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Literature summary extracted from

  • Jacquot, C.; McGinley, C.M.; Plata, E.; Holman, T.R.; van der Donk, W.A.
    Synthesis of 11-thialinoleic acid and 14-thialinoleic acid, inhibitors of soybean and human lipoxygenases (2008), Org. Biomol. Chem., 6, 4242-4252.
    View publication on PubMedView publication on EuropePMC

Activating Compound

EC Number Activating Compound Comment Organism Structure
1.13.11.31 13-hydroperoxy-octadecadienoic acid
-
 Homo sapiens
1.13.11.33 13-hydroperoxy-octadecadienoic acid
-
 Homo sapiens

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.13.11.12 Escherichia coli BL21 cells carrying the plasmid PT7-7/L1 VTSLO-11 Glycine max
1.13.11.31 expressed with hexa-His tags Homo sapiens
1.13.11.33 expressed with hexa-His tags Homo sapiens

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.13.11.12 11-thialinoleic acid is a competitive inhibitor with respect to linoleic acid and a noncompetitive inhibitor with respect to arachidonic acid Glycine max
1.13.11.12 14-thialinoleic acid is a competitive inhibitor with respect to linoleic acid Glycine max
1.13.11.12 additional information presence of inhibitor does not change the regioselectivity of lipoxygenase-1 Glycine max
1.13.11.31 11-thialinoleic acid is a competitive inhibitor of 12-lipoxygenase with arachidonate as substrate. Presence of inhibitor does not alter the product distribution for 12-lipoxygenase. It does not change the regioselectivity of 12-lipoxygenase Homo sapiens
1.13.11.33 11-thialinoleic acid is a noncompetitive inhibitor of 15-lipoxygenase-1 with respect to arachidonate or linoleic acid as substrates. Presence of inhibitor does not alter the product distribution for 15-lipoxygenase-1. It does not change the regioselectivity of 15-lipoxygenase-1 Homo sapiens

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.13.11.12 0.028
-
 linoleic acid
-
 Glycine max
1.13.11.33 0.005
-
 arachidonate
-
 Homo sapiens
1.13.11.33 0.0062
-
 linoleic acid
-
 Homo sapiens

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.13.11.31 Fe
-
 Homo sapiens
1.13.11.33 Fe
-
 Homo sapiens

Organism

EC Number Organism UniProt Comment Textmining
1.13.11.12 Glycine max
-
-
-
1.13.11.31 Homo sapiens
-
-
-
1.13.11.33 Homo sapiens
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.13.11.12 by sonication, centrifugation and gel filtration Glycine max
1.13.11.31 by one step Ni2+ affinity chromatography, more than 90% pure Homo sapiens
1.13.11.33 by one step Ni2+ affinity chromatography, more than 90% pure Homo sapiens

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.13.11.31 blood platelet
-
 Homo sapiens
-
1.13.11.33 reticulocyte
-
 Homo sapiens
-

Storage Stability

EC Number Storage Stability Organism
1.13.11.12 -80°C, 100 mM borate buffer, pH 10, 30% glycerol Glycine max
1.13.11.31 -80°C, 10-20% glycerol Homo sapiens
1.13.11.33 -80°C, 10-20% glycerol Homo sapiens

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.13.11.12 linoleic acid + O2
-
 Glycine max (9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoic acid
-
 ?
1.13.11.31 arachidonate + O2
-
 Homo sapiens (5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
 ?
1.13.11.33 arachidonate + O2
-
 Homo sapiens (6E,8Z,11Z,14Z)-(5S)-5-hydroperoxyicosa-6,8,11,14-tetraenoate
-
 ?
1.13.11.33 linoleate + O2
-
 Homo sapiens (9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.13.11.12 lipoxygenase-1
-
 Glycine max
1.13.11.12 LO-1
-
 Glycine max
1.13.11.31 12-lipoxygenase
-
 Homo sapiens
1.13.11.31 12/15-LO
-
 Homo sapiens
1.13.11.33 12/15-LO
-
 Homo sapiens
1.13.11.33 15-lipoxygenase-1
-
 Homo sapiens
1.13.11.33 15-LO-1
-
 Homo sapiens

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.13.11.12 10
-
-
 Glycine max

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.13.11.12 0.022
-
 11-thialinoleic acid
-
 Glycine max
1.13.11.12 0.035
-
 14-thialinoleic acid
-
 Glycine max
1.13.11.31 0.0025
-
 11-thialinoleic acid
-
 Homo sapiens