BRENDA - Enzyme Database show
show all sequences of 1.13.11.12

Characterization of an omega-6 linoleate lipoxygenase from Burkholderia thailandensis and its application in the production of 13-hydroxyoctadecadienoic acid

An, J.U.; Kim, B.J.; Hong, S.H.; Oh, D.K.; Appl. Microbiol. Biotechnol. 99, 5487-5497 (2015)

Data extracted from this reference:

Activating Compound
Activating Compound
Commentary
Organism
Structure
methanol
the enzyme activity is the highest when methanol is used as solvent, optimal at 6%
Burkholderia thailandensis
Application
Application
Commentary
Organism
synthesis
application of the enzyme in the production of 13-hydroxyoctadecadienoic acid
Burkholderia thailandensis
Cloned(Commentary)
Commentary
Organism
DNA and amino acid sequence determination and analysis, sequence comparisons, recombinant expression of His-tagged enzyme in Escherichia coli strain ER2566
Burkholderia thailandensis
Inhibitors
Inhibitors
Commentary
Organism
Structure
Co2+
inhibits at 1 mM
Burkholderia thailandensis
Cu2+
required for optimal activity, activates at 0.1 mM, inhibits at 1 mM
Burkholderia thailandensis
Fe2+
inhibits at 1 mM
Burkholderia thailandensis
Ni2+
inhibits at 1 mM
Burkholderia thailandensis
Zn2+
activates at 1 mM, inhibits at 0.1 mM
Burkholderia thailandensis
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
additional information
-
additional information
Michaelis-Menten kinetics
Burkholderia thailandensis
0.0415
-
linoleate
pH 7.5, 25°C
Burkholderia thailandensis
0.0598
-
alpha-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
0.0881
-
gamma-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
0.0978
-
arachidonate
pH 7.5, 25°C
Burkholderia thailandensis
Metals/Ions
Metals/Ions
Commentary
Organism
Structure
Ca2+
activates at 1 mM
Burkholderia thailandensis
Cu2+
required for optimal activity, activates at 0.1 mM, inhibits at 1 mM
Burkholderia thailandensis
Fe2+
required, a non-heme-iron-containing enzyme, inhibits at 1 mM of exogenous Fe2+
Burkholderia thailandensis
Mg2+
activates at 1 mM
Burkholderia thailandensis
Zn2+
activates at 1 mM, inhibits at 0.1 mM
Burkholderia thailandensis
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
150000
-
gel filtration
Burkholderia thailandensis
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
alpha-linolenate + O2
Burkholderia thailandensis
-
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
?
alpha-linolenate + O2
Burkholderia thailandensis KCTC 23190
-
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
?
arachidonate + O2
Burkholderia thailandensis
-
?
-
-
?
arachidonate + O2
Burkholderia thailandensis KCTC 23190
-
?
-
-
?
gamma-linolenate + O2
Burkholderia thailandensis
-
?
-
-
?
linoleate + O2
Burkholderia thailandensis
-
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
?
linoleate + O2
Burkholderia thailandensis KCTC 23190
-
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Burkholderia thailandensis
-
-
-
Burkholderia thailandensis KCTC 23190
-
-
-
Purification (Commentary)
Commentary
Organism
recombinant His-tagged enzyme from Escherichia coli strain ER2566 by HisTrap affinity chromatographyand dialysis
Burkholderia thailandensis
Specific Activity [micromol/min/mg]
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
2.9
-
purified His-tagged enzyme, pH 7.5, 25°C, with substrate gamma-linolenic acid
Burkholderia thailandensis
10.5
-
purified His-tagged enzyme, pH 7.5, 25°C, with substrate alpha-linolenic acid
Burkholderia thailandensis
22.6
-
purified His-tagged enzyme, pH 7.5, 25°C, with substrate arachidonic acid
Burkholderia thailandensis
26.4
-
purified His-tagged enzyme, pH 7.5, 25°C, with substrate linoleic acid
Burkholderia thailandensis
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
alpha-linolenate + O2
-
741748
Burkholderia thailandensis
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
?
alpha-linolenate + O2
-
741748
Burkholderia thailandensis KCTC 23190
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
?
arachidonate + O2
-
741748
Burkholderia thailandensis
?
-
-
-
?
arachidonate + O2
-
741748
Burkholderia thailandensis KCTC 23190
?
-
-
-
?
gamma-linolenate + O2
-
741748
Burkholderia thailandensis
?
