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Literature summary for 1.13.11.33 extracted from

  • Vasquez-Martinez, Y.; Ohri, R.V.; Kenyon, V.; Holman, T.R.; Sepulveda-Boza, S.
    Structure-activity relationship studies of flavonoids as potent inhibitors of human platelet 12-hLO, reticulocyte 15-hLO-1, and prostate epithelial 15-hLO-2 (2007), Bioorg. Med. Chem., 15, 7408-7425.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.13.11.33

Cloned(Commentary)

Cloned (Comment) Organism
expression of His-tagged isozyme 15-hLO-1, expression of isozyme 15-hLO-2 in Spodoptera frugiperda Sf9 cells using the baculovirus transfection system Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
2-alkyl benzopyran-4-ones weak inhibition of isozymes 15-hLO-1 and 15-hLO-2 Homo sapiens
2-alkyl-6-hydroxy-4-H-benzopyran-4-one weak inhibition of isozymes 15-hLO-1 and 15-hLO-2 Homo sapiens
3'-chloro-7,8-dihydroxyisoflavone weak inhibition of isozyme 15-hLO-2 Homo sapiens
3-hydroxy-H-benzopyran-4-one derivatives weak inhibition of isozymes 15-hLO-1 and 15-hLO-2 Homo sapiens
4',6,7-trihydroxyisoflavan
-
 Homo sapiens
4',6,7-trihydroxyisoflavanone weak inhibition of isozyme 15-hLO-2 Homo sapiens
4',6,7-trihydroxyisoflavone weak inhibition of isozyme 15-hLO-2 Homo sapiens
4'-chloro-7,8-dihydroxyisoflavone weak inhibition of isozyme 15-hLO-2 Homo sapiens
6,7-dihydroxy-2-t-butylbenzopyran-4-one weak inhibition of isozyme 15-hLO-2 Homo sapiens
6,7-dihydroxy-3',4'-methylenedioxyisoflavan
-
 Homo sapiens
6,7-dihydroxy-3'-methylisoflavan
-
 Homo sapiens
6,7-dihydroxy-3'-methylisoflavanone weak inhibition of isozyme 15-hLO-2 Homo sapiens
6,7-dihydroxy-4'-methoxyisoflavan
-
 Homo sapiens
6,7-dihydroxy-4'-methoxyisoflavanone weak inhibition of isozyme 15-hLO-2 Homo sapiens
6,7-dihydroxyisoflavones weak inhibition of isozymes 15-hLO-1 and 15-hLO-2 Homo sapiens
6-hydroxy-2-pentyl-4H-benzopyran-4-one weak inhibition of isozyme 15-hLO-2 Homo sapiens
7,8-dihydroxy-3',4'-dimethoxyisoflavan
-
 Homo sapiens
7,8-dihydroxy-3'-methylisoflavone weak inhibition of isozyme 15-hLO-2 Homo sapiens
7,8-dihydroxy-3'-trifluoromethylisoflavone weak inhibition of isozyme 15-hLO-2 Homo sapiens
7,8-dihydroxy-4'-methoxyisoflavan
-
 Homo sapiens
7,8-dihydroxy-4'-methylisoflavan
-
 Homo sapiens
7,8-dihydroxy-4'-methylisoflavone weak inhibition of isozyme 15-hLO-2 Homo sapiens
7,8-dihydroxyisoflavone weak inhibition of isozyme 15-hLO-2 Homo sapiens
7-hydroxy-H-benzopyran-4-one derivatives weak inhibition of isozymes 15-hLO-1 and 15-hLO-2 Homo sapiens
additional information comparison of structural requirements for flavonoid inhibitory potency and selectivity against platelet 12-hLO, EC 1.13.11.31, and reticulocyte 15-hLO-1 and prostate epithelial 15-hLO-2, overview, catechols are essential for high potency, isoflavones and isoflavanones tend to select against 12-hLO, isoflavans tend to select against isozyme 15-hLO-1, but few flavonoids target isozyme 15-hLO-2, molecular modeling analysis, overview Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
arachidonate + O2 Homo sapiens
-
 (5Z,8Z,11Z,13E)-(15S)-15-hydroperoxyeicosa-5,8,11,13-tetraenoate
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
 isozymes 15-hLO-1 and 15-hLO-2
-

Purification (Commentary)

Purification (Comment) Organism
recombinant isozyme 15-hLO-2 from Spodoptera frugiperda Sf9 cells by anion exchange chromatography, recombinant His-tagged isozyme 15-hLO-1 Homo sapiens

