| A surface active benzodiazepine receptor ligand for potential probing membrane order of GABAA-receptor surroundings. | |
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MedLine Citation:
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PMID: 18698836 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A conjugable analogue of the benzodiazepine 5-(2-hydroxiphenyl)-7-nitro-benzo[ e][1,4]diazepin-2(3 H)-one N 1-substituted with an aliphatic chain (CNZ acyl derivative, CAd) was synthesized. CAd inhibited FNZ binding to GABA A-R with an inhibition binding constant K i = 176 nM and expanded a model membrane packed up to 13 mN/m when penetrating from the aqueous phase. CAd exhibited surface activity with a collapse pressure pi = 18.8 mN/m and minimal molecular area A min = 49 A (2)/molecule at the closest molecular packing, resulting in full and nonideal mixing with a phospholipid in a monolayer up to a molar fraction x congruent with 0.1, decreasing its surface potential and contributing with a dipole that pointed its positive end toward the air and reoriented at the interface upon compression. These findings suggested that CAd could be stabilized at the membrane-water interface with its CNZ moiety stacked at the GABA A-R while its acyl chain can be inserted into the membrane depth. |
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Authors:
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Anahí V Turina; Benjamín Caruso; Gloria I Yranzo; Elizabeth L Moyano; María A Perillo |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2008-08-13 |
Journal Detail:
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Title: Bioconjugate chemistry Volume: 19 ISSN: 1520-4812 ISO Abbreviation: Bioconjug. Chem. Publication Date: 2008 Sep |
Date Detail:
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Created Date: 2008-09-17 Completed Date: 2008-12-16 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9010319 Medline TA: Bioconjug Chem Country: United States |
Other Details:
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Languages: eng Pagination: 1888-95 Citation Subset: IM |
Affiliation:
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Biofísica-Química, Departamento de Química, Facultad de Ciencias Exactas, Físicas y Naturales, Universidad Nacional de Córdoba, Av. Vélez Sarsfield 1611, 5016 Córdoba, Argentina. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Benzodiazepines
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chemical synthesis*,
metabolism* Binding, Competitive Cell Membrane / chemistry, metabolism* Ligands Lipid Bilayers / chemistry, metabolism Phospholipids / chemistry, metabolism Receptors, GABA-A / chemistry, metabolism* Surface Properties |
| Chemical | |
Reg. No./Substance:
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0/Ligands; 0/Lipid Bilayers; 0/Phospholipids; 0/Receptors, GABA-A; 12794-10-4/Benzodiazepines |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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