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Literature summary extracted from

  • Halbwirth, H.; Fischer, T.C.; Schlangen, K.; Rademacher, W.; Schleifer, K.; Forkmann, G.; Stich, K.
    Screening for inhibitors of 2-oxoglutarate-dependent dioxygenases: Flavanone 3?-hydroxylase and flavonol synthase (2006), Plant Sci., 171, 194-205.
    View publication on PubMed

Activating Compound

EC Number Activating Compound Comment Organism Structure
1.14.11.9 piperazine-1,4-bis-(2-ethane sulfonic acid) 1 mM, 96% relative activity Pyrus communis
1.14.11.9 piperazine-1,4-bis-(2-ethane sulphonic acid) 1 mM, 96% relative activity Malus domestica
1.14.11.9 pyridine-2,3-dicarboxylic acid 1 mM 205% relative activity, 0.1 mM 120% relative activity Malus domestica
1.14.11.9 pyridine-2,3-dicarboxylic acid 1 mM 205% relative activity, 0.1 mM 120% relative activity Pyrus communis
1.14.11.9 pyridine-2,6-dicarboxylic acid 1 mM 220% relative activity, 0.1 mM 186% relative activity Malus domestica
1.14.11.9 pyridine-2,6-dicarboxylic acid 1 mM 220% relative activity, 0.1 mM 186% relative activity Pyrus communis
1.14.11.9 pyridine-2,6-dicarboxylic acid chloride 1 mM, 196% relative activity, 0.1 mM 194% relative activity Malus domestica
1.14.11.9 pyridine-2,6-dicarboxylic acid chloride 1 mM, 196% relative activity, 0.1 mM 194% relative activity Pyrus communis
1.14.11.9 pyrrole-3,4-dicarboxylic acid diethyl ester 1 mM, 113% relative activity Malus domestica
1.14.11.9 pyrrole-3,4-dicarboxylic acid diethyl ester 1 mM, 113% relative activity Pyrus communis
1.14.11.9 sodium 4,6-dioxo-2,2-dimethyl-5-(1-alloxyamino-butylidene)-cyclohexane-1-carboxylic acid methyl ester 0.1 mM 115% relative activity Malus domestica
1.14.11.9 sodium 4,6-dioxo-2,2-dimethyl-5-(1-alloxyamino-butylidene)-cyclohexane-1-carboxylic acid methyl ester 0.1 mM 115% relative activity Pyrus communis
1.14.20.6 piperazine-1,4-bis-(2-ethane sulfonic acid) 1 mM, 115% activity Pyrus communis
1.14.20.6 piperazine-1,4-bis-(2-ethane sulphonic acid) 1 mM, 115% activity Malus domestica
1.14.20.6 pyridine-2,3-dicarboxylic acid 1 mM 171% activity, 0.1 mM 115% activity Malus domestica
1.14.20.6 pyridine-2,3-dicarboxylic acid 1 mM 171% activity, 0.1 mM 115% activity Pyrus communis
1.14.20.6 pyridine-2,6-dicarboxylic acid 1 mM 150% activity, 0.1 mM 144% activity Malus domestica
1.14.20.6 pyridine-2,6-dicarboxylic acid 1 mM 150% activity, 0.1 mM 144% activity Pyrus communis
1.14.20.6 pyridine-2,6-dicarboxylic acid chloride 1 mM, 120% activity Malus domestica
1.14.20.6 pyridine-2,6-dicarboxylic acid chloride 1 mM, 120% activity Pyrus communis
1.14.20.6 pyridine-3,5-dicarboxylic acid 1 mM, 128% activity Malus domestica
1.14.20.6 pyridine-3,5-dicarboxylic acid 1 mM, 128% activity Pyrus communis
1.14.20.6 pyrrole-3,4-dicarboxylic acid diethyl ester 1 mM, 113% activity Malus domestica
1.14.20.6 pyrrole-3,4-dicarboxylic acid diethyl ester 1 mM, 113% activity Pyrus communis
1.14.20.6 sorbitol 0.6 mM Malus domestica
1.14.20.6 sorbitol 0.6 mM Pyrus communis

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.11.9 expressed in yeast strain InvSc1 Malus domestica
1.14.11.9 expressed in yeast strain InvSc1 Pyrus communis

