Affiliation:
1. RIKEN, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan
2. Science of Biological Supermolecular Systems, Graduate School of Integrated Science, Yokohama City University, Suehiro, Tsurumi-ku, Yokohama 230-0045, Japan
Abstract
ABSTRACT
Comamonas testosteroni
TA441 utilizes testosterone via aromatization of the A ring followed by
meta
-cleavage of the ring. The product of the
meta
-cleavage reaction, 4,5-9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-dien-4-oic acid, is degraded by a hydrolase, TesD. We directly isolated and identified two products of TesD as 9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid and (2
Z
,4
Z
)-2-hydroxyhexa-2,4-dienoic acid. The latter was a pure 4
Z
isomer. 2-Hydroxyhexa-2,4-dienoic acid was converted by a hydratase, TesE, and the product isolated from the reaction solution was identified as 2-hydroxy-4-hex-2-enolactone, indicating the direct product of TesE to be 4-hydroxy-2-oxohexanoic acid.
Publisher
American Society for Microbiology
Subject
Ecology,Applied Microbiology and Biotechnology,Food Science,Biotechnology
Reference19 articles.
1. Bayly, R. C., and S. Dagley. 1969. Oxoenoic acids as metabolites in the bacterial degradation of catechols. Biochem. J.111:303-307.
2. Coulter, A. W., and P. Talalay. 1968. Studies on the microbial degradation of steroid ring A. J. Biol. Chem.243:3238-3247.
3. Dodson, R. M., and R. D. Muir. 1958. Microbiological transformations. II. Microbiological aromatization of steroids. J. Am. Chem. Soc.80:5004-5005.
4. Dodson, R. M., and R. D. Muir. 1958. Microbiological transformations. III. The hydroxylation of steroids at C-9. J. Am. Chem. Soc.80:6148.
5. Dodson, R. M., and R. D. Muir. 1961. Microbiological transformations. IV. The microbiological aromatization of steroids. J. Am. Chem. Soc.83:4627-4631.
Cited by
48 articles.
订阅此论文施引文献
订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献