-
-
-
?
linoleate + O2
-
741748
Burkholderia thailandensis
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
-
?
linoleate + O2
-
741748
Burkholderia thailandensis KCTC 23190
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
-
?
additional information
substrate specificity, overview
741748
Burkholderia thailandensis
?
-
-
-
-
additional information
the optimal substrate concentration in the enzyme assay is 20 g/l
741748
Burkholderia thailandensis
?
-
-
-
-
additional information
substrate specificity, overview
741748
Burkholderia thailandensis KCTC 23190
?
-
-
-
-
additional information
the optimal substrate concentration in the enzyme assay is 20 g/l
741748
Burkholderia thailandensis KCTC 23190
?
-
-
-
-
Subunits
Subunits
Commentary
Organism
homodimer
2 * 75000, SDS-PAGE
Burkholderia thailandensis
Temperature Optimum [°C]
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
25
-
-
Burkholderia thailandensis
Temperature Range [°C]
Temperature Minimum [°C]
Temperature Maximum [°C]
Commentary
Organism
10
40
over 50% of maximal activity within this range
Burkholderia thailandensis
Temperature Stability [°C]
Temperature Stability Minimum [°C]
Temperature Stability Maximum [°C]
Commentary
Organism
20
40
thermal inactivation of the purified recombinant enzyme follows first-order kinetics, with half-lives for linoleic acid of 900, 122, 51, and 21 min at 20°C, 25°C, 30°C, 35!C, and 40°C, respectively. Instability of the enzyme above 30°C
Burkholderia thailandensis
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
13.6
-
gamma-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
42
-
alpha-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
93.7
-
linoleate
pH 7.5, 25°C
Burkholderia thailandensis
112
-
arachidonate
pH 7.5, 25°C
Burkholderia thailandensis
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.5
-
-
Burkholderia thailandensis
pH Range
pH Minimum
pH Maximum
Commentary
Organism
6.5
8.5
over 50% of maximal activity at pH 6.5-8.0, 40% of maximal activity at pH 8.5
Burkholderia thailandensis
Activating Compound (protein specific)
Activating Compound
Commentary
Organism
Structure
methanol
the enzyme activity is the highest when methanol is used as solvent, optimal at 6%
Burkholderia thailandensis
Application (protein specific)
Application
Commentary
Organism
synthesis
application of the enzyme in the production of 13-hydroxyoctadecadienoic acid
Burkholderia thailandensis
Cloned(Commentary) (protein specific)
Commentary
Organism
DNA and amino acid sequence determination and analysis, sequence comparisons, recombinant expression of His-tagged enzyme in Escherichia coli strain ER2566
Burkholderia thailandensis
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
Co2+
inhibits at 1 mM
Burkholderia thailandensis
Cu2+
required for optimal activity, activates at 0.1 mM, inhibits at 1 mM
Burkholderia thailandensis
Fe2+
inhibits at 1 mM
Burkholderia thailandensis
Ni2+
inhibits at 1 mM
Burkholderia thailandensis
Zn2+
activates at 1 mM, inhibits at 0.1 mM
Burkholderia thailandensis
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
additional information
-
additional information
Michaelis-Menten kinetics
Burkholderia thailandensis
0.0415
-
linoleate
pH 7.5, 25°C
Burkholderia thailandensis
0.0598
-
alpha-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
0.0881
-
gamma-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
0.0978
-
arachidonate
pH 7.5, 25°C
Burkholderia thailandensis
Metals/Ions (protein specific)
Metals/Ions
Commentary
Organism
Structure
Ca2+
activates at 1 mM
Burkholderia thailandensis
Cu2+
required for optimal activity, activates at 0.1 mM, inhibits at 1 mM
Burkholderia thailandensis
Fe2+
required, a non-heme-iron-containing enzyme, inhibits at 1 mM of exogenous Fe2+
Burkholderia thailandensis
Mg2+
activates at 1 mM
Burkholderia thailandensis
Zn2+
activates at 1 mM, inhibits at 0.1 mM
Burkholderia thailandensis
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
150000
-
gel filtration
Burkholderia thailandensis
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
alpha-linolenate + O2
Burkholderia thailandensis
-
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
?
alpha-linolenate + O2
Burkholderia thailandensis KCTC 23190
-
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
?
arachidonate + O2
Burkholderia thailandensis
-
?
-
-
?
arachidonate + O2
Burkholderia thailandensis KCTC 23190
-
?
