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• W1559931399 abstract "Our previous studies revealed that the double variant of cytochrome P450 (CYP)105A1, R73V/R84A, has a high ability to convert vitamin D 3 to its biologically active form, 1α,25‐dihydroxyvitamin D 3 [1α,25(OH) 2 D 3 ], suggesting the possibility for R73V/R84A to produce 1α,25(OH) 2 D 3 . Because Actinomycetes , including Streptomyces , exhibit properties that have potential advantages in the synthesis of secondary metabolites of industrial and medical importance, we examined the expression of R73V/R84A in Streptomyces lividans TK23 cells under the control of the tipA promoter. As expected, the metabolites 25‐hydroxyvitamin D 3 [25(OH)D 3 ] and 1α,25(OH) 2 D 3 were detected in the cell culture of the recombinant S. lividans . A large amount of 1α,25(OH) 2 D 3 , the second‐step metabolite of vitamin D 3 , was observed, although a considerable amount of vitamin D 3 still remained in the culture. In addition, novel polar metabolites 1α,25( R ),26(OH) 3 D 3 and 1α,25( S ),26(OH) 3 D 3 , both of which are known to have high antiproliferative activity and low calcemic activity, were observed at a ratio of 5 : 1. The crystal structure of the double variant with 1α,25(OH) 2 D 3 and a docking model of 1α,25(OH) 2 D 3 in its active site strongly suggest a hydrogen‐bond network including the 1α‐hydroxyl group, and several water molecules play an important role in the substrate‐binding for 26‐hydroxylation. In conclusion, we have demonstrated that R73V/R84A can catalyze hydroxylations at C25, C1 and C26 (C27) positions of vitamin D 3 to produce biologically useful compounds." @default.
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• W1559931399 date "2010-08-20" @default.
• W1559931399 modified "2023-10-18" @default.
• W1559931399 title "Three-step hydroxylation of vitamin D3 by a genetically engineered CYP105A1" @default.
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• W1559931399 doi "https://doi.org/10.1111/j.1742-4658.2010.07791.x" @default.
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