CATALYTIC AND STEREOSELECTIVE MOLECULAR R ECOGNITION ABILITIES OF SUPRAMOLECULES WHICH INCLUDE PEPTIDE CATALYSTS AND A VESICULAR MEMBRANE

The molecular composition and reaction circumstances of supramolecules which include a simple peptide and a double-chain surfactant vesicle were determined for the highly efficient catalytic and stereoselective esterolysis of enantiomeric amino acid esters through the effective m ulti-hydrophobic substrate-peptide interaction. In the simple peptides (1, 2a similar to g and 3a similar to c) including L-histidine residu e and cationic double-chain surfactants (4a, b), a supramolecule compo sed of 2c and 4b incorporated short-chain substrates (5a) into its ves icular membrane efficiently. It hydrolyzed 5a stereoselectively with a n enantiomer-rate ratio of L/D=167 though a suitable multi-point inter action between 2c and 5a in the esterolyses of the substrates (5a simi lar to f) in 3 vol% MeCN/Tris-KCl buffer (pH 7.68, mu=0.01) at 298 K.