BRENDA - Enzyme Database show
show all sequences of 1.14.14.137

Asymmetrical ligand binding by abscisic acid 8-hydroxylase

Ueno, K.; Yoneyama, H.; Mizutani, M.; Hirai, N.; Todoroki, Y.; Bioorg. Med. Chem. 15, 6311-6322 (2007)

Data extracted from this reference:

Inhibitors
Inhibitors
Commentary
Organism
Structure
(-)-AHI1
competitive inhibition
Arabidopsis thaliana
(1'R)-(-)-4'-deoxo-abscisic acid
competitive inhibition
Arabidopsis thaliana
(1'R)-(-)-6-nor-abscisic acid
competitive inhibition
Arabidopsis thaliana
(1'R,2'R)-(-)-2',3'-dihydro-4'-deoxo-abscisic acid
competitive inhibition
Arabidopsis thaliana
additional information
inhibitor synthesis, overview. Conformational energy profiles of ligands by computational molecular dynamics simulation, inhibition kinetics, overview. No inhibition by (1'R,2'R)-(-)-2',3'-dihydro-abscisic acid
Arabidopsis thaliana
Localization
Localization
Commentary
Organism
GeneOntology No.
Textmining
microsome
-
Arabidopsis thaliana
-
-
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
(1'S)-(+)-abscisate + [reduced NADPH-hemoprotein reductase] + O2
Arabidopsis thaliana
the enzyme is active with the naturally occuring (1'S)-(+)-enantiomer, but not with the naturally not occuring enantiomer (1'R)-(-)-abscisic acid. The C4'-oxo moiety coupled to the C2'-C3'-double bond in the key functional group for the enzyme to distinguish (1'S)-(+)-abscisic acid from (1'R)-(-)-abscisic acid
8'-hydroxyabscisate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Arabidopsis thaliana
-
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(1'S)-(+)-abscisate + [reduced NADPH-hemoprotein reductase] + O2
the enzyme is active with the naturally occuring (1'S)-(+)-enantiomer, but not with the naturally not occuring enantiomer (1'R)-(-)-abscisic acid. The C4'-oxo moiety coupled to the C2'-C3'-double bond in the key functional group for the enzyme to distinguish (1'S)-(+)-abscisic acid from (1'R)-(-)-abscisic acid
685522
Arabidopsis thaliana
8'-hydroxyabscisate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(2Z,4E)-5-[(1R,6R)-1-hydroxy-2,2,6-trimethylcyclohexyl]penta-2,4-dienoic acid + [reduced NADPH-hemoprotein reductase] + O2
a structural analogue of abscisic acid lacking the C6 methyl group and the alpha,beta-unsaturated carbonyl in the six-membered ring, synthesis, overview. Both enantiomers of this analogue bind to the enzyme
685522
Arabidopsis thaliana
? + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(2Z,4E)-5-[(1S,6S)-1-hydroxy-2,2,6-trimethylcyclohexyl]penta-2,4-dienoic acid + [reduced NADPH-hemoprotein reductase] + O2
a structural analogue of abscisic acid lacking the C6 methyl group and the alpha,beta-unsaturated carbonyl in the six-membered ring, synthesis, overview. Both enantiomers of this analogue bind to the enzyme
685522
Arabidopsis thaliana
? + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
Temperature Optimum [°C]
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at
Arabidopsis thaliana
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.2
7.3
assay at
Arabidopsis thaliana
Ki Value [mM]
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.00045
-
(1'R,2'R)-(-)-2',3'-dihydro-4'-deoxo-abscisic acid
pH 7.2-7.3, 30°C
Arabidopsis thaliana
0.027
-
(1'R)-(-)-4'-deoxo-abscisic acid
pH 7.2-7.3, 30°C
Arabidopsis thaliana
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
(-)-AHI1
competitive inhibition
Arabidopsis thaliana
(1'R)-(-)-4'-deoxo-abscisic acid
competitive inhibition
Arabidopsis thaliana
(1'R)-(-)-6-nor-abscisic acid
competitive inhibition
Arabidopsis thaliana
(1'R,2'R)-(-)-2',3'-dihydro-4'-deoxo-abscisic acid
competitive inhibition
Arabidopsis thaliana
additional information
inhibitor synthesis, overview. Conformational energy profiles of ligands by computational molecular dynamics simulation, inhibition kinetics, overview. No inhibition by (1'R,2'R)-(-)-2',3'-dihydro-abscisic acid
Arabidopsis thaliana
Ki Value [mM] (protein specific)
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.00045
-
(1'R,2'R)-(-)-2',3'-dihydro-4'-deoxo-abscisic acid
pH 7.2-7.3, 30°C
Arabidopsis thaliana
0.027
-
(1'R)-(-)-4'-deoxo-abscisic acid
pH 7.2-7.3, 30°C
Arabidopsis thaliana
Localization (protein specific)
Localization
Commentary
Organism
GeneOntology No.
Textmining
microsome
-
Arabidopsis thaliana
-
-
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
(1'S)-(+)-abscisate + [reduced NADPH-hemoprotein reductase] + O2
Arabidopsis thaliana
the enzyme is active with the naturally occuring (1'S)-(+)-enantiomer, but not with the naturally not occuring enantiomer (1'R)-(-)-abscisic acid. The C4'-oxo moiety coupled to the C2'-C3'-double bond in the key functional group for the enzyme to distinguish (1'S)-(+)-abscisic acid from (1'R)-(-)-abscisic acid
8'-hydroxyabscisate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(1'S)-(+)-abscisate + [reduced NADPH-hemoprotein reductase] + O2
the enzyme is active with the naturally occuring (1'S)-(+)-enantiomer, but not with the naturally not occuring enantiomer (1'R)-(-)-abscisic acid. The C4'-oxo moiety coupled to the C2'-C3'-double bond in the key functional group for the enzyme to distinguish (1'S)-(+)-abscisic acid from (1'R)-(-)-abscisic acid
685522
Arabidopsis thaliana
8'-hydroxyabscisate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(2Z,4E)-5-[(1R,6R)-1-hydroxy-2,2,6-trimethylcyclohexyl]penta-2,4-dienoic acid + [reduced NADPH-hemoprotein reductase] + O2
a structural analogue of abscisic acid lacking the C6 methyl group and the alpha,beta-unsaturated carbonyl in the six-membered ring, synthesis, overview. Both enantiomers of this analogue bind to the enzyme
685522
Arabidopsis thaliana
? + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(2Z,4E)-5-[(1S,6S)-1-hydroxy-2,2,6-trimethylcyclohexyl]penta-2,4-dienoic acid + [reduced NADPH-hemoprotein reductase] + O2
a structural analogue of abscisic acid lacking the C6 methyl group and the alpha,beta-unsaturated carbonyl in the six-membered ring, synthesis, overview. Both enantiomers of this analogue bind to the enzyme
685522
Arabidopsis thaliana
? + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
Temperature Optimum [°C] (protein specific)
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at
Arabidopsis thaliana
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.2
7.3
assay at
Arabidopsis thaliana
General Information
General Information
Commentary
Organism
metabolism
ABA 8'-hydroxylase is the major and key P450 enzyme in the abscisic acid catabolism
Arabidopsis thaliana
physiological function
