Vicinal tetrahydrofuran polysubstitution of simulated fatty acids

Two groups of tetrahydrofuranyl-substituted long-chain carboxylic acids have been prepared under total stereochemical control. The diastereomeric ionophores were subsequently evaluated for their capability of binding alkali metal ions computationally by Amber force field calculations, experimentally...

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Bibliographic Details
Published in:Tetrahedron 1997-06, Vol.53 (22), p.7403-7416
Main Authors: Stepanian, Marshall, Trego, William E., Bolin, David G., Paquette, Leo A., Sareth, Sina, Riddell, Frank G.
Format: Article
Language:English
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Summary:Two groups of tetrahydrofuranyl-substituted long-chain carboxylic acids have been prepared under total stereochemical control. The diastereomeric ionophores were subsequently evaluated for their capability of binding alkali metal ions computationally by Amber force field calculations, experimentally by means of the picrate extraction method, and by mediating the transport of Li + and Na + through phospholipid bilayers. Ionophores of the type shown have been prepared with high stereocontrol.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(97)00446-8