BRENDA - Enzyme Database show
show all sequences of 5.3.3.13

Biosynthesis of conjugated fatty acids by a novel isomerase from the red marine alga Ptilota filicina

Wise, M.L.; Hamberg, M.; Gerwick, W.H.; Biochemistry 33, 15223-15232 (1994)

Data extracted from this reference:

Inhibitors
Inhibitors
Commentary
Organism
Structure
additional information
not inhibited by EDTA, o-phenanthroline, acetylsalicylic acid, baicalein, dipyridamole, eicosatetraynoic acid, esculetin, indomethacin, naproxen, NDGA or SKF-525A
Ptilota filicina
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.0328
-
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
pH 7.2
Ptilota filicina
0.0399
-
(5Z,8Z,11Z,14Z)-eicosatetraenoate
pH 7.2
Ptilota filicina
0.15
-
(6Z,9Z,12Z)-octadecatrienoate
pH 7.2
Ptilota filicina
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
58119
-
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
61000
-
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
174000
-
gel filtration
Ptilota filicina
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
Ptilota filicina
likely the native substrate, biosynthesis of conjugated triene-containing fatty acids
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Ptilota filicina
-
; temperate red alga from the Oregon coast
-
Purification (Commentary)
Commentary
Organism
102fold
Ptilota filicina
Reaction
Reaction
Commentary
Organism
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoate = (5Z,7E,9E,14Z,17Z)-icosapentaenoate
regio- and stereochemistry of the isomerization reaction, mechanism
Ptilota filicina
Specific Activity [micromol/min/mg]
Specific Activity Minimum [Ámol/min/mg]
Specific Activity Maximum [Ámol/min/mg]
Commentary
Organism
1.06
3.5
pH 7.2, arachidonate as substrate
Ptilota filicina
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(5Z,8Z,11Z,14Z)-eicosatetraenoate
arachidonate, next best substrate after (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate, the C11 olefinic position becomes protonated by a solvent-derived proton, mechanism
649076
Ptilota filicina
(5Z,7E,9E,14Z)-eicosatetraenoate
-
-
-
?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl methyl ester
methyl ester of arachidonate
649076
Ptilota filicina
(5Z,7E,9E,14Z,17Z)-eicosapentaenoyl methyl ester
-
-
-
?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-ethanolamide
arachidonoylethanolamide
649076
Ptilota filicina
(5Z,7E,9E,14Z)-eicosatetraenoyl-N-ethanolamide
-
-
-
?
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
likely the native substrate, biosynthesis of conjugated triene-containing fatty acids
649076
Ptilota filicina
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
-
-
-
?
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
best substrate, likely the native substrate, mechanism
649076
Ptilota filicina
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
-
-
-
?
(6Z,9Z,12Z)-octadecatrienoate
gamma-linolenate, PFI intramolecularly transfers the bis-allylic pro-S hydrogen from the C11 position to the C13 position, the bis-allylic pro-R hydrogen at C8 in gamma-linolenate is lost to the solvent
649076
Ptilota filicina
(6Z,8E,10E)-octadecatrienoate
-
-
-
?
(9Z,12Z,15Z)-octadecatrienoate
alpha-linolenate, one-fifth as fast as gamma-linolenate
649076
Ptilota filicina
?
-
-
-
?
additional information
not: linoleic acid
649076
Ptilota filicina
?
-
-
-
-
polyunstaurated fatty acid
PFI catalyzes the formation of conjugated trienes from a variety of polyunsaturated fatty acid precursors, regio- and stereochemistry, enzyme may recognize the protonated from of the substrate
649076
Ptilota filicina
?
-
-
-
?
Subunits
Subunits
Commentary
Organism
trimer
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
41
-
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
pH 7.2, assuming one catalytic site per enzyme molecule
Ptilota filicina
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
4.5
-
-
Ptilota filicina
pH Range
pH Minimum
pH Maximum
Commentary
Organism
4
8
there is a 30% increase in rate of product formation from pH 8 to 6.5, from pH 6.5 to 4.5 the apparent velocity increases 2.4fold, below pH 4 the activity slowly decreases
Ptilota filicina
Cofactor
Cofactor
Commentary
Organism
Structure
additional information
no requirement for molecular oxygen
Ptilota filicina
pI Value
Organism
Commentary
pI Value Maximum
pI Value
Ptilota filicina
isoelectric focusing
-
4.5
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
additional information
no requirement for molecular oxygen
Ptilota filicina
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
additional information
not inhibited by EDTA, o-phenanthroline, acetylsalicylic acid, baicalein, dipyridamole, eicosatetraynoic acid, esculetin, indomethacin, naproxen, NDGA or SKF-525A
Ptilota filicina
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.0328
-
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
pH 7.2
Ptilota filicina
0.0399
-
(5Z,8Z,11Z,14Z)-eicosatetraenoate
pH 7.2
Ptilota filicina
0.15
-
(6Z,9Z,12Z)-octadecatrienoate
pH 7.2
Ptilota filicina
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
58119
-
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
61000
-
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
174000
-
gel filtration
Ptilota filicina
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
Ptilota filicina
likely the native substrate, biosynthesis of conjugated triene-containing fatty acids
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
-
-
?
Purification (Commentary) (protein specific)
Commentary
Organism
102fold
Ptilota filicina
Specific Activity [micromol/min/mg] (protein specific)
Specific Activity Minimum [Ámol/min/mg]
Specific Activity Maximum [Ámol/min/mg]
Commentary
Organism
1.06
3.5
pH 7.2, arachidonate as substrate
Ptilota filicina
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(5Z,8Z,11Z,14Z)-eicosatetraenoate
arachidonate, next best substrate after (5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate, the C11 olefinic position becomes protonated by a solvent-derived proton, mechanism
649076
Ptilota filicina
(5Z,7E,9E,14Z)-eicosatetraenoate
-
-
-
?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl methyl ester
methyl ester of arachidonate
649076
Ptilota filicina
(5Z,7E,9E,14Z,17Z)-eicosapentaenoyl methyl ester
-
-
-
?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-ethanolamide
arachidonoylethanolamide
649076
Ptilota filicina
(5Z,7E,9E,14Z)-eicosatetraenoyl-N-ethanolamide
-
-
-
?
