Linked Life Data

8289186

Source:http://linkedlifedata.com/resource/pubmed/id/8289186

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
1
pubmed:dateCreated
1994-2-22
pubmed:abstractText
Syntheses of 2-substituted photoactivatable derivatives of 5-tert-butyl-1,3-dithiane and their oxidized bis-sulfone derivatives are described with the aim of developing original photoaffinity probes for the GABA-gated chloride channel. Diazocyclohexadienone as well as fluorinated arylazido derivatives were chosen as photosensitive moieties. The dithiane molecules were synthesized by condensation of 2-tert-butylpropane-1,3-dithiol with the appropriate substituted benzaldehydes. The diazocyclohexadienonyl derivatives were synthesized either by diazotization of the corresponding dithiane arylamine precursors (compounds 1, 2, 17, and 18) or by diazotization of the bis-sulfone dithiane arylamine (compounds 19 and 20). The reversible binding properties of the photosensitive probes were established on bovine cortex P2 membranes by displacement of [3H]-tert-butylbicycloorthobenzoate. While the bromo-substituted diazocyclohexadienoyl dithiane derivatives (compounds 1 and 2) exhibited a Ki of about 2-4 microM 2-(4'-azidotetrafluorophenyl)-5-tert-butyl-1,3-dithiane-bis-sulfon e (compound 3) gave a Ki of 0.2 microM. On irradiation, probe 3 produced a 25% irreversible loss of TBOB binding sites in brain membranes. Moreover, this loss was fully protectable by TBOB, demonstrating the specificity of the photochemical inactivation by compound 3 for the convulsant site of the GABAA receptor.
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Jan
pubmed:issn
0022-2623
pubmed:author
pubmed:issnType
Print
pubmed:day
7
pubmed:volume
37
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
133-40
pubmed:dateRevised
2007-11-14
pubmed:meshHeading
pubmed:year
1994
pubmed:articleTitle
Photoactivatable 2-(4'-azidotetrafluorophenyl)-5-tert-butyl-1,3-dithiane-bis- sulfone and related compounds as candidate irreversible probes for the GABA-gated chloride channels.
pubmed:affiliation
Laboratoire de Chimie Bio-organique, URA 1386 CNRS, Faculté de Pharmacie, Université Louis Pasteur Strasbourg, Illkirch, France.
pubmed:publicationType
Journal Article, Research Support, U.S. Gov't, P.H.S., Research Support, Non-U.S. Gov't