ORF18-disrupted mutant of Comamonas testosteroni TA441 accumulates significant amounts of 9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid and its derivatives after incubation with steroids

Masae Horinouchi; Toshiaki Hayashi; Hiroyuki Koshino; Toshiaki Kudo

doi:10.1016/j.jsbmb.2006.06.006

ORF18-disrupted mutant of Comamonas testosteroni TA441 accumulates significant amounts of 9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid and its derivatives after incubation with steroids

J Steroid Biochem Mol Biol. 2006 Sep;101(1):78-84. doi: 10.1016/j.jsbmb.2006.06.006. Epub 2006 Aug 7.

Authors

Masae Horinouchi¹, Toshiaki Hayashi, Hiroyuki Koshino, Toshiaki Kudo

Affiliation

¹ RIKEN, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan. masae@postman.riken.go.jp

PMID: 16891113
DOI: 10.1016/j.jsbmb.2006.06.006

Abstract

In a steroid degradation gene cluster of Comamonas testosteroni TA441 consisting of ORF18, 17 and tesIHA2A1DEFG, ORF18 was implicated in encoding a CoA-transferase by database searches, but the matching substrate was not clear. In this study, ORF18 was shown to be necessary for conversion of 9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid, a product of hydrolysis of 4,5-9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-dien-4-oic acid in steroid degradation by TA441. The ORF18-disrupted mutant accumulates 7-hydroxy-9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid and 7,12-dihydroxy-9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid when incubated with chenodeoxycholic acid and cholic acid, respectively.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Chromatography, High Pressure Liquid
Comamonas testosteroni / genetics
Comamonas testosteroni / metabolism*
Magnetic Resonance Spectroscopy
Mutation*
Norandrostanes
Open Reading Frames*
Testosterone / metabolism*

Substances

9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid
Norandrostanes
Testosterone