BRENDA - Enzyme Database
show all sequences of 1.13.11.60

Expression of 5,8-LDS of Aspergillus fumigatus and its dioxygenase domain. A comparison with 7,8-LDS, 10-dioxygenase, and cyclooxygenase

Hoffmann, I.; Jerneren, F.; Garscha, U.; Oliw, E.H.; Arch. Biochem. Biophys. 506, 216-222 (2010)

Data extracted from this reference:

Cloned(Commentary)
Cloned (Commentary)
Organism
expression in Escherichia coli and in insect cells
Aspergillus fumigatus
expression in Escherichia coli and in insect cells
Gaeumannomyces graminis
Engineering
Protein Variants
Commentary
Organism
C1006S
the hydroperoxide isomerase activity of 5,8-LDS mutant is abolished
Aspergillus fumigatus
C1006S/V328F
the mutant forms after reduction of hydroperoxides to alcohols, (8R)-hydroperoxy-(9Z,12Z)-octadecadienoic acid and (10R)-hydroxy-(8E,12Z)-octadecadienoic acid in the same relative amounts
Aspergillus fumigatus
C1006S/V328L
the mutant forms after reduction of hydroperoxides to alcohols, (8R)-hydroperoxy-(9Z,12Z)-octadecadienoic acid and (10R)-hydroxy-(8E,12Z)-octadecadienoic acid in the same relative amounts
Aspergillus fumigatus
C1006S/V328S
the mutant forms after reduction of hydroperoxides to alcohols, (8R)-hydroperoxy-(9Z,12Z)-octadecadienoic acid and (10R)-hydroxy-(8E,12Z)-octadecadienoic acid in the same relative amounts
Aspergillus fumigatus
additional information
replacements of Tyr and Cys in the conserved YRWH and FXXGPHXCLG sequences abolished 8R-dioxygenase and hydroperoxide isomerase activities, respectively. N-terminal expression constructs of 5,8- and 7,8-LDS (674 of 1079, and 673 of 1165 residues), containing one additional alpha-helix compared to cyclooxygenase-1, yields prominent 8R-DOX activities with apparently unchanged or slightly lower substrate affinities, respectively; replacements of Tyr and Cys in the conserved YRWH and FXXGPHXCLG sequences abolishes 8R-dioxygenase (8-DOX) and hydroperoxide isomerase activities, respectively. Val328 of 5,8-LDS does not influence the position of oxygenation
Aspergillus fumigatus
Y374F
mutation in the conserved sequence YRWH results in loss of linoleate 8R-lipoxygenase activity, whereas the hydroperoxide isomerase activity is retained
Aspergillus fumigatus
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
additional information
-
additional information
kinetic data of truncated enzymes
Aspergillus fumigatus
additional information
-
additional information
kinetic data of truncated enzymes
Gaeumannomyces graminis
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
linoleate + O2
Gaeumannomyces graminis
-
(8R,10E,12Z)-8-hydroperoxy-10,12-octadecadienoate
-
-
?
linoleate + O2
Aspergillus fumigatus
i.e. (9Z,12Z)-octadeca-9,12-dienoate
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
?
linoleate + O2
Aspergillus fumigatus
all-cis-9,12-octadecadienoic acid
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate
-
-
?
Organism
Organism
UniProt
Commentary
Textmining
Aspergillus fumigatus
-
-
-
Aspergillus fumigatus
C1KH66
-
-
Gaeumannomyces graminis
-
-
-
Source Tissue
Source Tissue
Commentary
Organism
Textmining
mycelium
-
Gaeumannomyces graminis
-
mycelium
-
Aspergillus fumigatus
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
(11Z)-icosa-11-enoate + O2
-
711024
Aspergillus fumigatus
?
-
-
-
?
(11Z,14Z)-icosa-11,14-dienoic acid + O2
-
711024
Aspergillus fumigatus
?
-
-
-
?
alpha-linolenate + O2
-
711024
Aspergillus fumigatus
?
-
-
-
?
elaidate + O2
-
711024
Aspergillus fumigatus
?
-
-
-
?
linoleate + O2
-
711024
Gaeumannomyces graminis
(8R,10E,12Z)-8-hydroperoxy-10,12-octadecadienoate
-
-
-
?
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate
711024
Gaeumannomyces graminis
(8R,10E,12Z)-8-hydroperoxy-10,12-octadecadienoate
-
-
-
?
