Horinouchi_2005_Appl.Environ.Microbiol_71_5275

Reference

Title : Identification of 9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid, 4-hydroxy-2-oxohexanoic acid, and 2-hydroxyhexa-2,4-dienoic acid and related enzymes involved in testosterone degradation in Comamonas testosteroni TA441 - Horinouchi_2005_Appl.Environ.Microbiol_71_5275
Author(s) : Horinouchi M , Hayashi T , Koshino H , Kurita T , Kudo T
Ref : Applied Environmental Microbiology , 71 :5275 , 2005
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 (2Z,4Z)-2-hydroxyhexa-2,4-dienoic acid. The latter was a pure 4Z 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.

PubMedSearch : Horinouchi_2005_Appl.Environ.Microbiol_71_5275
PubMedID: 16151114
Gene_locus related to this paper: comte-TESD

Related information

Substrate 4,9-DHSA
Gene_locus 4,9-DHSA    comte-TESD

Citations formats

Horinouchi M, Hayashi T, Koshino H, Kurita T, Kudo T (2005)
Identification of 9,17-dioxo-1,2,3,4,10,19-hexanorandrostan-5-oic acid, 4-hydroxy-2-oxohexanoic acid, and 2-hydroxyhexa-2,4-dienoic acid and related enzymes involved in testosterone degradation in Comamonas testosteroni TA441
Applied Environmental Microbiology 71 :5275

Horinouchi M, Hayashi T, Koshino H, Kurita T, Kudo T (2005)
Applied Environmental Microbiology 71 :5275