ABA 8'-hydroxylase is the major and key P450 enzyme in the abscisic acid catabolism
Arabidopsis thaliana
General Information (protein specific)
General Information
Commentary
Organism
metabolism
ABA 8'-hydroxylase is the major and key P450 enzyme in the abscisic acid catabolism
Arabidopsis thaliana
physiological function
ABA 8'-hydroxylase is the major and key P450 enzyme in the abscisic acid catabolism
Arabidopsis thaliana
Other publictions for EC 1.14.14.137
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
745629
Sales
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Salt tolerance in apple seedl ...
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643-650
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746096
Arbona
Depletion of abscisic acid le ...
Citrus sinensis x Citrus trifoliata
Plant Mol. Biol.
93
623-640
2017
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1
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2
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746066
Cai
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Characterization and expressi ...
Morus notabilis
Plant Cell Tissue Organ. Cult.
127
237-249
2016
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1
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746158
Son
Abscisic acid metabolic genes ...
Triticum aestivum
Planta
244
429-447
2016
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4
4
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746462
Takeuchi
Abscinazole-E3M, a practical ...
Arabidopsis thaliana
Sci. Rep.
6
37060
2016
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1
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12
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1
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5
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746269
Liu
Cloning and expression analys ...
Arachis hypogaea
PLoS ONE
9
e97025
2014
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1
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1
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5
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4
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10
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2
2
2
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2
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2
2
2
4
4
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727261
Chono
Isolation of a wheat (Triticum ...
Triticum aestivum
Breed. Sci.
63
104-115
2013
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5
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1
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3
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728206
Suttle
Wounding of potato tubers indu ...
Solanum tuberosum
J. Plant Physiol.
170
560-566
2013
-
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1
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1
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711477
Okazaki
Abscinazole-E1, a novel chemic ...
Arabidopsis thaliana
Bioorg. Med. Chem.
19
406-413
2011
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1
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5
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2
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711425
Todoroki
Selectivity improvement of an ...
Arabidopsis thaliana
Bioorg. Med. Chem. Lett.
20
5506-5509
2010
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1
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8
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712862
Ren
Cloning and expression analysi ...
Prunus avium, Prunus avium Hongdeng
J. Plant Physiol.
167
1486-1493
2010
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1
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11
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2
8
4
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696761
Todoroki
Abscinazole-F1, a conformation ...
Arabidopsis thaliana, Malus sylvestris, Oryza sativa
Bioorg. Med. Chem.
17
6620-6630
2009
-
1
1
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39
1
1
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3
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6
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1
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1
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5
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8
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14
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14
39
8
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3
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5
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3
3
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700781
Cheng
Antagonism between abscisic ac ...
Arabidopsis thaliana
Plant Mol. Biol.
71
61-80
2009
1
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1
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702592
Todoroki
Enlarged analogues of uniconaz ...
Arabidopsis thaliana
Bioorg. Med. Chem. Lett.
19
5782-5786
2009
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1
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12
1
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705948
Liu
Nitric oxide-induced rapid dec ...
Arabidopsis thaliana
New Phytol.
183
1030-1042
2009
-
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5
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4
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2
1
3
8
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706181
Zhu
Glucose-induced delay of seed ...
Oryza sativa
Plant Cell Physiol.
50
644-651
2009
-
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1
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2
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2
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706300
Okamoto
High humidity induces abscisic ...
Arabidopsis thaliana
Plant Physiol.
149
825-834
2009
1
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1
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5
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1
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1
1
1
1
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706301
Barrero
Anatomical and transcriptomic ...
Hordeum vulgare
Plant Physiol.
150
1006-1021
2009
1
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2
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