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate
711024
Aspergillus fumigatus
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
-
?
linoleate + O2
all-cis-9,12-octadecadienoic acid
711024
Aspergillus fumigatus
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate
-
-
-
?
additional information
the recombinant enzyme expressed in insect cells, oxygenates 16:1n-7, 18:1n-7, 18:2n-6, 18:3n-3, 20:1n-9, 20:1n-11, and 20:2n-6 at the allylic carbon closest to the carboxyl group
711024
Gaeumannomyces graminis
?
-
-
-
-
palmitoleate + O2
-
711024
Aspergillus fumigatus
?
-
-
-
?
Synonyms
Synonyms
Commentary
Organism
5,8-LDS
bifunctional enzyme
Aspergillus fumigatus
5,8-LDS
-
Aspergillus fumigatus
5,8-linoleate diol synthase
bifunktional enzyme
Aspergillus fumigatus
5,8-linoleate diol synthase
-
Aspergillus fumigatus
7,8-LDS
bifunctional enzyme
Gaeumannomyces graminis
7,8-linoleate diol synthase
bifunktional enzyme
Gaeumannomyces graminis
8-DOX
-
Aspergillus fumigatus
8-DOX
-
Gaeumannomyces graminis
8R-dioxygenase
-
Aspergillus fumigatus
Cloned(Commentary) (protein specific)
Commentary
Organism
expression in Escherichia coli and in insect cells
Aspergillus fumigatus
expression in Escherichia coli and in insect cells
Gaeumannomyces graminis
Engineering (protein specific)
Protein Variants
Commentary
Organism
C1006S
the hydroperoxide isomerase activity of 5,8-LDS mutant is abolished
Aspergillus fumigatus
C1006S/V328F
the mutant forms after reduction of hydroperoxides to alcohols, (8R)-hydroperoxy-(9Z,12Z)-octadecadienoic acid and (10R)-hydroxy-(8E,12Z)-octadecadienoic acid in the same relative amounts
Aspergillus fumigatus
C1006S/V328L
the mutant forms after reduction of hydroperoxides to alcohols, (8R)-hydroperoxy-(9Z,12Z)-octadecadienoic acid and (10R)-hydroxy-(8E,12Z)-octadecadienoic acid in the same relative amounts
Aspergillus fumigatus
C1006S/V328S
the mutant forms after reduction of hydroperoxides to alcohols, (8R)-hydroperoxy-(9Z,12Z)-octadecadienoic acid and (10R)-hydroxy-(8E,12Z)-octadecadienoic acid in the same relative amounts
Aspergillus fumigatus
additional information
replacements of Tyr and Cys in the conserved YRWH and FXXGPHXCLG sequences abolished 8R-dioxygenase and hydroperoxide isomerase activities, respectively. N-terminal expression constructs of 5,8- and 7,8-LDS (674 of 1079, and 673 of 1165 residues), containing one additional alpha-helix compared to cyclooxygenase-1, yields prominent 8R-DOX activities with apparently unchanged or slightly lower substrate affinities, respectively
Aspergillus fumigatus
additional information
replacements of Tyr and Cys in the conserved YRWH and FXXGPHXCLG sequences abolishes 8R-dioxygenase (8-DOX) and hydroperoxide isomerase activities, respectively. Val328 of 5,8-LDS does not influence the position of oxygenation
Aspergillus fumigatus
Y374F
mutation in the conserved sequence YRWH results in loss of linoleate 8R-lipoxygenase activity, whereas the hydroperoxide isomerase activity is retained
Aspergillus fumigatus
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
additional information
-
additional information
kinetic data of truncated enzymes
Aspergillus fumigatus
additional information
-
additional information
kinetic data of truncated enzymes
Gaeumannomyces graminis
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
linoleate + O2
Gaeumannomyces graminis
-
(8R,10E,12Z)-8-hydroperoxy-10,12-octadecadienoate
-
-
?
linoleate + O2
Aspergillus fumigatus
i.e. (9Z,12Z)-octadeca-9,12-dienoate
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
?
linoleate + O2
Aspergillus fumigatus
all-cis-9,12-octadecadienoic acid
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate
-
-
?
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
mycelium
-
Gaeumannomyces graminis
-
mycelium
-
Aspergillus fumigatus
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
(11Z)-icosa-11-enoate + O2
-
711024
Aspergillus fumigatus
?
-
-
-
?
