BRENDA - Reference to 1.13.11.60; Id = 711024

expression in Escherichia coli and in insect cells

Aspergillus fumigatus

expression in Escherichia coli and in insect cells

Gaeumannomyces graminis

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

additional information

-

additional information

kinetic data of truncated enzymes

Aspergillus fumigatus

additional information

-

additional information

kinetic data of truncated enzymes

Gaeumannomyces graminis

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

-

?

Aspergillus fumigatus

-

Aspergillus fumigatus

C1KH66

-

Gaeumannomyces graminis

-

mycelium

-

Gaeumannomyces graminis

-

mycelium

-

Aspergillus fumigatus

-

(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

?

-

?

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

expression in Escherichia coli and in insect cells

Aspergillus fumigatus

expression in Escherichia coli and in insect cells

Gaeumannomyces graminis

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

additional information

-

additional information

kinetic data of truncated enzymes

Aspergillus fumigatus

additional information

-

additional information

kinetic data of truncated enzymes

Gaeumannomyces graminis

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

-

?

mycelium

-

Gaeumannomyces graminis

-

mycelium

-

Aspergillus fumigatus

-

(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

?

-

?

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

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

741712

Seo

Characterization of a recombi ...

Colletotrichum gloeosporioides, Colletotrichum gloeosporioides KACC 40961

Appl. Microbiol. Biotechnol.

100

3087-3099

2016

1

-

1

-

11

-

17

-

1

5

-

1

-

1

8

-

25

3

1

2

-

1

18

3

-

1

-

1

-

11

-

17

-

1

-

1

-

1

8

-

25

3

2

-

1

18

3

-

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

-

6

-

1

-

1

-

14

-

3

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

-

1

-

5

-

29

-

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

-

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

-

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

-

4

1

-

2

-

1

2

-

2

-

1

-

4

-

2

1

-

1

-

1

-

7

1

-

4

1

-

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

-

4

-

2

-

1

-

3

-

2

-

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

-

11

-

1

-

285246

Hörnsten

Cloning of linoleate diol synt ...

Gaeumannomyces graminis

J. Biol. Chem.

274

28219-28224

1999

-

1

-

1

-

2

-

1

-

1

-

1

-

1

-

285251

Oliw

Catalytic properties of linole ...

Gaeumannomyces graminis

Adv. Exp. Med. Biol.

469

679-685

1999

2

-

2

-

1

-

2

-

1

-

1

-

1

-

2

-

1

-

2

-

1

-

1

-

1

-

285244

Su

A protein radical and ferryl i ...

Gaeumannomyces graminis

J. Biol. Chem.

273

20744-20751

1998

-

1

-

2

-

4

-

1

-

1

-

5

-

1

-

2

-

2

-

2

-

2

-

2

-

5

-

285243

Su

Purification and characterizat ...

Gaeumannomyces graminis

J. Biol. Chem.

271

14112-14118

1996

-

2

-

2

1

-

1

-

1

2

1

-

1

-

1

-

1

-

1

-

2

-

2

-

2

-

2

1

-

1

-

1

2

1

-

1

-

1

-

285249

Su

Studies on linoleic acid 8R-di ...

Gaeumannomyces graminis

Lipids

30

43-50

1995

-

1

16

-

1

-

3

-

1

-

1

-

1

-

1

-

1

-

1

-

16

-

1

-

1

-

1

-

1

-

1

-

285247

Brodowsky

BW A4C and other hydroxamic ac ...

Gaeumannomyces graminis

Eur. J. Pharmacol.

254

43-47

1994

-

12

-

1

-

2

-

1

-

1

-

1

-

1

-

6

-

6

12

-

1

-

1

-

1

-

1

-

1

-

285248

Brodowsky

Linoleic acid 8R-dioxygenase a ...

Gaeumannomyces graminis

Ann. N. Y. Acad. Sci.

744

314-316

1994

-

5

-

1

-

2

-

1

-

2

-

5

-

5

-

1

-

1

-

285250

Hamberg

Sequential oxygenation of lino ...

Gaeumannomyces graminis

Arch. Biochem. Biophys.

309

77-80

1994

-

2

-

1

-

4

-

2

-

4

-

285245

Brodowsky

A linoleic acid (8R)-dioxygena ...

Gaeumannomyces graminis

J. Biol. Chem.

267

14738-14745

1992

-

1

-

1

-

1

-

1

-

1

-

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

Data extracted from this reference: