Effect of Cholesterol on the Stereoselective Hydrolysis in Artificial Membrane Systems

Article abstract of DOI:10.1021/jo00194a019

The catalytic efficiency and enantioselectivity for the hydrolysis of p-nitrophenyl N-dodecanoyl-D(L)-phenylalaninate (2b) in the catalytic system of N-tetradecanoyl-L-histidyl-L-leucine (1b) and didodecyldimethylammonium bromide (3a) were enhanced by addition of cholesterol at an optimum temperature (25 deg C).Furthermore, it is suggested that the hydrophobic interaction between reactants in the bilayer membrane system (3a) might be reduced by adding cholesterol on the basis of isokinetic temperature.It is concluded from these results that the fluidity of the artificial bilayer matrix (3a) varies upon addition of cholesterol.