(11Z,14Z)-icosa-11,14-dienoic acid + O2
-
711024
Aspergillus fumigatus
?
-
-
-
?
alpha-linolenate + O2
-
711024
Aspergillus fumigatus
?
-
-
-
?
elaidate + O2
-
711024
Aspergillus fumigatus
?
-
-
-
?
linoleate + O2
-
711024
Gaeumannomyces graminis
(8R,10E,12Z)-8-hydroperoxy-10,12-octadecadienoate
-
-
-
?
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate
711024
Gaeumannomyces graminis
(8R,10E,12Z)-8-hydroperoxy-10,12-octadecadienoate
-
-
-
?
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate
711024
Aspergillus fumigatus
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
-
?
linoleate + O2
all-cis-9,12-octadecadienoic acid
711024
Aspergillus fumigatus
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate
-
-
-
?
additional information
the recombinant enzyme expressed in insect cells, oxygenates 16:1n-7, 18:1n-7, 18:2n-6, 18:3n-3, 20:1n-9, 20:1n-11, and 20:2n-6 at the allylic carbon closest to the carboxyl group
711024
Gaeumannomyces graminis
?
-
-
-
-
palmitoleate + O2
-
711024
Aspergillus fumigatus
?
-
-
-
?
General Information
General Information
Commentary
Organism
malfunction
replacements of Tyr and Cys in the conserved YRWH and FXXGPHXCLG sequences abolished 8R-dioxygenase and hydroperoxide isomerase activities, respectively
Aspergillus fumigatus
additional information
Val-328 of 5,8-LDS does not influence the position of oxygenation in contrast to the homologous residues Val-349 of COX-1 and Leu-384 of 10R-dioxygenase. About 675 amino acids are sufficient to support 8-DOX activity
Aspergillus fumigatus
General Information (protein specific)
General Information
Commentary
Organism
malfunction
replacements of Tyr and Cys in the conserved YRWH and FXXGPHXCLG sequences abolished 8R-dioxygenase and hydroperoxide isomerase activities, respectively
Aspergillus fumigatus
additional information
Val-328 of 5,8-LDS does not influence the position of oxygenation in contrast to the homologous residues Val-349 of COX-1 and Leu-384 of 10R-dioxygenase. About 675 amino acids are sufficient to support 8-DOX activity
Aspergillus fumigatus
Other publictions for EC 1.13.11.60
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
Synonyms
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)
741712
Seo
Characterization of a recombi ...
Colletotrichum gloeosporioides, Colletotrichum gloeosporioides KACC 40961
Appl. Microbiol. Biotechnol.
100
3087-3099
2016
1
-
1
-
11
-
-
17
-
-
1
1
1
5
-
-
1
-
-
1
8
-
25
3
1
2
-
1
18
3
-
-
-
-
-
-
1
-
1
-
-
11
-
-
-
-
17
-
-
1
1
1
-
-
1
-
1
8
-
25
3
2
-
1
18
3
-
-
-
-
-
-
-
20
20
742730
Seo
Production of 7,8-dihydroxy u ...
Colletotrichum gloeosporioides, Colletotrichum gloeosporioides KACC 40961
J. Agric. Food Chem.
64
8555-8562
2016
1
1
1
-
1
-
-
-
-
-
-
2
-
6
-
-
1
-
-
1
-
-
14
-
3
1
-
-
-
1
-
-
-
-
-
-
1
1
1
-
-
1
-
-
-
-
-
-
-
-
2
-
-
-
1
-
1
-
-
14
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
743200
Sooman
Discovery of a novel linoleat ...
Colletotrichum graminicola, Colletotrichum graminicola M1.001, Colletotrichum graminicola M1.001 / M2 / FGSC 10212, Fusarium oxysporum, Fusarium oxysporum Fo5176
Lipids
50
1243-1252
2015
-
-
1
-
-
-
-
-
-
-
-
5
-
13
-
-
-
-
-
-
-
-
29
-
8
2
2
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
5
-
-
-
-
-
-
-
-
29
-
2
2
-
-
-
-
-
-
-
2
2
-
-
-
724132
Hoffmann
7,8- and 5,8-linoleate diol sy ...
Aspergillus fumigatus, Gaeumannomyces graminis
Arch. Biochem. Biophys.
539
87-91
2013
-
-
2
-
7
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
5
2
4
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
7
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
5
2
-
-
-
-
-
-
-
-
-
2
2
-
-
-
711024
Hoffmann
Expression of 5,8-LDS of Asper ...
