About: Reaction mechanism and stereochemistry of gamma-hexachlorocyclohexane dehydrochlorinase LinA

Facets (new session)
Description
Metadata
Settings
- owl:sameAs
- Inference Rule:

About: Reaction mechanism and stereochemistry of gamma-hexachlorocyclohexane dehydrochlorinase LinA Goto Sponge NotDistinct Permalink

An Entity of Type : http://linked.opendata.cz/ontology/domain/vavai/Vysledek, within Data Space : linked.opendata.cz associated with source document(s)

Attributes	Values
rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
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-biaxial HCl pair on a 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-biaxial HCl pair on a (en)
Title	Reaction mechanism and stereochemistry of gamma-hexachlorocyclohexane dehydrochlorinase LinA Reaction mechanism and stereochemistry of gamma-hexachlorocyclohexane dehydrochlorinase LinA (en)
skos:prefLabel	Reaction mechanism and stereochemistry of gamma-hexachlorocyclohexane dehydrochlorinase LinA Reaction mechanism and stereochemistry of gamma-hexachlorocyclohexane dehydrochlorinase LinA (en)
skos:notation	RIV/00216224:14310/01:00004145!RIV/2002/MSM/143102/N
http://linked.open.../vavai/riv/strany	7734
http://linked.open...avai/riv/aktivita	P
http://linked.open...avai/riv/aktivity	P(GA203/97/P149), P(LN00A016), P(ME 276), P(VS96095)
http://linked.open...iv/cisloPeriodika	11
http://linked.open...vai/riv/dodaniDat	2002
http://linked.open...aciTvurceVysledku	Trantírek, Lukáš Damborský, Jiří Sklenář, Vladimír Ansorgová, Alena
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Masarykova univerzita / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	694004
http://linked.open...ai/riv/idVysledku	RIV/00216224:14310/01:00004145
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Reaction mechanism and stereochemistry of gamma-hexachlorocyclohexane dehydrochlorinase LinA (en)
http://linked.open.../riv/klicoveSlovo	Reaction mechanism and stereochemistry of gamma-hexachlorocyclohexane dehydrochlorinase LinA
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[50DA0C264A84]
http://linked.open...i/riv/nazevZdroje	The Journal of Biological Chemistry
http://linked.open...in/vavai/riv/obor	CE
http://linked.open...ichTvurcuVysledku	4 (xsd:int)
http://linked.open...cetTvurcuVysledku	7 (xsd:int)
http://linked.open...ocetUcastnikuAkce	0 (xsd:int)
http://linked.open...nichUcastnikuAkce	0 (xsd:int)
http://linked.open...vavai/riv/projekt	BIOMOLECULAR CENTER Study of the molecular mechanisms of biodegradation reactions - construction of QSBR models and protein engineering of haloalkane dehalogenases http://linked.opendata.cz/resource/domain/vavai/projekt/ME%20276 Laboratory of Structure and Dynamics of Biomolecules
http://linked.open...UplatneniVysledku	2001
http://linked.open...v/svazekPeriodika	276
http://linked.open...iv/tvurceVysledku	Damborský, Jiří Nagata, Yuji Sklenář, Vladimír Trantírek, Lukáš Ansorgová, Alena Hynková, Kamila Murzin, Alexey
number of pages	7 (xsd:int)
http://localhost/t...ganizacniJednotka	14310

Faceted Search & Find service v1.16.118 as of Jun 21 2024

Alternative Linked Data Documents: ODE Content Formats:

RDF

ODATA

Microdata

About

OpenLink Virtuoso version 07.20.3240 as of Jun 21 2024, on Linux (x86_64-pc-linux-gnu), Single-Server Edition (126 GB total memory, 58 GB memory in use)
Data on this page belongs to its respective rights holders.
Virtuoso Faceted Browser Copyright © 2009-2024 OpenLink Software