Literature summary for 1.14.14.147 extracted from

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.
C-23 hydroxylation by Arabidopsis CYP90C1 and CYP90D1 reveals a novel shortcut in brassinosteroid biosynthesis (2006), Plant Cell, 18, 3275-3288.

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Cloned(Commentary)

Cloned (Comment)	Organism
heterologous expression in the baculovirus/insect cell system	Arabidopsis thaliana

KM Value [mM]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	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	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
(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	UniProt	Comment	Textmining
Arabidopsis thaliana	-	-	-
Arabidopsis thaliana	Q9M066	-	-

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
(22S)-22-hydroxycampest-4-en-3-one + [reduced NADPH-hemoprotein reductase] + O2	-	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	Arabidopsis thaliana	(22R,23R)-22,23-dihydroxycampest-4-en-3-one + [oxidized NADPH-hemoprotein reductase] + H2O	-	?
(22S)-22-hydroxycampesterol + [reduced NADPH-hemoprotein reductase] + O2	-	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	-	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	Arabidopsis thaliana	3-dehydro-6-deoxoteasterone + [oxidized NADPH-hemoprotein reductase] + H2O	-	?
3-epi-6-deoxocathasterone + [reduced NADPH-hemoprotein reductase] + O2	-	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	Arabidopsis thaliana	6-deoxotyphasterol + [oxidized NADPH-hemoprotein reductase] + H2O	-	?
6-deoxocathasterone + [reduced NADPH-hemoprotein reductase] + O2	-	Arabidopsis thaliana	6-deoxoteasterone + [oxidized NADPH-hemoprotein reductase] + H2O	-	?

Synonyms

Synonyms	Comment	Organism
CYP90C1/ROTUNDIFOLIA3	-	Arabidopsis thaliana
CYP90D1	-	Arabidopsis thaliana
cytochrome P450 90C1	-	Arabidopsis thaliana

Temperature Optimum [°C]

Temperature Optimum [°C]	Temperature Optimum Maximum [°C]	Comment	Organism
30	-	assay at	Arabidopsis thaliana

Turnover Number [1/s]

Turnover Number Minimum [1/s]	Turnover Number Maximum [1/s]	Substrate	Comment	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	Comment	Organism
7.3	-	assay at	Arabidopsis thaliana

Cofactor

Cofactor	Comment	Organism	Structure
cytochrome P450	-	Arabidopsis thaliana

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Release 2023.1 (January 2023)