-
-
?
gamma-linolenate + O2
Burkholderia thailandensis
-
?
-
-
?
linoleate + O2
Burkholderia thailandensis
-
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
?
linoleate + O2
Burkholderia thailandensis KCTC 23190
-
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
?
Purification (Commentary) (protein specific)
Commentary
Organism
recombinant His-tagged enzyme from Escherichia coli strain ER2566 by HisTrap affinity chromatographyand dialysis
Burkholderia thailandensis
Specific Activity [micromol/min/mg] (protein specific)
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
2.9
-
purified His-tagged enzyme, pH 7.5, 25°C, with substrate gamma-linolenic acid
Burkholderia thailandensis
10.5
-
purified His-tagged enzyme, pH 7.5, 25°C, with substrate alpha-linolenic acid
Burkholderia thailandensis
22.6
-
purified His-tagged enzyme, pH 7.5, 25°C, with substrate arachidonic acid
Burkholderia thailandensis
26.4
-
purified His-tagged enzyme, pH 7.5, 25°C, with substrate linoleic acid
Burkholderia thailandensis
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
alpha-linolenate + O2
-
741748
Burkholderia thailandensis
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
?
alpha-linolenate + O2
-
741748
Burkholderia thailandensis KCTC 23190
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
?
arachidonate + O2
-
741748
Burkholderia thailandensis
?
-
-
-
?
arachidonate + O2
-
741748
Burkholderia thailandensis KCTC 23190
?
-
-
-
?
gamma-linolenate + O2
-
741748
Burkholderia thailandensis
?
-
-
-
?
linoleate + O2
-
741748
Burkholderia thailandensis
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
-
?
linoleate + O2
-
741748
Burkholderia thailandensis KCTC 23190
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
-
?
additional information
substrate specificity, overview
741748
Burkholderia thailandensis
?
-
-
-
-
additional information
the optimal substrate concentration in the enzyme assay is 20 g/l
741748
Burkholderia thailandensis
?
-
-
-
-
additional information
substrate specificity, overview
741748
Burkholderia thailandensis KCTC 23190
?
-
-
-
-
additional information
the optimal substrate concentration in the enzyme assay is 20 g/l
741748
Burkholderia thailandensis KCTC 23190
?
-
-
-
-
Subunits (protein specific)
Subunits
Commentary
Organism
homodimer
2 * 75000, SDS-PAGE
Burkholderia thailandensis
Temperature Optimum [°C] (protein specific)
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
25
-
-
Burkholderia thailandensis
Temperature Range [°C] (protein specific)
Temperature Minimum [°C]
Temperature Maximum [°C]
Commentary
Organism
10
40
over 50% of maximal activity within this range
Burkholderia thailandensis
Temperature Stability [°C] (protein specific)
Temperature Stability Minimum [°C]
Temperature Stability Maximum [°C]
Commentary
Organism
20
40
thermal inactivation of the purified recombinant enzyme follows first-order kinetics, with half-lives for linoleic acid of 900, 122, 51, and 21 min at 20°C, 25°C, 30°C, 35!C, and 40°C, respectively. Instability of the enzyme above 30°C
Burkholderia thailandensis
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
13.6
-
gamma-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
42
-
alpha-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
93.7
-
linoleate
pH 7.5, 25°C
Burkholderia thailandensis
112
-
arachidonate
pH 7.5, 25°C
Burkholderia thailandensis
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.5
-
-
Burkholderia thailandensis
pH Range (protein specific)
pH Minimum
pH Maximum
Commentary
Organism
6.5
8.5
over 50% of maximal activity at pH 6.5-8.0, 40% of maximal activity at pH 8.5
Burkholderia thailandensis
General Information
General Information
Commentary
Organism
additional information
enzyme homology modeling using the crystal structure of linoleate 13-lipoxygenase from Pseudomonas aeruginosa, PDB entry 4G32, as a template
Burkholderia thailandensis
General Information (protein specific)
General Information
Commentary
Organism
additional information
enzyme homology modeling using the crystal structure of linoleate 13-lipoxygenase from Pseudomonas aeruginosa, PDB entry 4G32, as a template
Burkholderia thailandensis
KCat/KM [mM/s]
kcat/KM Value [1/mMs-1]
kcat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
150
-
gamma-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
700
-
alpha-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
1150
-
arachidonate
pH 7.5, 25°C
Burkholderia thailandensis
2260
-
linoleate
pH 7.5, 25°C
Burkholderia thailandensis
KCat/KM [mM/s] (protein specific)
KCat/KM Value [1/mMs-1]
KCat/KM Value Maximum [1/mMs-1]
Substrate
Commentary
Organism
Structure
150
-
gamma-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
700
-
alpha-linolenate
pH 7.5, 25°C
Burkholderia thailandensis
1150
-
arachidonate
pH 7.5, 25°C
Burkholderia thailandensis
2260
-
linoleate
pH 7.5, 25°C
Burkholderia thailandensis
Other publictions for EC 1.13.11.12
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
742050
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4
2
2
1
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4
2
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-
2
-
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2
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-
-
-
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4
2
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4
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-
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2
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4
4
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-
2
2
-
-
-
1
-
1
2
-
2
1
2
1
-
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1
-
-
-
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741748
An
Characterization of an omega- ...
