Lithocholic acid side-chain cleavage to produce 17-keto or 22-aldehyde steroids by Pseudomonas putida strain ST-491 grown in the presence of an organic solvent, diphenyl ether.
We devised a method to screen for microorganisms capable of growing on bile acids in the presence of organic solvents and producing organic solvent-soluble derivatives. Pseudomonas putida biovar A strain ST-491 isolated in this study produced decarboxylated derivatives from the bile acids. Strain ST-491 grown on 0.5% lithocholic acid catabolized approximately 30% of the substrate as a carbon source, and transiently accumulated in the medium androsta-1,4-diene-3,17-dione in an amount of corresponding to 5% of the substrate added. When 20% (v/v) diphenyl ether was added to the medium, 60% of the substrate was converted to 17-keto steroids (androst-4-ene-3,17-dione-like steroid, androsta-1,4-diene-3,17-dione) or a 22-aldehyde steroid (pregna-1,4-dien-3-on-20-al). Amounts of the products were responsible for 45, 10, and 5% of the substrate, respectively. In the presence of the surfactant Triton X-100 instead of diphenyl ether, 40% of the substrate was converted exclusively to androsta-1,4-diene-3,17-dione.
Suzuki
Y
Y
Department of Bioengineering, Faculty of Bioscience and Biotechnology, Tokyo Institute of Technology, Yokohama, Japan.
Doukyu
N
N
Aono
R
R
D015068:17-Ketosteroids / Q000378:metabolism*; D003840:Deoxycholic Acid / Q000378:metabolism; D003902:Detergents; D008095:Lithocholic Acid / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D017830:Octoxynol; D010647:Phenyl Ethers / Q000494:pharmacology*; D011245:Pregnadienes / Q000378:metabolism*; D016958:Pseudomonas putida / Q000187:drug effects* / Q000378:metabolism; D012995:Solubility; D012997:Solvents; D014867:Water / Q000737:chemistry