BRENDA - Enzyme Database show
show all sequences of 1.14.14.147

C-23 hydroxylation by Arabidopsis CYP90C1 and CYP90D1 reveals a novel shortcut in brassinosteroid biosynthesis

Ohnishi, T.; Szatmari, A.M.; Watanabe, B.; Fujita, S.; Bancos, S.; Koncz, C.; Lafos, M.; Shibata, K.; Yokota, T.; Sakata, K.; Szekeres, M.; Mizutani M.; Plant Cell 18, 3275-3288 (2006)

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
heterologous expression in the baculovirus/insect cell system; heterologous expression in the baculovirus/insect cell system
Arabidopsis thaliana
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.00106
-
3-epi-6-deoxocathasterone
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.00494
-
(22S)-22-hydroxycampest-4-en-3-one
pH 7.3, 30°C
Arabidopsis thaliana
0.00661
-
3-epi-6-deoxocathasterone
pH 7.3, 30°C
Arabidopsis thaliana
0.00861
-
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one
pH 7.3, 30°C
Arabidopsis thaliana
0.0169
-
6-deoxocathasterone
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.0181
-
(22S)-22-hydroxycampesterol
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.0194
-
(22S)-22-hydroxycampesterol
pH 7.3, 30°C
Arabidopsis thaliana
0.0359
-
6-deoxocathasterone
pH 7.3, 30°C
Arabidopsis thaliana
0.73
-
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.77
-
(22S)-22-hydroxycampest-4-en-3-one
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one + [reduced NADPH-hemoprotein reductase] + O2
Arabidopsis thaliana
i.e (22S)-22-hydroxycampest-4-en-3-one. C-23 hydroxylation shortcuts bypass campestanol, 6-deoxocathasterone, and 6-deoxoteasterone and lead directly from (22S,24R)-22-hydroxy-5alpha-ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-deoxoteasterone and 6-deoxotyphasterol
3-dehydro-6-deoxoteasterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
3-epi-6-deoxocathasterone + [reduced NADPH-hemoprotein reductase] + O2
Arabidopsis thaliana
C-23 hydroxylation shortcuts bypass campestanol, 6-deoxocathasterone, and 6-deoxoteasterone and lead directly from (22S,24R)-22-hydroxy-5alpha-ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-deoxoteasterone and 6-deoxotyphasterol
6-deoxotyphasterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Arabidopsis thaliana
-
-
-
Arabidopsis thaliana
Q9M066
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(22S)-22-hydroxycampest-4-en-3-one + [reduced NADPH-hemoprotein reductase] + O2
-
694624
Arabidopsis thaliana
(22R,23R)-22,23-dihydroxycampest-4-en-3-one + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(22S)-22-hydroxycampest-4-en-3-one + [reduced NADPH-hemoprotein reductase] + O2
i.e. (22S,24R)-22-hydroxyergost-4-en-3-one
694624
Arabidopsis thaliana
(22R,23R)-22,23-dihydroxycampest-4-en-3-one + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(22S)-22-hydroxycampesterol + [reduced NADPH-hemoprotein reductase] + O2
-
694624
Arabidopsis thaliana
(22R,23R)-22,23-dihydroxycampesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one + [reduced NADPH-hemoprotein reductase] + O2
-
694624
Arabidopsis thaliana
3-dehydro-6-deoxoteasterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one + [reduced NADPH-hemoprotein reductase] + O2
i.e (22S)-22-hydroxycampest-4-en-3-one. C-23 hydroxylation shortcuts bypass campestanol, 6-deoxocathasterone, and 6-deoxoteasterone and lead directly from (22S,24R)-22-hydroxy-5alpha-ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-deoxoteasterone and 6-deoxotyphasterol
694624
Arabidopsis thaliana
3-dehydro-6-deoxoteasterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
3-epi-6-deoxocathasterone + [reduced NADPH-hemoprotein reductase] + O2
-
694624
Arabidopsis thaliana
6-deoxotyphasterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
3-epi-6-deoxocathasterone + [reduced NADPH-hemoprotein reductase] + O2
C-23 hydroxylation shortcuts bypass campestanol, 6-deoxocathasterone, and 6-deoxoteasterone and lead directly from (22S,24R)-22-hydroxy-5alpha-ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-deoxoteasterone and 6-deoxotyphasterol
694624
Arabidopsis thaliana
6-deoxotyphasterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
6-deoxocathasterone + [reduced NADPH-hemoprotein reductase] + O2
-
694624
Arabidopsis thaliana
6-deoxoteasterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
Temperature Optimum [°C]
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at; assay at
Arabidopsis thaliana
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.0018
-
(22S)-22-hydroxycampesterol
pH 7.3, 30°C
Arabidopsis thaliana
0.002
-
(22S)-22-hydroxycampesterol
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.0023
-
6-deoxocathasterone
pH 7.3, 30°C
Arabidopsis thaliana
0.0048
-
6-deoxocathasterone
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.017
-
(22S)-22-hydroxycampest-4-en-3-one
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.018
-
3-epi-6-deoxocathasterone
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.021
-
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.023
-
(22S)-22-hydroxycampest-4-en-3-one
pH 7.3, 30°C
Arabidopsis thaliana
0.046
-
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one
pH 7.3, 30°C
Arabidopsis thaliana
0.05
-
3-epi-6-deoxocathasterone
pH 7.3, 30°C
Arabidopsis thaliana
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.3
-
assay at; assay at
Arabidopsis thaliana
Cofactor
Cofactor
Commentary
Organism
Structure
cytochrome P450
;
Arabidopsis thaliana
Cloned(Commentary) (protein specific)