Burkholderia thailandensis, Burkholderia thailandensis KCTC 23190
Appl. Microbiol. Biotechnol.
99
5487-5497
2015
1
1
1
-
-
-
5
5
-
5
1
7
-
5
-
-
1
-
-
-
4
-
11
1
1
1
1
4
1
1
-
-
-
-
-
1
1
1
-
-
-
-
-
5
-
5
-
5
1
7
-
-
-
1
-
-
4
-
11
1
1
1
1
4
1
1
-
-
-
1
1
-
4
4
741779
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-
-
1
-
-
-
-
-
1
-
-
3
-
5
-
-
1
-
-
2
-
-
3
-
-
-
-
2
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
3
-
-
-
1
-
2
-
-
3
-
-
-
-
2
-
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-
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1
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741974
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-
-
-
-
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1
-
-
-
-
-
1
-
-
1
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An iron 13S-lipoxygenase with ...
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711183
Osipova
Hexadecanoid pathway in plants ...
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711726
Rajic
The novel ketoprofen amides--s ...
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A lipoxygenase with dual posit ...
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Design, synthesis and SAR stud ...
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702638
Sadeghian
Design and synthesis of 4-meth ...
Glycine max
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702672
Detsi
Natural and synthetic 2-hydrox ...
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New tool to evaluate a compreh ...
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Functional characterization of ...
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Anthocyanins as lipoxygenase i ...
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706678
Tamas
Effect of cadmium and temperat ...
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Morphological transitions gove ...
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702550
Jacquot
Kinetic isotope effects in the ...
Glycine max
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1
705472
Bannenberg
Diversity of the enzymatic act ...
Arabidopsis thaliana
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Jacquot
Synthesis of 11-thialinoleic a ...
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1
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1
1
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1
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706121
Williams
Characterisation of lipoxygena ...
Olea europaea
Phytochemistry
69
2532-2538
2008
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2
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1
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1
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1
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1
4
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2
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2
2
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2
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1
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1
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1
4
-
2
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2
2
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706122
Hornung
Identification of an amino aci ...
Momordica charantia
Phytochemistry
69
2774-2780
2008
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1
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3
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2
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1
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706252
Wang
A novel lipoxygenase gene from ...
Oryza sativa
Plant Mol. Biol.
66
401-414
2008
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1
1
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1
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1
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5
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1
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3
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1
1
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1
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1
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1
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3
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1
1
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1
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2
1
1
2
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706929
Kubo
Evaluation of lipoxygenase inh ...
Glycine max
Z. Naturforsch. C
63
539-546
2008
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12
3
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3
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1
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1
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3
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6
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6
12
3
3
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1
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1
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706116
Lang
Oxylipin formation in Nostoc p ...
Nostoc punctiforme
Phytochemistry
68
1120-1127
2007
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1
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1
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6
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4
1
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1
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4
1
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1
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674135
Garbe
Dual positional and stereospec ...
Hordeum vulgare
J. Agric. Food Chem.
54
946-955
2006
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2
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1
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1
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1
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703531
Vörös
Characterization of a methylja ...
Hordeum vulgare
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251
36-44
1998
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1
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1
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4
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1
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2
1
1
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1
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1
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1
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2
1
1
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1
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703690
Feussner
All three acyl moieties of tri ...
Cucumis sativus
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431
433-436
1998
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1
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2
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2
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1
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2
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2
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704382
Royo
Characterization of three pota ...
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1
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704379
Peng
A novel lipoxygenase from rice ...
Oryza sativa
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269
3755-3761
1994
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