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

Autor:	Tomokazu Kurita, Toshiaki Hayashi, Toshiaki Kudo, Hiroyuki Koshino, Masae Horinouchi
Rok vydání:	2005
Předmět:	chemistry.chemical_classification Ecology biology Chemistry Stereochemistry Aromatization Ring (chemistry) biology.organism_classification Applied Microbiology and Biotechnology 2-oxohexanoic acid Enzyme Hydrolase Degradation (geology) Comamonas testosteroni Testosterone Food Science Biotechnology
Zdroj:	Applied and Environmental Microbiology. 71:5275-5281
ISSN:	1098-5336 0099-2240
DOI:	10.1128/aem.71.9.5275-5281.2005
Popis:	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.
Databáze:	OpenAIRE
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