1.14.14.178: steroid 22S-hydroxylase
This is an abbreviated version!
For detailed information about steroid 22S-hydroxylase, go to the full flat file.
Reaction
Synonyms
AOD4, BR C-22 hydroxylase, C-22 hydroxylase, CYP724A1, CYP724B2, CYP90B1, CYP90B3, DWARF4, Dwf4, steroid 22-hydroxylase, steroid 22-monooxygenase
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Substrates Products
Substrates Products on EC 1.14.14.178 - steroid 22S-hydroxylase
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REACTION DIAGRAM
(24R)-ergost-4-en-3-one + NADPH + H+ + O2
(22S,24R)-22-hydroxy-ergost-4-en-3-one + NADP+ + H2O
6-oxocampestanol + [reduced NADPH-hemoprotein reductase] + O2
cathasterone + [oxidized NADPH-hemoprotein reductase] + H2O
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a C28 steroid + [reduced NADPH-hemoprotein reductase] + O2
a (22S)-22-hydroxy-C28-steroid + [oxidized NADPH-hemoprotein reductase] + H2O
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campestanol + NADPH + H+ + O2
6-deoxocathasterone + NADP+ + H2O
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catalytic efficiency for campesterol is 325 times greater than for campestanol. 17% of the activity with cholesterol
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campestanol + [reduced NADPH-hemoprotein reductase] + O2
6-deoxocathasterone + [oxidized NADPH-hemoprotein reductase] + H2O
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campestanol + [reduced NADPH-hemoprotein reductase] + O2
6-deoxocathasterone + [oxidized [ADPH-hemoprotein reductase] + H2O
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campesterol + NADPH + H+ + O2
(22S)-22-hydroxycampesterol + NADP+ + H2O
best substrate
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campesterol + NADPH + H+ + O2
22alpha-hydroxycampesterol + NADP+ + H2O
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catalytic efficiency for campesterol is 325 times greater than for campestanol. 76.9% of the activity with cholesterol
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campesterol + [reduced NADPH-hemoprotein reductase] + O2
(22S)-22-hydroxycampesterol + [oxidized NADPH-hemoprotein reductase] + H2O
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cholestanol + NADPH + H+ + O2
22-hydroxy-cholestanol + NADP+ + H2O
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29% of the activity with cholesterol
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cholesterol + NADPH + H+ + O2
22-hydroxy-cholesterol + NADP+ + H2O
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sitosterol + NADPH + H+ + O2
22-hydroxy-sitosterol + NADP+ + H2O
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poor substrate. 10.7% of the activity with cholesterol
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(22S,24R)-22-hydroxy-ergost-4-en-3-one + NADP+ + H2O
17% of the activity with campesterol
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(24R)-ergost-4-en-3-one + NADPH + H+ + O2
(22S,24R)-22-hydroxy-ergost-4-en-3-one + NADP+ + H2O
7.9% of the activity with campesterol
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substrates with a double bond at positions C5 and C6 are preferred substrates
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additional information
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Arabidopsis plants ectopically overexpressing DWF4 (AOD4) are generated, using the cauliflower mosaic virus 35S promoter, and their phenotypes are characterized. The hypocotyl length of both light and dark-grown AOD4 seedlings is increased dramatically as compared to wild type. At maturity, inflorescence height increases >35% in AOD4 lines and >14% in tobacco DWF4 overexpressing lines (TOD4), relative to controls. The total number of branches and siliques increased more than twofold in AOD4 plants, leading to a 59% increase in the number of seeds produced
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additional information
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DWF4 is down-regulated by jasmonate and is located downstream of COI1 in the jasmonate-signaling pathway
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additional information
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only 22alpha-hydroxylated brassinosteroids rescue the dwf4 phenotype, confirming that DWF4 acts as a 22alpha-hydroxylase
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additional information
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the 22-hydroxylation step is one of the rate-limiting steps in brassinosteroid biosynthesis
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additional information
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the regulation of DWARF4 expression is likely a critical mechanism in maintaining the homeostasis of bioactive brassinosteroids in Arabidopsis
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additional information
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CYP724B2 function in the early steps of C-22 hydroxylation of brassinosteroid biosynthesis
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additional information
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CYP724B2 function in the early steps of C-22 hydroxylation of brassinosteroid biosynthesis
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additional information
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CYP724B2 function in the early steps of C-22 hydroxylation of brassinosteroid biosynthesis
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additional information
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the enzyme catalyzes C-22 hydroxylation of (14R)-5alpha-ergostan-3-one and campestanol at a trace level
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additional information
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the enzyme catalyzes C-22 hydroxylation of (14R)-5alpha-ergostan-3-one and campestanol at a trace level
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additional information
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the enzyme catalyzes C-22 hydroxylation of (14R)-5alpha-ergostan-3-one and campestanol at a trace level
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