BRENDA - Enzyme Database show

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
EC Number
Inhibitors
Commentary
Organism
Structure
5.3.3.13
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]
EC Number
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
5.3.3.13
0.0328
-
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
pH 7.2
Ptilota filicina
5.3.3.13
0.0399
-
(5Z,8Z,11Z,14Z)-eicosatetraenoate
pH 7.2
Ptilota filicina
5.3.3.13
0.15
-
(6Z,9Z,12Z)-octadecatrienoate
pH 7.2
Ptilota filicina
Molecular Weight [Da]
EC Number
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
5.3.3.13
58119
-
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
5.3.3.13
61000
-
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
5.3.3.13
174000
-
gel filtration
Ptilota filicina
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
5.3.3.13
(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
EC Number
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
5.3.3.13
Ptilota filicina
-
; temperate red alga from the Oregon coast
-
Purification (Commentary)
EC Number
Commentary
Organism
5.3.3.13
102fold
Ptilota filicina
Reaction
EC Number
Reaction
Commentary
Organism
5.3.3.13
(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]
EC Number
Specific Activity Minimum [Ámol/min/mg]
Specific Activity Maximum [Ámol/min/mg]
Commentary
Organism
5.3.3.13
1.06
3.5
pH 7.2, arachidonate as substrate
Ptilota filicina
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
5.3.3.13
(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
-
-
-
?
5.3.3.13
(5Z,8Z,11Z,14Z)-eicosatetraenoyl methyl ester
methyl ester of arachidonate
649076
Ptilota filicina
(5Z,7E,9E,14Z,17Z)-eicosapentaenoyl methyl ester
-
-
-
?
5.3.3.13
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-ethanolamide
arachidonoylethanolamide
649076
Ptilota filicina
(5Z,7E,9E,14Z)-eicosatetraenoyl-N-ethanolamide
-
-
-
?
5.3.3.13
(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
-
-
-
?
5.3.3.13
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
best substrate, likely the native substrate, mechanism
649076
Ptilota filicina
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
-
-
-
?
5.3.3.13
(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
-
-
-
?
5.3.3.13
(9Z,12Z,15Z)-octadecatrienoate
alpha-linolenate, one-fifth as fast as gamma-linolenate
649076
Ptilota filicina
?
-
-
-
?
5.3.3.13
additional information
not: linoleic acid
649076
Ptilota filicina
?
-
-
-
-
5.3.3.13
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
EC Number
Subunits
Commentary
Organism
5.3.3.13
trimer
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
Turnover Number [1/s]
EC Number
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
5.3.3.13
41
-
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
pH 7.2, assuming one catalytic site per enzyme molecule
Ptilota filicina
pH Optimum
EC Number
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
5.3.3.13
4.5
-
-
Ptilota filicina
pH Range
EC Number
pH Minimum
pH Maximum
Commentary
Organism
5.3.3.13
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
EC Number
Cofactor
Commentary
Organism
Structure
5.3.3.13
additional information
no requirement for molecular oxygen
Ptilota filicina
pI Value
EC Number
Organism
Commentary
pI Value Maximum
pI Value
5.3.3.13
Ptilota filicina
isoelectric focusing
-
4.5
Cofactor (protein specific)
EC Number
Cofactor
Commentary
Organism
Structure
5.3.3.13
additional information
no requirement for molecular oxygen
Ptilota filicina
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
5.3.3.13
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)
EC Number
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
5.3.3.13
0.0328
-
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
pH 7.2
Ptilota filicina
5.3.3.13
0.0399
-
(5Z,8Z,11Z,14Z)-eicosatetraenoate
pH 7.2
Ptilota filicina
5.3.3.13
0.15
-
(6Z,9Z,12Z)-octadecatrienoate
pH 7.2
Ptilota filicina
Molecular Weight [Da] (protein specific)
EC Number
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
5.3.3.13
58119
-
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
5.3.3.13
61000
-
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
5.3.3.13
174000
-
gel filtration
Ptilota filicina
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
5.3.3.13
(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)
EC Number
Commentary
Organism
5.3.3.13
102fold
Ptilota filicina
Specific Activity [micromol/min/mg] (protein specific)
EC Number
Specific Activity Minimum [Ámol/min/mg]
Specific Activity Maximum [Ámol/min/mg]
Commentary
Organism
5.3.3.13
1.06
3.5
pH 7.2, arachidonate as substrate
Ptilota filicina
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
5.3.3.13
(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
-
-
-
?
5.3.3.13
(5Z,8Z,11Z,14Z)-eicosatetraenoyl methyl ester
methyl ester of arachidonate
649076
Ptilota filicina
(5Z,7E,9E,14Z,17Z)-eicosapentaenoyl methyl ester
-
-
-
?
5.3.3.13
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-ethanolamide
arachidonoylethanolamide
649076
Ptilota filicina
(5Z,7E,9E,14Z)-eicosatetraenoyl-N-ethanolamide
-
-
-
?
5.3.3.13
(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
-
-
-
?
5.3.3.13
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
best substrate, likely the native substrate, mechanism
649076
Ptilota filicina
(5Z,7E,9E,14Z,17Z)-eicosapentaenoate
-
-
-
?
5.3.3.13
(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
-
-
-
?
5.3.3.13
(9Z,12Z,15Z)-octadecatrienoate
alpha-linolenate, one-fifth as fast as gamma-linolenate
649076
Ptilota filicina
?
-
-
-
?
5.3.3.13
additional information
not: linoleic acid
649076
Ptilota filicina
?
-
-
-
-
5.3.3.13
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)
EC Number
Subunits
Commentary
Organism
5.3.3.13
trimer
3 * 61000, SDS-PAGE, 3 * 58119, mass spectrometry
Ptilota filicina
Turnover Number [1/s] (protein specific)
EC Number
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
5.3.3.13
41
-
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate
pH 7.2, assuming one catalytic site per enzyme molecule
Ptilota filicina
pH Optimum (protein specific)
EC Number
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
5.3.3.13
4.5
-
-
Ptilota filicina
pH Range (protein specific)
EC Number
pH Minimum
pH Maximum
Commentary
Organism
5.3.3.13
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)
EC Number
Organism
Commentary
pI Value Maximum
pI Value
5.3.3.13
Ptilota filicina
isoelectric focusing
-
4.5