Enantioselective deacylation of long chain p-nitrophenyl N-acylphenyl-alanates by N-(N-dodecanoyl-L-histidyl)-L-leucine and a cationic chiral surfactant

Abstract

Enhanced enantioselectivity (k_cat^L/k_cat^D 5·5–5·7) was observed in the deacylation of H[CH₂]_{n– 1}—CONHCH(CH₂Ph)CO₂C₆H₄NO₂-p possessing long acyl chains (n 10–16) by comicelles of N-(N-dodecanoyl-L-histidyl)-L-leucine and (R)-(+)-N-α-methylbenzyl-NN-dimethyloctadecylammonium bromide.