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
likely the native substrate, biosynthesis of conjugated triene-containing fatty acids
649076
Ptilota filicina
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
-
-
-
?
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
best substrate, likely the native substrate, mechanism
649076
Ptilota filicina
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
-
-
-
?
(6Z,9Z,12Z)-octadecatrienoate
gamma-linolenate, PFI intramolecularly transfers the bis-allylic pro-S hydrogen from the C11 position to the C13 position, the bis-allylic pro-R hydrogen at C8 in gamma-linolenate is lost to the solvent
649076
Ptilota filicina
(6Z,8E,10E)-octadecatrienoate
-
-
-
?
(9Z,12Z,15Z)-octadecatrienoate
alpha-linolenate, one-fifth as fast as gamma-linolenate
649076
Ptilota filicina
?
-
-
-
?
additional information
not: linoleic acid
649076
Ptilota filicina
?
-
-
-
-
polyunstaurated fatty acid
PFI catalyzes the formation of conjugated trienes from a variety of polyunsaturated fatty acid precursors, regio- and stereochemistry, enzyme may recognize the protonated from of the substrate
649076
Ptilota filicina
?
-
-
-
?
Subunits (protein specific)
Subunits
Commentary
Organism
trimer
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
41
-
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
pH 7.2, assuming one catalytic site per enzyme molecule
Ptilota filicina
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
4.5
-
-
Ptilota filicina
pH Range (protein specific)
pH Minimum
pH Maximum
Commentary
Organism
4
8
there is a 30% increase in rate of product formation from pH 8 to 6.5, from pH 6.5 to 4.5 the apparent velocity increases 2.4fold, below pH 4 the activity slowly decreases
Ptilota filicina
pI Value (protein specific)
Organism
Commentary
pI Value Maximum
pI Value
Ptilota filicina
isoelectric focusing
-
4.5
Other publictions for EC 5.3.3.13
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
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)
704631
Liavonchanka
On the mechanism of a polyunsa ...
Cutibacterium acnes
J. Biol. Chem.
284
8005-8012
2009
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-
1
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6
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-
5
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2
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1
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3
-
1
-
-
5
1
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1
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1
1
-
6
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5
-
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-
1
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3
-
1
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5
1
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-
691788
Liavonchanka
Biochemistry of PUFA double bo ...
Ptilota filicina
ChemBioChem
9
1867-1872
2008
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-
5
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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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-
649079
Zheng
Polyenoic fatty-acid isomerase ...
Ptilota filicina
Arch. Biochem. Biophys.
402
11-20
2002
-
-
-
-
-
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-
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4
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654340
Zheng
Polyenoic fatty acid isomerase ...
Ptilota filicina
Arch. Biochem. Biophys.
401
11-20
2002
-
-
1
-
-
-
-
-
-
-
4
1
-
4
-
2
1
-
-
-
-
1
4
1
1
-
-
-
1
-
-
1
-
1
-
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-
1
1
-
-
-
-
-
-
-
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-
4
1
-
-
2
1
-
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-
1
4
1
1
-
-
-
1
-
-
1
-
-
-
-
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-
649078
Wise
Binding site characterization ...
Ptilota filicina
Biochemistry
36
2985-2992
1997
-
-
-
-
-
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-
9
-
-
1
-
-
2
-
-
1
1
-
-
1
1
10
1
1
-
-
1
1
1
1
-
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9
-
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1
-
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1
-
-
1
1
10
1
1
-
-
1
1
1
1
-
-
-
-
-
-
-
654153
Gerwick
Biosynthesis and cannabinoid r ...
Ptilota filicina
Adv. Exp. Med. Biol.
407
329-334
1997
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-
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-
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1
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1
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2
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1
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1
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2
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1
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-
-
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-
649077
Wise
Synthesis and cannabinoid rece ...
Ptilota filicina
Experientia
52
88-92
1996
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1
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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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2
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1
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1
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649076
Wise
Biosynthesis of conjugated fat ...
Ptilota filicina
Biochemistry
33
15223-15232
1994
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1
3
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3
1
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2
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1
1
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1
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9
1
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1
1
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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3
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3
1
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1
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1
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9
1
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1
1
1
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1
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