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Information on EC 1.13.11.12 - linoleate 13S-lipoxygenase and Organism(s) Arabidopsis thaliana and UniProt Accession Q9LNR3

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IUBMB Comments
Contains nonheme iron. A common plant lipoxygenase that oxidizes linoleate and alpha-linolenate, the two most common polyunsaturated fatty acids in plants, by inserting molecular oxygen at the C-13 position with (S)-configuration. This enzyme produces precursors for several important compounds, including the plant hormone jasmonic acid. EC 1.13.11.58, linoleate 9S-lipoxygenase, catalyses a similar reaction at the second available position of these fatty acids.
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Arabidopsis thaliana
UNIPROT: Q9LNR3
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Word Map
The taxonomic range for the selected organisms is: Arabidopsis thaliana
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
lipoxygenase, 15-lipoxygenase-1, soybean lipoxygenase-1, lipoxygenase-1, 13-lox, 13-lipoxygenase, lox-2, lipoxygenase-2, lipoxygenase-3, lox10, more
SYSTEMATIC NAME
IUBMB Comments
linoleate:oxygen 13-oxidoreductase
Contains nonheme iron. A common plant lipoxygenase that oxidizes linoleate and alpha-linolenate, the two most common polyunsaturated fatty acids in plants, by inserting molecular oxygen at the C-13 position with (S)-configuration. This enzyme produces precursors for several important compounds, including the plant hormone jasmonic acid. EC 1.13.11.58, linoleate 9S-lipoxygenase, catalyses a similar reaction at the second available position of these fatty acids.
CAS REGISTRY NUMBER
COMMENTARY hide
9029-60-1
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
alpha-linolenic acid + O2
13-S-hydroperoxyoctadeca-9, 11,15-trienoic acid
show the reaction diagram
arachidonic acid + O2
?
show the reaction diagram
isoform LOX3 shows 5% activity compared to alpha-linolenic acid
-
-
?
docosahexaenoic acid + O2
?
show the reaction diagram
isoform LOX3 shows 7% activity compared to alpha-linolenic acid
-
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
show the reaction diagram
the enzyme oxygenates linolenic acid more effectively than linoleic acid
the enzyme forms exclusively (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
?
linoleic acid + O2
?
show the reaction diagram
isoform LOX3 shows 12% activity compared to alpha-linolenic acid
-
-
?
linolenate + O2
?
show the reaction diagram
the enzyme oxygenates linolenic acid more effectively than linoleic acid
the product is not determined
-
?
linolenic acid + O2
?
show the reaction diagram
LOX-3 displays a selective oxygenation of linolenic acid
-
-
?
alpha-linolenic acid + O2
13-S-hydroperoxyoctadeca-9, 11,15-trienoic acid
show the reaction diagram
arachidonic acid + O2
15-(S)-hydroperoxy-5(Z),8(Z),11(Z),13(E)-eicosatetraenoic acid
show the reaction diagram
isoform LOX2 shows 50% activity compared to alpha-linolenic acid
-
-
?
arachidonic acid + O2
?
show the reaction diagram
docosahexaenoic acid + O2
?
show the reaction diagram
linoleate + O2
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
show the reaction diagram
the enzyme oxygenates linolenic acid more effectively than linoleic acid
the enzyme forms exclusively (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
?
linoleic acid + O2
?
show the reaction diagram
linolenate + O2
?
show the reaction diagram
the enzyme oxygenates linolenic acid more effectively than linoleic acid
the product is not determined
-
?
linolenic acid + O2
?
show the reaction diagram
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
alpha-linolenic acid + O2
13-S-hydroperoxyoctadeca-9, 11,15-trienoic acid
show the reaction diagram
-
-
-
?
alpha-linolenic acid + O2
13-S-hydroperoxyoctadeca-9, 11,15-trienoic acid
show the reaction diagram
-
-
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ca2+
isoform LOX3 exhibits 117% activity at 1 mM
Iron
contains non-heme iron
Mg2+
isoform LOX3 exhibits 135% activity at 1 mM
Cd2+
isoform LOX2 exhibits 220% activity at 1 mM
Iron
contains non-heme iron
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Cd2+
complete inhibition at 1 mM
cis-(+)-12-oxophytodienoic acid
isoform LOX3 exhibits 60% residual activity at 2.8 mM
Cu2+
complete inhibition at 1 mM
methyl jasmonate
isoform LOX3 exhibits 85% residual activity at 2.8 mM
N-ethylmaleimide
isoform LOX3 exhibits 51% residual activity at 2.8 mM
Cd2+
complete inhibition at 1 mM
cis-(+)-12-oxophytodienoic acid
methyl jasmonate
N-ethylmaleimide
salicylic acid
isoform LOX2 exhibits 96% residual activity at 2.8 mM
traumatic acid
isoform LOX2 exhibits 95% residual activity at 2.8 mM
-
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.007
alpha-linolenic acid
isoform LOX3, at pH 7.2 and 25°C
0.0012 - 0.0263
alpha-linolenic acid
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.048 - 2.8
cis-(+)-12-oxophytodienoic acid
1
Cu2+
Arabidopsis thaliana
isoform LOX2, at pH 7.2 and 25°C
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
LOX-3 is a 13S-lipoxygenases, it has no dual positional specificity
physiological function
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
LOX3_ARATH
919
0
103726
Swiss-Prot
Chloroplast (Reliability: 3)
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 96791, isoform LOX3, calculated from amino acid sequence
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
Ni-NTA column chromatography
Ni-NTA column chromatography
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli NiCo21(DE3) cells
expression in insect cells
recombinant baculovirus expressing LOX3 (pFastBac) plasmid transferred into Escherichia coli DH10Bac containing the baculovirus shuttle vector bMON14272 and the helper plasmid pMON7124. Recombinant bacmid DNA transfected into High Five insect cells
expressed in Escherichia coli NiCo21(DE3) cells
expression in insect cells
recombinant baculovirus expressing LOX2 (pFastBac) plasmid transferred into Escherichia coli DH10Bac containing the baculovirus shuttle vector bMON14272 and the helper plasmid pMON7124. Recombinant bacmid DNA transfected into High Five insect cells
recombinant baculovirus expressing LOX4 (pFastBac) plasmid transferred into Escherichia coli DH10Bac containing the baculovirus shuttle vector bMON14272 and the helper plasmid pMON7124. Recombinant bacmid DNA transfected into High Five insect cells
recombinant baculovirus expressing LOX6 (pFastBac) plasmid transferred into Escherichia coli DH10Bac containing the baculovirus shuttle vector bMON14272 and the helper plasmid pMON7124. Recombinant bacmid DNA transfected into High Five insect cells
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Bannenberg, G.; Martnez, M.; Hamberg, M.; Castresana, C.
Diversity of the enzymatic activity in the lipoxygenase gene family of Arabidopsis thaliana
Lipids
44
85-95
2008
Arabidopsis thaliana (P38418), Arabidopsis thaliana (Q9CAG3), Arabidopsis thaliana (Q9FNX8), Arabidopsis thaliana (Q9LNR3), Arabidopsis thaliana
Manually annotated by BRENDA team
Maynard, D.; Chibani, K.; Schmidtpott, S.; Seidel, T.; Spross, J.; Viehhauser, A.; Dietz, K.J.
Biochemical characterization of 13-lipoxygenases of Arabidopsis thaliana
Int. J. Mol. Sci.
22
10237
2021
Arabidopsis thaliana (P38418), Arabidopsis thaliana (Q9CAG3), Arabidopsis thaliana (Q9FNX8), Arabidopsis thaliana (Q9LNR3)
Manually annotated by BRENDA team