BRENDA - Reference to 1.13.11.60; Id = 285244

additional information

catalysis declines due to suicide inactivation; catalysis declines due to suicide inactivation. Following column chromatography, e.g. ion exchange or zinc-affinity chromatography, hydroperoxide isomerase activity is often decreased and sometimes even undetectable by TLC, whereas 8-dioxygenase activity is always present. However, storage of the enzyme for a few days on ice often restores the hydroperoxide isomerase and appeares to increase the 7,8-linoleate diol synthase activity as well

Gaeumannomyces graminis

linoleate + O2

Gaeumannomyces graminis

-

(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate

-

?

Gaeumannomyces graminis

-

Gaeumannomyces graminis

Q9UUS2

-

;

Gaeumannomyces graminis

mycelium

;

Gaeumannomyces graminis

-

linoleate + O2

-

285244

Gaeumannomyces graminis

(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate

-

?

linoleate + O2

bifunctional enzyme with linoleic acid (8R)-dioxygenase and hydroperoxide isomerase activities. The enzyme abstracts the 8-pro-S hydrogen from linoleic acid, which is followed by antarafacial insertion of molecular oxygen at C-8 to generate 8R-hydroperoxylinoleate. The latter is then isomerized to (7S,8S,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate by elimination of the 7-pro-S hydrogen and intramolecular suprafacial insertion of an oxygen atom from the hydroperoxide group

285244

Gaeumannomyces graminis

(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate

-

?

linoleate + O2

bifunctional enzyme with linoleic acid 8R-dioxygenase and hydroperoxide isomerase activities. The enzyme abstracts the 8-pro-S hydrogen from linoleic acid, which is followed by antarafacial insertion of molecular oxygen at C-8 to generate 8R-hydroperoxylinoleate. The latter is then isomerized to (7S,8S,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate by elimination of the 7-pro-S hydrogen and intramolecular suprafacial insertion of an oxygen atom from the hydroperoxide group

285244

Gaeumannomyces graminis

(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate

-

?

heme

ferric hemeprotein; ferric hemeprotein

Gaeumannomyces graminis

heme

ferric hemeprotein

Gaeumannomyces graminis

additional information

catalysis declines due to suicide inactivation. Following column chromatography, e.g. ion exchange or zinc-affinity chromatography, hydroperoxide isomerase activity is often decreased and sometimes even undetectable by TLC, whereas 8-dioxygenase activity is always present. However, storage of the enzyme for a few days on ice often restores the hydroperoxide isomerase and appeares to increase the 7,8-linoleate diol synthase activity as well

Gaeumannomyces graminis

additional information

catalysis declines due to suicide inactivation

Gaeumannomyces graminis

linoleate + O2

Gaeumannomyces graminis

-

(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate

-

?

-

Gaeumannomyces graminis

mycelium

-

Gaeumannomyces graminis

-

linoleate + O2

-

285244

Gaeumannomyces graminis

(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate

-

?

linoleate + O2

bifunctional enzyme with linoleic acid (8R)-dioxygenase and hydroperoxide isomerase activities. The enzyme abstracts the 8-pro-S hydrogen from linoleic acid, which is followed by antarafacial insertion of molecular oxygen at C-8 to generate 8R-hydroperoxylinoleate. The latter is then isomerized to (7S,8S,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate by elimination of the 7-pro-S hydrogen and intramolecular suprafacial insertion of an oxygen atom from the hydroperoxide group

285244

Gaeumannomyces graminis

(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate

-

?

linoleate + O2

bifunctional enzyme with linoleic acid 8R-dioxygenase and hydroperoxide isomerase activities. The enzyme abstracts the 8-pro-S hydrogen from linoleic acid, which is followed by antarafacial insertion of molecular oxygen at C-8 to generate 8R-hydroperoxylinoleate. The latter is then isomerized to (7S,8S,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate by elimination of the 7-pro-S hydrogen and intramolecular suprafacial insertion of an oxygen atom from the hydroperoxide group

285244

Gaeumannomyces graminis

(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate

-

?

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

-

A protein radical and ferryl intermediates are generated by linoleate diol synthase, a ferric hemeprotein with dioxygenase and hydroperoxide isomerase activities

Data extracted from this reference: