lipoxygenase

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Results	in table
2	Activating Compound
7	AA Sequence
2	Application
1	CAS Registry Number
11	Cloned(Commentary)
5	Crystallization (Commentary)
4	General Information
2	General Stability
7	Inhibitors
4	kcat/KM [mM/s]
17	KM Value [mM]
3	Localization
4	Metals/Ions
2	Molecular Weight [Da]
15	Natural Substrates/ Products (Substrates)
22	Organism
4	Pathway
20	PDB ID
5	pH Optimum
1	pH Range
1	Posttranslational Modification
26	Protein Variants
9	Purification (Commentary)
1	Reaction
4	Reaction Type
22	Reference
7	Source Tissue
2	Specific Activity [micromol/min/mg]
3	Storage Stability
51	Substrates and Products (Substrate)
2	Subunits
22	Synonyms
1	Systematic Name
1	Temperature Optimum [°C]
1	Temperature Range [°C]
17	Turnover Number [1/s]

Substrates Products

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Substrates Products on EC 1.13.11.40 - arachidonate 8-lipoxygenase

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SUBSTRATE

PRODUCT                       

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

Reversibility
r=reversible
ir=irreversible
?=not specified

(15S)-hydroperoxyeicosatetraenoic acid + O2

?

Mus musculus

-

-

671715

-

-

?

(15S)-hydroxyeicosatetraenoic acid + O2

?

Mus musculus

-

-

671715

-

-

?

(5Z,8Z,11Z,14Z)-nonadeca-5,8,11,14-tetraene-1,19-dioic acid + O2

?

Mus musculus

-

8-LOX tolerates a carboxylic group in the substrate-binding pocket

702435

-

-

?

(8R)-8-hydroperoxy-5,9,11,14-eicosatetraenoic acid + O2

(8S,15S)-dihydroperoxy-5Z,9E,11Z,13E-eicosatetraenoic acid

Mus musculus

-

-

671715

-

-

?

(8S)-hydroxyeicosatetraenoic acid + O2

?

Mus musculus

-

-

671715

-

-

?

17S-hydroxy-docosa-4Z,7Z,10Z,13Z,15E,19Z-hexaenoic acid + O2

10R,17S-dihydroxy-docosa-4Z,7Z,11E,13Z,15E,19Z-hexaenoic acid

Euphausia pacifica

A0A7G1H6X8

-

765778

-

-

?

2 arachidonic acid + 2 O2

8-hydroxy,9-oxo-eicosa-5Z,11Z,14Z-trienoic acid + 9-oxo-[8,12-cis]-prosta-5Z,10,14Z-trienoic acid + H2O

9 entries

5-hydroperoxy fatty acid + O2

leukotriene A4

Mus musculus

-

leukotriene A synthase activity, reaction rate is approximately 7% of arachidonate 8-lipoxygenation

439401

-

-

?

5-hydroperoxyeicosatetraenoic acid + ?

leukotriene A4

Mus musculus

-

-

439401

unstable product

439401

?

alpha-linolenic acid + O2

?

Mus musculus

-

-

439401

-

-

?

arachidonate + O2

(5Z,9E,11Z,14Z)-(8R)-8-hydroperoxyicosa-5,9,11,14-tetraenoate

4 entries

arachidonate + O2

(5Z,9E,11Z,14Z)-(8S)-8-hydroperoxyeicosa-5,9,11,14-tetraenoate

Plexaura homomalla

-

-

660365

-

-

?

arachidonate + O2

(5Z,9E,11Z,14Z)-(8S)-8-hydroperoxyicosa-5,9,11,14-tetraenoate

Plexaura homomalla

-

-

660365

-

-

?

arachidonic acid + O2

(5Z,8E,11Z,14Z)-8-hydroperoxyicosa-5,8,11,14-tetraenoic acid + (5Z,8E,11Z,14Z)-8-hydroxyicosa-5,8,11,14-tetraenoic acid

Mus musculus

-

arachidonic acid, enzyme activity only detectable after in vivo treatment with the phorbol ester tumor promoter TPA (12-O-tetradecanoylphorbol-13-acetate)

439398

-

-

?

arachidonic acid + O2

(8R)-8-hydroperoxy-5,9,11,14-eicosatetraenoic acid

7 entries

arachidonic acid + O2

8R-hydroxy-eicosatetraenoic acid

Euphausia pacifica

A0A7G1H6X8

-

765778

-

-

?

docosahexaenoic acid + O2

10R-hydroxy-docosahexaenoic acid

Euphausia pacifica

A0A7G1H6X8

-

765778

-

-

?

docosahexaenoic acid + O2

?

Mus musculus

-

-

439401

-

-

?

eicosapentaenoic acid + O2

8R-hydroxy-eicosapentaenoic acid

Euphausia pacifica

A0A7G1H6X8

-

765778

-

-

?

eicosapentaenoic acid + O2

?

Mus musculus

-

-

439401

-

-

?

gamma-linoleic acid + O2

?

Mus musculus

-

-

439401

-

-

?

linoleic acid + O2

?

Mus musculus

-

poor substrate

439401

-

-

?

stearidonic acid + O2

6-hydroxystearidonic acid

Euphausia pacifica

A0A7G1H6X8

-

765778

-

-

?

additional information

?

-

5 entries

2 arachidonic acid + 2 O2

8-hydroxy,9-oxo-eicosa-5Z,11Z,14Z-trienoic acid + 9-oxo-[8,12-cis]-prosta-5Z,10,14Z-trienoic acid + H2O

Aplysia californica

-

lipoxygenase pathway

439400

-

-

?

2 arachidonic acid + 2 O2

8-hydroxy,9-oxo-eicosa-5Z,11Z,14Z-trienoic acid + 9-oxo-[8,12-cis]-prosta-5Z,10,14Z-trienoic acid + H2O

Asteroidea

-

-

439399

-

-

?

