Stereoselective micellar catalysis. II. Kinetic properties of optically active micellar catalysts for cleavage of amino acid ester derivatives.
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概要
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Stereoselective reactions of the enantiomers of <I>N</I>-acylamino acid <I>p</I>-nitrophenyl esters with <I>N</I>-decanoyl-(D or L)-histidine (DecHis) in an optically active surfactant (DMEBr) derived from (<I>l</I>)-ephedrine were studied at 25 °C and pH 7.30 in comparison with those of simple surfactant, hexadecyltrimethylammonium bromide (CTABr). The mixed micelles of DecHis and DMEBr are effective stereoselective catalysts and the catalytic effects are determined mainly by the nucleophilic reactivity of the optically active histidine residue of DecHis.
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