Diastereoselective Specificity for the Hydrolysis of Dipeptide Esters in Aqueous Media.

The diastereoselectivity for the hydrolysis of p-methoxy-carbonylphenyl N-(benzyloxycarbonyl)-D(L)-phenylalanyl-L leucinate in aqueous solution was inverted by changing concentrations of the substrates or the reaction temperature. The monomer-aggregate transition operated on the LL-substrate, which was suggested by the spectroscopic measurements, seems to be responsible for such behavior.