2 arachidonic acid + 2 O2

8-hydroxy,9-oxo-eicosa-5Z,11Z,14Z-trienoic acid + 9-oxo-[8,12-cis]-prosta-5Z,10,14Z-trienoic acid + H2O

Callista chione

-

-

439399

-

-

?

2 arachidonic acid + 2 O2

8-hydroxy,9-oxo-eicosa-5Z,11Z,14Z-trienoic acid + 9-oxo-[8,12-cis]-prosta-5Z,10,14Z-trienoic acid + H2O

Mus musculus

-

-

439401

-

-

?

2 arachidonic acid + 2 O2

8-hydroxy,9-oxo-eicosa-5Z,11Z,14Z-trienoic acid + 9-oxo-[8,12-cis]-prosta-5Z,10,14Z-trienoic acid + H2O

Mus musculus

-

pathway of epidermal arachidonate oxygenation

439398

-

-

?

2 arachidonic acid + 2 O2

8-hydroxy,9-oxo-eicosa-5Z,11Z,14Z-trienoic acid + 9-oxo-[8,12-cis]-prosta-5Z,10,14Z-trienoic acid + H2O

Plexaura homomalla

-

-

439399

-

-

?

2 arachidonic acid + 2 O2

8-hydroxy,9-oxo-eicosa-5Z,11Z,14Z-trienoic acid + 9-oxo-[8,12-cis]-prosta-5Z,10,14Z-trienoic acid + H2O

Plexaura homomalla

-

lipoxygenase pathway

439397

-

439397

?

2 arachidonic acid + 2 O2

8-hydroxy,9-oxo-eicosa-5Z,11Z,14Z-trienoic acid + 9-oxo-[8,12-cis]-prosta-5Z,10,14Z-trienoic acid + H2O

Pseudoplexaura porosa

-

-

439396

-

-

?

2 arachidonic acid + 2 O2

8-hydroxy,9-oxo-eicosa-5Z,11Z,14Z-trienoic acid + 9-oxo-[8,12-cis]-prosta-5Z,10,14Z-trienoic acid + H2O

Strongylocentrotus purpuratus

-

-

439399

-

-

?

arachidonate + O2

(5Z,9E,11Z,14Z)-(8R)-8-hydroperoxyicosa-5,9,11,14-tetraenoate

Mus musculus

-

-

659650, 688221

-

-

?

arachidonate + O2

(5Z,9E,11Z,14Z)-(8R)-8-hydroperoxyicosa-5,9,11,14-tetraenoate

Mus musculus

-

-

702435

8-H(p)ETE is the major reaction product of 8-LOX independent of the pH

-

?

arachidonate + O2

(5Z,9E,11Z,14Z)-(8R)-8-hydroperoxyicosa-5,9,11,14-tetraenoate

Plexaura homomalla

O16025

-

702338, 742865, 765268

-

-

?

arachidonate + O2

(5Z,9E,11Z,14Z)-(8R)-8-hydroperoxyicosa-5,9,11,14-tetraenoate

Plexaura homomalla

O16025

subtle rearrangements, primarily in the side chains of three amino acids, allow binding of arachidonic acid in a catalytically competent conformation

742865

-

-

?

arachidonic acid + O2

(8R)-8-hydroperoxy-5,9,11,14-eicosatetraenoic acid

Aplysia californica

-

-

439400

-

-

?

arachidonic acid + O2

(8R)-8-hydroperoxy-5,9,11,14-eicosatetraenoic acid

Asteroidea

-

-

439399

-

-

?

arachidonic acid + O2

(8R)-8-hydroperoxy-5,9,11,14-eicosatetraenoic acid

Callista chione

-

-

439399

-

-

?

arachidonic acid + O2

(8R)-8-hydroperoxy-5,9,11,14-eicosatetraenoic acid

Mus musculus

-

-

439398, 439401, 671715

-

-

?

arachidonic acid + O2

(8R)-8-hydroperoxy-5,9,11,14-eicosatetraenoic acid

Plexaura homomalla

-

-

439397, 439399, 674505

-

-

?

arachidonic acid + O2

(8R)-8-hydroperoxy-5,9,11,14-eicosatetraenoic acid

Pseudoplexaura porosa

-

-

439396

-

-

?

arachidonic acid + O2

(8R)-8-hydroperoxy-5,9,11,14-eicosatetraenoic acid

Strongylocentrotus purpuratus

-

-

439399

-

-

?

additional information

?

-

Euphausia pacifica

A0A7G1H6X8

LOX1 has higher activity for eicosapentaenoic acid than arachidonic acid and docosahexaenoic acid

765778

-

-

-

additional information

?

-

Euphausia pacifica

-

LOX1 has higher activity for eicosapentaenoic acid than arachidonic acid and docosahexaenoic acid

765778

-

-

-

additional information

?

-

Mus musculus

-

the inducible expression of 8-lipoxygenase inhibits cell growth, 15-LOX-2 and 8-LOX, although displaying different positional specificity, use common signaling pathways to induce growth inhibition in premalignant epithelial cells, overview

688221

-

-

?

additional information

?

-

Plexaura homomalla

O16025

in the absence of arachidonate, Tyr181 and Arg182 of helix alpha2 participate in an interhelical charge cluster with Glu430 of the arched helix

742865

-

-

?

additional information

?

-

Plexaura homomalla

-

usage of a combination of molecular dynamics simulations with quantum mechanics/molecular mechanics calculations to study the hydrogen abstraction step and the molecular oxygen addition step of the hydroperoxidation reaction of arachidonic acid catalyzed by both wild-type Coral 8R-LOX and its Gly427Ala mutant

741487

-

-

?