Stereospecific Oxidation of 3β-Hydroxysteroids by Persolvent Fermentation withPseudomonassp. ST-200 | Zendy

Rikizo Aono | Zendy; Doukyu Noriyuki | Zendy

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Stereospecific Oxidation of 3β-Hydroxysteroids by Persolvent Fermentation withPseudomonassp. ST-200

Author(s) -

Rikizo Aono,

Doukyu Noriyuki

Publication year - 1996

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.60.1146

Subject(s) - ketone , chemistry , stereospecificity , double bond , fermentation , solvent , organic chemistry , steroid , medicinal chemistry , catalysis , biochemistry , hormone

Pseudomonas sp. strain ST-200 isolated from a humus soil effectively oxidizes cholesterol dissolved in organic solvents but not that suspended in the growth medium. The organism does not assimilate cholesterol. This organism oxidized a variety of 5α- or 5-ene-sterols dissolved in organic solvent. First, the 3β-OH group was oxidized to a ketone group. The 3α-OH group was scarcely oxidized. Successively, C-6 position of 5-ene-steroids was hydroxylated, and a double bond of 5-ene-steroids was transferred from Δ(5) to Δ (4). Then, the 6-OH group was oxidized to a ketone group. Persolvent fermentation with ST-200 would provide an effective, convenient, and stereospecific method to oxidize the C-3 and C-6 positions of steroids.

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