BRENDA - Enzyme Database
show all sequences of 1.13.11.60

Sequential oxygenation of linoleic acid in the fungus Gaeumannomyces graminis: Stereochemistry of dioxygenase and hydroperoxide isomerase reactions

Hamberg, M.; Zhang, L.Y.; Brodowsky, I.D.; Oliw, E.H.; Arch. Biochem. Biophys. 309, 77-80 (1994)

Data extracted from this reference:

Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
linoleate + O2
Gaeumannomyces graminis
i.e. (9Z,12Z)-octadeca-9,12-dienoate
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
?
linoleate + O2
Gaeumannomyces graminis var.graminis
i.e. (9Z,12Z)-octadeca-9,12-dienoate
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
?
Organism
Organism
UniProt
Commentary
Textmining
Gaeumannomyces graminis
-
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate
285250
Gaeumannomyces graminis
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
-
?
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate. The dioxygenase reaction involves stereospecific abstraction of the pro-S hydrogen from C-8 followed by antarafacial insertion of dioxygen to produce (8R)-hydroperoxylinoleic acid
285250
Gaeumannomyces graminis
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
-
?
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate
285250
Gaeumannomyces graminis var.graminis
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
-
?
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate. The dioxygenase reaction involves stereospecific abstraction of the pro-S hydrogen from C-8 followed by antarafacial insertion of dioxygen to produce (8R)-hydroperoxylinoleic acid
285250
Gaeumannomyces graminis var.graminis
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
-
?
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
i.e. (9Z,12Z)-octadeca-9,12-dienoate
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
?
linoleate + O2
Gaeumannomyces graminis var.graminis
i.e. (9Z,12Z)-octadeca-9,12-dienoate
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate
285250
Gaeumannomyces graminis
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
-
?
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate. The dioxygenase reaction involves stereospecific abstraction of the pro-S hydrogen from C-8 followed by antarafacial insertion of dioxygen to produce (8R)-hydroperoxylinoleic acid
285250
Gaeumannomyces graminis
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
-
?
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate
285250
Gaeumannomyces graminis var.graminis
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
-
?
linoleate + O2
i.e. (9Z,12Z)-octadeca-9,12-dienoate. The dioxygenase reaction involves stereospecific abstraction of the pro-S hydrogen from C-8 followed by antarafacial insertion of dioxygen to produce (8R)-hydroperoxylinoleic acid
285250
Gaeumannomyces graminis var.graminis
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
-
-
?
Other publictions for EC
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
-
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-
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-
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2
-
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7
-
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-
-
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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
-
6
-
-
2
-
-
-
3
-
4
-
-
-
-
-
2
-
-
10
-
10
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
7
-
-
-
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2
-
-
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3
-
-
-
-
-
2
-
-
10
-
-
-
-
-
-
-
-
-
-
2
2
-
-
-
714317
Jernerén
Reaction mechanism of 5,8-lino ...
Aspergillus clavatus
Biochim. Biophys. Acta
1801
503-507
2010
-
-
-
-
-
-
-
-
-
-
-
1
-
4
-
-
-
-
-
-
-
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2
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3
-
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1
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2
-
-
-
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-
-
-
-
-
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-
-
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-
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
-
-
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-
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2
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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
-
-
-
-
-
-
2
-
4
-
1
1
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-
-
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4
-
2
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-
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1
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3
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2
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1
1
-
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-
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4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
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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-
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1
1
-
11
-
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-
-
-
1
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-
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-
285246
Hörnsten
Cloning of linoleate diol synt ...
Gaeumannomyces graminis
J. Biol. Chem.
274
28219-28224
1999
-
-
1
-
-
-
-
-
-
1
1
-
-
2
-
-
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-
-
-
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-
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1
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-
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1
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1
1
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-
-
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-
-
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-
-
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1
-
-
-
-
-
-
-
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-
-
-
-
-
285251
Oliw
Catalytic properties of linole ...
Gaeumannomyces graminis
Adv. Exp. Med. Biol.
469
679-685
1999
2
-
-
-
-
-
2
-
-
-
1
1
-
2
-
-
-
-
-
1
-
-
1
1
-
-
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-
-
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1
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-
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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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-
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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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-
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-
-
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-
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
-
-
-
-
1
1
-
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1
-
1
-
-
-
-
1
-
-
2
-
2
-
2
-
-
2
1
1
-
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1
-
1
1
1
2
1
-
-
-
1
1
-
-
1
-
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-
-
-
-
285249
Su
Studies on linoleic acid 8R-di ...
Gaeumannomyces graminis
Lipids
30
43-50
1995
-
-
-
-
-
1
16
-
-
-
-
1
-
3
-
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1
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1
-
1
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1
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-
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1
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-
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-
1
-
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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-
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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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-
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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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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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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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