FUNCTIONAL ORGANIC GELS - FORMATION OF CH IRAL GELS FROM L-GLUTAMIC ACID-DERIVED LIPIDS AND THEIR CHIRAL RECOGNITION ABILITY

L-Glutamic acid-derived lipids having two long-chain alkyl groups and a head group through amide bondings showed gel formation in benzene or ethanol solutions. Electron microscopy, differential scanning calorim etry, and CD spectroscopy indicated that the organic gel formation was induced by the formation of highly-oriented structures like aqueous l ipid membranes and the developed microfibrous aggregates. No similar g el formation was observed in the corresponding L-glutamic acid-derived lipids with ester bondings. IR spectroscopy and CAChe-Mechanics and - MOPAC calculations demonstrate that the three amide bondings are effec tively used for intermolecular hydrogen bonding aggregation. The resul ting organic gels showed chiral induction ability and enantioselective elution behavior for phenylalanine derivatives.