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.11.9 3-hydroxy-5-oxo-4-butyryl-cyclohex-3-ene-1-carboxylic acid ethyl ester 1 mM 36% relative activity, 0.1 mM 68% relative activity Malus domestica
1.14.11.9 3-hydroxy-5-oxo-4-butyryl-cyclohex-3-ene-1-carboxylic acid ethyl ester 1 mM 36% relative activity, 0.1 mM 68% relative activity Pyrus communis
1.14.11.9 3-hydroxy-5-oxo-4-cyclopropanecarbonyl-cyclohex-3-ene-1-carboxylic acid ethyl ester 1 mM 9% relative activity, 0.1 mM 38% relative activity Malus domestica
1.14.11.9 3-hydroxy-5-oxo-4-cyclopropanecarbonyl-cyclohex-3-ene-1-carboxylic acid ethyl ester 1 mM 9% relative activity, 0.1 mM 38% relative activity Pyrus communis
1.14.11.9 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-(2-dimethylamino)-thiazole 1 mM 25% relative activity, 0.1 mM 56% relative activity Malus domestica
1.14.11.9 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-(2-dimethylamino)-thiazole 1 mM 25% relative activity, 0.1 mM 56% relative activity Pyrus communis
1.14.11.9 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carbaldehyde 1 mM 33% relative activity, 0.1 mM 75% relative activity Malus domestica
1.14.11.9 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carbaldehyde 1 mM 33% relative activity, 0.1 mM 75% relative activity Pyrus communis
1.14.11.9 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carbothioic acid S-ethyl ester 1 mM 15% relative activity, 0.1 mM 40% relative activity Malus domestica
1.14.11.9 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carbothioic acid S-ethyl ester 1 mM 15% relative activity, 0.1 mM 40% relative activity Pyrus communis
1.14.11.9 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-pentanoic acid 1 mM 13% relative activity, 0.1 mM 75% relative activity Malus domestica
1.14.11.9 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-pentanoic acid 1 mM 13% relative activity, 0.1 mM 75% relative activity Pyrus communis
1.14.11.9 benzene-1,2,4,5-tetracarboxylic acid 1 mM 95% relative activity Malus domestica
1.14.11.9 benzene-1,2,4,5-tetracarboxylic acid 1 mM 95% relative activity Pyrus communis
1.14.11.9 calcium 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carboxylate 1 mM 10% relative activity, 0.1 mM 33% relative activity Malus domestica
1.14.11.9 calcium 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carboxylate 1 mM 10% relative activity, 0.1 mM 33% relative activity Pyrus communis
1.14.11.9 pyridine-2,4-dicarboxylic acid diethyl ester 1 mM 7% relative activity, 0.1 mM 21% relative activity Malus domestica
1.14.11.9 pyridine-2,4-dicarboxylic acid diethyl ester 1 mM 7% relative activity, 0.1 mM 21% relative activity Pyrus communis
1.14.11.9 pyridine-2,5-dicarboxylic acid 1 mM 3% relative activity, 0.1 mM 11% relative activity Malus domestica
1.14.11.9 pyridine-2,5-dicarboxylic acid 1 mM 3% relative activity, 0.1 mM 11% relative activity Pyrus communis
1.14.11.9 sodium 4,6-dioxo-2,2-dimethyl-5-(1-alloxyamino-butylidene)-cyclohexane-1-carboxylic acid methyl ester 1 mM 89% relative activity Malus domestica
1.14.11.9 sodium 4,6-dioxo-2,2-dimethyl-5-(1-alloxyamino-butylidene)-cyclohexane-1-carboxylic acid methyl ester 1 mM 89% relative activity Pyrus communis
1.14.20.6 3-hydroxy-5-oxo-4-butyryl-cyclohex-3-ene-1-carboxylic acid ethyl ester 1 mM 48% activity, 0.1 mM 88% activity Malus domestica
1.14.20.6 3-hydroxy-5-oxo-4-butyryl-cyclohex-3-ene-1-carboxylic acid ethyl ester 1 mM 48% activity, 0.1 mM 88% activity Pyrus communis
1.14.20.6 3-hydroxy-5-oxo-4-cyclopropanecarbonyl-cyclohex-3-ene-1-carboxylic acid ethyl ester 1 mM 50% activity, 0.1 mM 77% activity Malus domestica
