Microbial hydroxylation of steroids. Part 12. Hydroxylation of testosterone and related steroids by Gnomonia fructicola ATCC 11430

…, PC Chenchaiah, MJ Chernishenko…

Index: Holland; Brown; Chenchaiah; Chernishenko; Khan; Rao Canadian Journal of Chemistry, 1989 , vol. 67, # 2 p. 268 - 274

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Citation Number: 17

Abstract

The fungus Gnomonia fructicola ATCC 11430 hydroxylates testosterone at C-2β in 40-60% yield. The enzyme involved has been shown to be an inducible CO sensitive, cyanide insensitive oxygenase, with a requirement for theΔ4-3-ketosteroid substrate functionality. The use of 2α-and 2β-deuterium labelled substrates has shown that hydrogen loss from C-2 during 2β hydroxylation is isotope dependent and non-stereospecific. This is interpreted in ...

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