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 abolishes 8R-dioxygenase (8-DOX) and hydroperoxide isomerase activities, respectively. Val328 of 5,8-LDS does not influence the position of oxygenation
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
Y374F
mutation in the conserved sequence YRWH results in loss of linoleate 8R-lipoxygenase activity, whereas the hydroperoxide isomerase activity is retained
Aspergillus fumigatus
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
?
(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
?
?
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 abolishes 8R-dioxygenase (8-DOX) and hydroperoxide isomerase activities, respectively. Val328 of 5,8-LDS does not influence the position of oxygenation
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
Y374F
mutation in the conserved sequence YRWH results in loss of linoleate 8R-lipoxygenase activity, whereas the hydroperoxide isomerase activity is retained
Aspergillus fumigatus
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
?
(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
?
?
741712
Seo
Characterization of a recombi ...
Colletotrichum gloeosporioides, Colletotrichum gloeosporioides KACC 40961
Appl. Microbiol. Biotechnol.
100
3087-3099
2016
1
-
2
-
11
-
-
20
-
-
2
1
1
7
-
-
1
-
-
1
9
-
25
3
1
4
-
1
20
5
-
-
-
-
-
-
1
-
2
-
-
11
-
-
-
-
20
-
-
2
1
1
-
-
1
-
1
9
-
25
3
4
-
1
20
5
-
-
-
-
-
-
-
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
2
-
1
-
-
-
-
-
-
2
-
11
-
-
1
-
-
1
-
-
14
-
3
1
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-
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1
-
-
-
-
-
-
1
1
2
-
-
1
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-
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2
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1
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1
-
-
14
-
1
-
-
-
1
-
-
-
-
-
-
-
-
-
743200
Sooman
Discovery of a novel linoleat ...
Colletotrichum graminicola, Fusarium oxysporum, Colletotrichum graminicola M1.001, Colletotrichum graminicola M1.001 / M2 / FGSC 10212, Fusarium oxysporum Fo5176
Lipids
50
1243-1252
2015
-
-
1
-
-
-
-
-
-
-
-
5
-
18
-
-
-
-
-
-
-
-
29
-
8
2
2
-
-
-
-
-
-
-
-
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1
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-
-
-
-
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-
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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
-
-
-
-
-
-
-
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6
-
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-
-
-
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5
2
4
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2
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7
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-
-
-
-
-
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
-
7
-
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2
-
-
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3
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6
-
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-
-
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2
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10
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10
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2
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7
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2
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3
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-
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2
-
-
10
-
-
-
-
-
-
-
-
-
-
2
2
-
-
-
714317
Jernerén
Reaction mechanism of 5,8-lino ...
Aspergillus clavatus
Biochim. Biophys. Acta
1801
503-507
2010
-
-
-
-
-
-
-
-
-
-
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1
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7
-
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2
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3
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1
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2
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
704466
Brodhun
Identification of PpoA from As ...
Aspergillus nidulans
J. Biol. Chem.
284
11792-11805
2009
-
-
1
-
2
-
1
4
-
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2
1
-
1
-
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1
-
-
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1
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7
1
1
1
-
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4
1
-
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2
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-
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1
2
-
2
-
-
1
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4
-
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2
1
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-
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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
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2
-
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-
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-
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2
-
2
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1
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4
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1
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2
-
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-
-
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-
-
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-
-
-
-
-
702018
Garscha
Pichia expression and mutagene ...
Gaeumannomyces graminis, Gaeumannomyces graminis var. avenae
Biochem. Biophys. Res. Commun.
373
579-583
2008
-
-
1
-
3
-
-
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-
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2
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6
-
1
1
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4
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2
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1
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1
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4
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-
-
-
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-
-
-
-
703700
Garscha
Critical amino acids for the 8 ...
Gaeumannomyces graminis
FEBS Lett.
582
3547-3551
2008
-
-
1
-
11
-
-
-
-
-
-
-
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1
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-
-
-
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1
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3
-
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1
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1
1
-
11
-
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-
-
-
-
1
-
-
-
-
-
-
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-
-
-
-
-
-
-
-
285246
Hörnsten
Cloning of linoleate diol synt ...
Gaeumannomyces graminis
J. Biol. Chem.
274
28219-28224
1999
-
-
1
-
-
-
-
-
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1
1
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3
-
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1
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1
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1
1
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-
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1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
285251
Oliw
Catalytic properties of linole ...
Gaeumannomyces graminis
Adv. Exp. Med. Biol.
469
679-685
1999
2
-
-
-
-
-
2
-
-
-
1
1
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3
-
-
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-
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1
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1
1
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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
-
-
-
-
-
-
-
-
-
-
-
-
-
-
285244
Su
A protein radical and ferryl i ...
Gaeumannomyces graminis
J. Biol. Chem.
273
20744-20751
1998
-
-
-
-
-
-
1
-
-
-
-
2
-
5
-
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2
-
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2
-
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5
-
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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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2
-
-
5
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
285243
Su
Purification and characterizat ...
Gaeumannomyces graminis
J. Biol. Chem.
271
14112-14118
1996
-
-
-
-
-
2
2
2
-
-
2
1
1
1
-
-
1
-
-
1
1
1
2
1
-
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-
-
1
1
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1
-
1
-
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-
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1
-
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2
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2
-
2
-
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2
1
1
-
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1
-
1
1
1
2
1
-
-
-
1
1
-
-
1
-
-
-
-
-
-
285249
Su
Studies on linoleic acid 8R-di ...
Gaeumannomyces graminis
Lipids
30
43-50
1995
-
-
-
-
-
1
16
-
-
-
-
1
-
6
-
-
1
-
-
-
-
-
1
-
1
-
-
-
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1
-
-
-
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1
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-
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-
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1
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16
-
-
-
-
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1
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1
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-
-
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1
-
-
-
-
-
1
-
-
1
-
-
-
-
-
-
285247
Brodowsky
BW A4C and other hydroxamic ac ...
Gaeumannomyces graminis
Eur. J. Pharmacol.
254
43-47
1994
-
-
-
-
-
-
12
-
-
-
-
1
-
4
-
-
-
-
-
1
-
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1
-
-
-
-
-
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1
-
1
-
-
-
6
-
-
-
-
-
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-
6
12
-
-
-
-
-
1
-
-
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-
-
1
-
-
1
-
-
-
-
-
1
-
1
-
-
-
-
-
-
-
285248
Brodowsky
Linoleic acid 8R-dioxygenase a ...
Gaeumannomyces graminis
Ann. N. Y. Acad. Sci.
744
314-316
1994
-
-
-
-
-
-
5
-
-
-
-
1
-
3
-
-
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-
-
-
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1
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2
-
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-
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5
-
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5
5
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-
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1
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-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
285250
Hamberg
Sequential oxygenation of lino ...
Gaeumannomyces graminis
Arch. Biochem. Biophys.
309
77-80
1994
-
-
-
-
-
-
-
-
-
-
-
2
-
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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