1.14.20.6 3-hydroxy-5-oxo-4-cyclopropanecarbonyl-cyclohex-3-ene-1-carboxylic acid ethyl ester 1 mM 50% activity, 0.1 mM 77% activity Pyrus communis
1.14.20.6 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-(2-dimethylamino)-thiazole 1 mM 44% activity, 0.1 mM 73% activity Malus domestica
1.14.20.6 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-(2-dimethylamino)-thiazole 1 mM 44% activity, 0.1 mM 73% activity Pyrus communis
1.14.20.6 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carbaldehyde 1 mM 56% activity, 0.1 mM 82% activity Malus domestica
1.14.20.6 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carbaldehyde 1 mM 56% activity, 0.1 mM 82% activity Pyrus communis
1.14.20.6 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carbothioic acid S-ethyl ester 1 mM 33% activity, 0.1 mM 90% activity Malus domestica
1.14.20.6 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carbothioic acid S-ethyl ester 1 mM 33% activity, 0.1 mM 90% activity Pyrus communis
1.14.20.6 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-pentanoic acid 1 mM 23% activity, 0.1 mM 64% activity Malus domestica
1.14.20.6 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-pentanoic acid 1 mM 23% activity, 0.1 mM 64% activity Pyrus communis
1.14.20.6 benzene-1,2,4,5-tetracarboxylic acid 1 mM 95% activity Malus domestica
1.14.20.6 benzene-1,2,4,5-tetracarboxylic acid 1 mM 95% activity Pyrus communis
1.14.20.6 calcium 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carboxylate 1 mM 11% activity, 0.1 mM 29% relative activity Malus domestica
1.14.20.6 calcium 3-hydroxy-5-oxo-4-propionyl-cyclohex-3-ene-1-carboxylate 1 mM 11% activity, 0.1 mM 29% activity Pyrus communis
1.14.20.6 pyrazole-3,5-dicarboxylic acid 1 mM 22% activity, 0.1 mM 79% activity Malus domestica
1.14.20.6 pyrazole-3,5-dicarboxylic acid 1 mM 22% activity, 0.1 mM 79% activity Pyrus communis
1.14.20.6 pyridine-2,4-dicarboxylic acid diethyl ester 1 mM 3% activity, 0.1 mM 13% activity Malus domestica
1.14.20.6 pyridine-2,4-dicarboxylic acid diethyl ester 1 mM 3% activity, 0.1 mM 13% activity Pyrus communis
1.14.20.6 pyridine-2,5-dicarboxylic acid 1 mM 3% activity, 0.1 mM 11% activity Malus domestica
1.14.20.6 pyridine-2,5-dicarboxylic acid 1 mM 3% activity, 0.1 mM 11% activity Pyrus communis
1.14.20.6 pyridine-3,4-dicarboxylic acid 1 mM 86% activity, 0.1 mM 85% activity Malus domestica
1.14.20.6 pyridine-3,4-dicarboxylic acid 1 mM 86% activity, 0.1 mM 85% activity Pyrus communis
1.14.20.6 sodium 4,6-dioxo-2,2-dimethyl-5-(1-alloxyamino-butylidene)-cyclohexane-1-carboxylic acid methyl ester 1 mM 78% activity, 0.1 mM 84% activity Malus domestica
1.14.20.6 sodium 4,6-dioxo-2,2-dimethyl-5-(1-alloxyamino-butylidene)-cyclohexane-1-carboxylic acid methyl ester 1 mM 78% activity, 0.1 mM 84% activity Pyrus communis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.20.6 0.001
-
 dihydrokaempferol in 0.1 M K2HPO4/KH2PO4 (0.6 M sorbitol, 0.4% Na-ascorbate, pH 7.25) with 0.095 nmol dihydrokaempferol, 50 nmol 2-oxoglutarate and 10 nmol FeSO4 hydrate at 30°C Pyrus communis
1.14.20.6 0.001
-
 dihydrokaempferol in 0.1 M K2HPO4/KH2PO4 (0.6 M sorbitol, 0.4% Na-ascorbate, pH 7.25), 50 nmol 2-oxoglutarate and 10 nmol FeSO4 hydrate at 30°C Malus domestica
1.14.20.6 0.0012
-
 dihydroquercetin in 0.1 M K2HPO4/KH2PO4 (0.6 M sorbitol, 0.4% Na-ascorbate, pH 7.25) with 0.095 nmol dihydrokaempferol, 50 nmol 2-oxoglutarate and 10 nmol FeSO4 hydrate at 30°C Malus domestica
1.14.20.6 0.0012
-
 dihydroquercetin in 0.1 M K2HPO4/KH2PO4 (0.6 M sorbitol, 0.4% Na-ascorbate, pH 7.25) with 0.095 nmol dihydrokaempferol, 50 nmol 2-oxoglutarate and 10 nmol FeSO4 hydrate at 30°C Pyrus communis