Commentary
Organism
heterologous expression in the baculovirus/insect cell system
Arabidopsis thaliana
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
cytochrome P450
-
Arabidopsis thaliana
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.00106
-
3-epi-6-deoxocathasterone
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.00494
-
(22S)-22-hydroxycampest-4-en-3-one
pH 7.3, 30°C
Arabidopsis thaliana
0.00661
-
3-epi-6-deoxocathasterone
pH 7.3, 30°C
Arabidopsis thaliana
0.00861
-
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one
pH 7.3, 30°C
Arabidopsis thaliana
0.0169
-
6-deoxocathasterone
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.0181
-
(22S)-22-hydroxycampesterol
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.0194
-
(22S)-22-hydroxycampesterol
pH 7.3, 30°C
Arabidopsis thaliana
0.0359
-
6-deoxocathasterone
pH 7.3, 30°C
Arabidopsis thaliana
0.73
-
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.77
-
(22S)-22-hydroxycampest-4-en-3-one
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one + [reduced NADPH-hemoprotein reductase] + O2
Arabidopsis thaliana
i.e (22S)-22-hydroxycampest-4-en-3-one. C-23 hydroxylation shortcuts bypass campestanol, 6-deoxocathasterone, and 6-deoxoteasterone and lead directly from (22S,24R)-22-hydroxy-5alpha-ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-deoxoteasterone and 6-deoxotyphasterol
3-dehydro-6-deoxoteasterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
?
3-epi-6-deoxocathasterone + [reduced NADPH-hemoprotein reductase] + O2
Arabidopsis thaliana
C-23 hydroxylation shortcuts bypass campestanol, 6-deoxocathasterone, and 6-deoxoteasterone and lead directly from (22S,24R)-22-hydroxy-5alpha-ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-deoxoteasterone and 6-deoxotyphasterol
6-deoxotyphasterol + [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
(22S)-22-hydroxycampest-4-en-3-one + [reduced NADPH-hemoprotein reductase] + O2
-
694624
Arabidopsis thaliana
(22R,23R)-22,23-dihydroxycampest-4-en-3-one + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(22S)-22-hydroxycampest-4-en-3-one + [reduced NADPH-hemoprotein reductase] + O2
i.e. (22S,24R)-22-hydroxyergost-4-en-3-one
694624
Arabidopsis thaliana
(22R,23R)-22,23-dihydroxycampest-4-en-3-one + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(22S)-22-hydroxycampesterol + [reduced NADPH-hemoprotein reductase] + O2
-
694624
Arabidopsis thaliana
(22R,23R)-22,23-dihydroxycampesterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one + [reduced NADPH-hemoprotein reductase] + O2
-
694624
Arabidopsis thaliana
3-dehydro-6-deoxoteasterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one + [reduced NADPH-hemoprotein reductase] + O2
i.e (22S)-22-hydroxycampest-4-en-3-one. C-23 hydroxylation shortcuts bypass campestanol, 6-deoxocathasterone, and 6-deoxoteasterone and lead directly from (22S,24R)-22-hydroxy-5alpha-ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-deoxoteasterone and 6-deoxotyphasterol
694624
Arabidopsis thaliana
3-dehydro-6-deoxoteasterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
3-epi-6-deoxocathasterone + [reduced NADPH-hemoprotein reductase] + O2
-
694624
Arabidopsis thaliana
6-deoxotyphasterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
3-epi-6-deoxocathasterone + [reduced NADPH-hemoprotein reductase] + O2
C-23 hydroxylation shortcuts bypass campestanol, 6-deoxocathasterone, and 6-deoxoteasterone and lead directly from (22S,24R)-22-hydroxy-5alpha-ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-deoxoteasterone and 6-deoxotyphasterol
694624
Arabidopsis thaliana
6-deoxotyphasterol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
6-deoxocathasterone + [reduced NADPH-hemoprotein reductase] + O2
-
694624
Arabidopsis thaliana
6-deoxoteasterone + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
Temperature Optimum [°C] (protein specific)
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
30
-
assay at
Arabidopsis thaliana
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.0018
-
(22S)-22-hydroxycampesterol
pH 7.3, 30°C
Arabidopsis thaliana
0.002
-
(22S)-22-hydroxycampesterol
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.0023
-
6-deoxocathasterone
pH 7.3, 30°C
Arabidopsis thaliana
0.0048
-
6-deoxocathasterone
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.017
-
(22S)-22-hydroxycampest-4-en-3-one
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.018
-
3-epi-6-deoxocathasterone
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.021
-
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one
pH 7.3, 30°C, enzyme CYP90D1
Arabidopsis thaliana
0.023
-
(22S)-22-hydroxycampest-4-en-3-one
pH 7.3, 30°C
Arabidopsis thaliana
0.046
-
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one
pH 7.3, 30°C
Arabidopsis thaliana
0.05
-
3-epi-6-deoxocathasterone
pH 7.3, 30°C
Arabidopsis thaliana
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
7.3
-
assay at
Arabidopsis thaliana
Other publictions for EC 1.14.14.147
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)
728059
Polko
Ethylene promotes hyponastic g ...
Arabidopsis thaliana
J. Exp. Bot.
64
613-624
2013
-
-
-
-
-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
1
1
-
-
-
694624
Ohnishi
C-23 hydroxylation by Arabidop ...
Arabidopsis thaliana
Plant Cell
18
3275-3288
2006
-
-
1
-
-
-
-
10
-
-
-
4
-
5
-
-
-
-
-
-
-
-
14
-
1
-
-
10
1
-
-
1
-
-
-
-
-
2
2
-
-
-
-
-
-
10
-
-
-
4
-
-
-
-
-
-
-
-
14
-
2
-
-
10
2
-
-
-
-
-
-
-
-
-