Reaction mechanism and stereochemistry of gamma-hexachlorocyclohexane dehydrochlorinase LinA

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F01%3A00004145" target="_blank" >RIV/00216224:14310/01:00004145 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
Reaction mechanism and stereochemistry of gamma-hexachlorocyclohexane dehydrochlorinase LinA
Original language description
g-hexachlorocyclohexane dehydrochlorinase (LinA) catalyses the initial steps in the biotransformation of the important insecticide g-hexachlorocyclohexane (g-HCH) by the soil bacterium Sphingomonas paucimobilis UT26. Stereochemical analysis of the reaction products formed during conversion of g-HCH by LinA was investigated by GC-MS, NMR, CD and molecular modeling. The NMR spectra of 1,3,4,5,6-pentachlorocyclohexene (PCCH) produced from g-HCH using either enzymatic dehydrochlorination or alkaline dehydrochlorination were compared and found to be identical. Both enantiomers present in the racemate of synthetic g-PCCH were converted by LinA, each at a different rate. 1,2,4-trichlorobenzene (1,2,4-TCB) was detected as the only product of the biotransformation of biosynthetic g-PCCH. 1,2,4-TCB and 1,2,3-TCB were identified as the dehydrochlorination products of racemic g-PCCH. d-PCCH was detected as the only product of dehydrochlorination of d-HCH. LinA requires the presence of a 1,2-biaxia
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CE - Biochemistry
OECD FORD branch
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Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2001
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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