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.11.9 Fe2+ required Malus domestica
1.14.11.9 Fe2+ required Pyrus communis
1.14.20.6 Fe2+ required Malus domestica
1.14.20.6 Fe2+ required Pyrus communis

Organism

EC Number Organism UniProt Comment Textmining
1.14.11.9 Malus domestica
-
 cultivars M9 and Weirouge
-
1.14.11.9 Pyrus communis
-
 cultivars Pyrodwarf and Conference
-
1.14.20.6 Malus domestica
-
 cultivars M9 and Weirouge
-
1.14.20.6 Pyrus communis
-
 cultivars Pyrodwarf and Conference
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.11.9 leaf
-
 Malus domestica
-
1.14.11.9 leaf
-
 Pyrus communis
-
1.14.20.6 leaf
-
 Malus domestica
-
1.14.20.6 leaf
-
 Pyrus communis
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.11.9 eriodictyol + 2-oxoglutarate + O2
-
 Malus domestica (2R,3R)-dihydroquercetin + succinate + CO2
-
 ?
1.14.11.9 eriodictyol + 2-oxoglutarate + O2
-
 Pyrus communis (2R,3R)-dihydroquercetin + succinate + CO2
-
 ?
1.14.11.9 naringenin + 2-oxoglutarate + O2
-
 Malus domestica (2R,3R)-dihydrokaempferol + succinate + CO2
-
 ?
1.14.11.9 naringenin + 2-oxoglutarate + O2
-
 Pyrus communis (2R,3R)-dihydrokaempferol + succinate + CO2
-
 ?
1.14.20.6 dihydrokaempferol + 2-oxoglutarate + O2
-
 Malus domestica kaempferol + succinate + CO2 + H2O
-
 ir
1.14.20.6 dihydrokaempferol + 2-oxoglutarate + O2
-
 Pyrus communis kaempferol + succinate + CO2 + H2O
-
 ir
1.14.20.6 dihydromyricetin + 2-oxoglutarate + O2
-
 Malus domestica myricetin + succinate + CO2 + H2O
-
 ir
1.14.20.6 dihydromyricetin + 2-oxoglutarate + O2
-
 Pyrus communis myricetin + succinate + CO2 + H2O
-
 ir
1.14.20.6 dihydroquercetin + 2-oxoglutarate + O2
-
 Malus domestica quercetin + succinate + CO2 + H2O
-
 ir
1.14.20.6 dihydroquercetin + 2-oxoglutarate + O2
-
 Pyrus communis quercetin + succinate + CO2 + H2O
-
 ir

Synonyms

EC Number Synonyms Comment Organism
1.14.11.9 F3H
-
 Malus domestica
1.14.11.9 F3H
-
 Pyrus communis
1.14.11.9 FHT
-
 Malus domestica
1.14.11.9 FHT
-
 Pyrus communis
1.14.11.9 flavanone 3beta-hydroxylase
-
 Malus domestica
1.14.11.9 flavanone 3beta-hydroxylase
-
 Pyrus communis
1.14.20.6 FLS
-
 Malus domestica
1.14.20.6 FLS
-
 Pyrus communis

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.11.9 30
-
-
 Malus domestica
1.14.11.9 30
-
-
 Pyrus communis
1.14.20.6 30
-
-
 Malus domestica
1.14.20.6 30
-
-
 Pyrus communis

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.11.9 7.25
-
-
 Malus domestica
1.14.11.9 7.25
-
-
 Pyrus communis
1.14.20.6 7.25
-
-
 Malus domestica
1.14.20.6 7.25
-
-
 Pyrus communis

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.11.9 ascorbate required Malus domestica
1.14.11.9 ascorbate required Pyrus communis
1.14.20.6 ascorbate required Malus domestica
1.14.20.6 ascorbate required Pyrus communis