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Literature summary for 5.3.3.13 extracted from

  • Wise, M.L.; Hamberg, M.; Gerwick, W.H.
    Biosynthesis of conjugated fatty acids by a novel isomerase from the red marine alga Ptilota filicina (1994), Biochemistry, 33, 15223-15232.
    View publication on PubMed
Search for more literature for 5.3.3.13

Inhibitors

Inhibitors Comment 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 Comment 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] Comment 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 Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(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 UniProt Comment Textmining
Ptilota filicina
-
-
-
Ptilota filicina
-
 temperate red alga from the Oregon coast
-

Purification (Commentary)

Purification (Comment) Organism
102fold Ptilota filicina

Reaction

Reaction Comment Organism Reaction ID
(5Z,8Z,11Z,14Z,17Z)-icosapentaenoate = (5Z,7E,9E,14Z,17Z)-icosapentaenoate regio- and stereochemistry of the isomerization reaction, mechanism Ptilota filicina
a

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.06 3.5 pH 7.2, arachidonate as substrate Ptilota filicina

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(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 Ptilota filicina (5Z,7E,9E,14Z)-eicosatetraenoate
-
 ?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl methyl ester methyl ester of arachidonate Ptilota filicina (5Z,7E,9E,14Z,17Z)-eicosapentaenoyl methyl ester
-
 ?
(5Z,8Z,11Z,14Z)-eicosatetraenoyl-N-ethanolamide arachidonoylethanolamide 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 Ptilota filicina (5Z,7E,9E,14Z,17Z)-eicosapentaenoate
-
 ?
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate best substrate, likely the native substrate, mechanism 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 Ptilota filicina (6Z,8E,10E)-octadecatrienoate
-
 ?
(9Z,12Z,15Z)-octadecatrienoate alpha-linolenate, one-fifth as fast as gamma-linolenate Ptilota filicina ?
-
 ?
additional information not: linoleic acid 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 Ptilota filicina ?
-
 ?

Subunits

Subunits Comment 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 Comment 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 Comment Organism
4.5
-
-
 Ptilota filicina

pH Range

pH Minimum pH Maximum Comment 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 Comment Organism Structure
additional information no requirement for molecular oxygen Ptilota filicina

pI Value

Organism Comment pI Value Maximum pI Value
Ptilota filicina isoelectric focusing
-
 4.5