Aspergillus fumigatus, Gaeumannomyces graminis
Arch. Biochem. Biophys.
506
216-222
2010
-
-
2
-
6
-
-
2
-
-
-
3
-
4
-
-
-
-
-
2
-
-
10
-
10
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
7
-
-
-
-
2
-
-
-
3
-
-
-
-
-
2
-
-
10
-
-
-
-
-
-
-
-
-
-
2
2
-
-
-
714317
Jernerén
Reaction mechanism of 5,8-lino ...
Aspergillus clavatus
Biochim. Biophys. Acta
1801
503-507
2010
-
-
-
-
-
-
-
-
-
-
-
1
-
4
-
-
-
-
-
-
-
-
2
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
704466
Brodhun
Identification of PpoA from As ...
Aspergillus nidulans
J. Biol. Chem.
284
11792-11805
2009
-
-
1
-
2
-
1
4
-
-
2
1
-
1
-
-
1
-
-
-
1
-
7
1
1
1
-
-
4
1
-
-
2
-
-
-
-
-
1
2
-
2
-
-
1
-
4
-
-
2
1
-
-
-
1
-
-
1
-
7
1
1
-
-
4
1
-
-
-
-
-
-
-
4
4
704475
Garscha
Leucine/valine residues direct ...
Gaeumannomyces graminis
J. Biol. Chem.
284
13755-13765
2009
-
-
1
-
4
-
-
-
-
-
-
1
-
2
-
-
-
-
-
-
-
-
2
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
4
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
702018
Garscha
Pichia expression and mutagene ...
Gaeumannomyces graminis, Gaeumannomyces graminis var. avenae
Biochem. Biophys. Res. Commun.
373
579-583
2008
-
-
1
-
3
-
-
-
-
-
-
2
-
4
-
1
1
-
-
-
-
-
4
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
3
-
-
-
-
-
-
-
-
2
-
-
1
1
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
703700
Garscha
Critical amino acids for the 8 ...
Gaeumannomyces graminis
FEBS Lett.
582
3547-3551
2008
-
-
1
-
11
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
3
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
11
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
285246
Hörnsten
Cloning of linoleate diol synt ...
Gaeumannomyces graminis
J. Biol. Chem.
274
28219-28224
1999
-
-
1
-
-
-
-
-
-
1
1
-
-
2
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
285251
Oliw
Catalytic properties of linole ...
Gaeumannomyces graminis
Adv. Exp. Med. Biol.
469
679-685
1999
2
-
-
-
-
-
2
-
-
-
1
1
-
2
-
-
-
-
-
1
-
-
1
1
-
-
-
-
-
-
-
-
1
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2
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1
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2
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1
1
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1
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1
1
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285244
Su
A protein radical and ferryl i ...
Gaeumannomyces graminis
J. Biol. Chem.
273
20744-20751
1998
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1
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2
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4
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1
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1
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5
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1
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2
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2
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2
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2
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2
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5
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285243
Su
Purification and characterizat ...
Gaeumannomyces graminis
J. Biol. Chem.
271
14112-14118
1996
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2
2
2
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2
1
1
1
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1
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1
1
1
2
1
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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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2
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2
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2
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2
1
1
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1
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1
1
1
2
1
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1
1
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1
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285249
Su
Studies on linoleic acid 8R-di ...
Gaeumannomyces graminis
Lipids
30
43-50
1995
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1
16
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1
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3
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1
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1
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1
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1
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1
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1
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16
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1
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1
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1
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1
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1
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285247
Brodowsky
BW A4C and other hydroxamic ac ...
Gaeumannomyces graminis
Eur. J. Pharmacol.
254
43-47
1994
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12
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1
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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
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6
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6
12
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1
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1
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1
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1
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1
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285248
Brodowsky
Linoleic acid 8R-dioxygenase a ...
Gaeumannomyces graminis
Ann. N. Y. Acad. Sci.
744
314-316
1994
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5
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1
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2
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1
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2
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5
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5
5
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1
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1
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285250
Hamberg
Sequential oxygenation of lino ...
Gaeumannomyces graminis
Arch. Biochem. Biophys.
309
77-80
1994
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2
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1
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4
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2
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4
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285245
Brodowsky
A linoleic acid (8R)-dioxygena ...
Gaeumannomyces graminis
J. Biol. Chem.
267
14738-14745
1992
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1
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1
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1
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1
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1
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