Source Tissue

Source Tissue Comment Organism Textmining
epithelial cell isozyme 15-hLO-2 Homo sapiens
-
prostate epithelium, isozyme 15-hLO-2 Homo sapiens
-
reticulocyte isozyme 15-hLO-1 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
arachidonate + O2
-
 Homo sapiens (5Z,8Z,11Z,13E)-(15S)-15-hydroperoxyeicosa-5,8,11,13-tetraenoate
-
 ?
arachidonate + O2 preferred substrate of isozyme 15-hLO-2, reaction of EC 1.13.11.33 Homo sapiens (5Z,8Z,11Z,13E)-(15S)-15-hydroperoxyeicosa-5,8,11,13-tetraenoate
-
 ?
linoleic acid + O2 preferred substrate of isozyme 15-hLO-1, reaction of EC 1.13.11.12 Homo sapiens (9Z,11E)-(13S)-13-hydroperoxy-octadeca-9,11-dienoate
-
 ?

Synonyms

Synonyms Comment Organism
15-hLO
-
 Homo sapiens
More cf. EC 1.13.11.12 Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
22
-
 assay at room temperature Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
 assay at Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00015
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 6,7-dihydroxy-4'-methoxyisoflavan
0.00021
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 6,7-dihydroxy-3'-methylisoflavan
0.00021
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 6,7-dihydroxy-3'-methylisoflavanone
0.00035
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 6,7-dihydroxy-3',4'-methylenedioxyisoflavan
0.00051
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 4',6,7-trihydroxyisoflavan
0.0016
-
 pH 7.5, 22°C, isozyme 15-hLO-2 Homo sapiens 6,7-dihydroxy-4'-methoxyisoflavanone
0.0037
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 7,8-dihydroxy-4'-methoxyisoflavan
0.0038
-
 pH 7.5, 22°C, isozyme 15-hLO-2 Homo sapiens 4',6,7-trihydroxyisoflavanone
0.0057
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 7,8-dihydroxy-4'-methylisoflavan
0.0062
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 3'-chloro-7,8-dihydroxyisoflavone
0.0078
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 7,8-dihydroxy-4'-methylisoflavone
0.0083
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 7,8-dihydroxy-3'-trifluoromethylisoflavone
0.0083
-
 pH 7.5, 22°C, isozyme 15-hLO-2 Homo sapiens 6,7-dihydroxy-3'-methylisoflavan
0.009
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 4'-chloro-7,8-dihydroxyisoflavone
0.011
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 7,8-dihydroxy-3'-methylisoflavone
0.013
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 7,8-dihydroxyisoflavone
0.014
-
 pH 7.5, 22°C, isozyme 15-hLO-2 Homo sapiens 6,7-dihydroxy-3'-methylisoflavanone
0.016
-
 pH 7.5, 22°C, isozyme 15-hLO-2 Homo sapiens 6,7-dihydroxy-3',4'-methylenedioxyisoflavan
0.018
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 6,7-dihydroxy-2-t-butylbenzopyran-4-one
0.019
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 6,7-dihydroxy-4'-methoxyisoflavanone
0.038
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 6-hydroxy-2-pentyl-4H-benzopyran-4-one
0.049
-
 pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 4',6,7-trihydroxyisoflavone
0.071
-
 pH 7.5, 22°C, isozyme 15-hLO-2 Homo sapiens 4',6,7-trihydroxyisoflavan
0.1
-
 above, pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 7,8-dihydroxy-3',4'-dimethoxyisoflavan
0.1
-
 above, pH 7.5, 22°C, isozyme 15-hLO-1 Homo sapiens 4',6,7-trihydroxyisoflavanone
0.1
-
 above, pH 7.5, 22°C, isozyme 15-hLO-2 Homo sapiens 7,8-dihydroxy-4'-methylisoflavan
0.1
-
 above, pH 7.5, 22°C, isozyme 15-hLO-2 Homo sapiens 7,8-dihydroxy-3',4'-dimethoxyisoflavan
0.1
-
 above, pH 7.5, 22°C, isozyme 15-hLO-2 Homo sapiens 7,8-dihydroxy-4'-methoxyisoflavan
0.1
-
 above, pH 7.5, 22°C, isozyme 15-hLO-2 Homo sapiens 6,7-dihydroxy-4'-methoxyisoflavan