NOVEL STEREOSELECTIVE INCORPORATION AND HYDROLYSIS OF LONG-CHAIN AMINO-ACID SUBSTRATES BY VESICULAR MEMBRANE SYSTEMS WHICH INCLUDE TRI-PEPTIDE OR TETRA-PEPTIDE CATALYSTS
K. Ohkubo et al., NOVEL STEREOSELECTIVE INCORPORATION AND HYDROLYSIS OF LONG-CHAIN AMINO-ACID SUBSTRATES BY VESICULAR MEMBRANE SYSTEMS WHICH INCLUDE TRI-PEPTIDE OR TETRA-PEPTIDE CATALYSTS, Journal of the Chemical Society. Perkin transactions. I, (23), 1995, pp. 2957-2959
In the vesicular membrane systems comprising N,N-didodecyl-N,N-dimethy
lammonium bromide and tri- or tetra-peptide catalysts (pH 7.68; ionic
strength mu = 0.15; 298 K), Z-L-Leu-L-His-L-Leu (or Z-L-Leu-L-His-L-Le
u-L-Leu), having a hydrophobic terminal L-leucine (or L-leucyl-L-leuci
ne) unit, contributed to the stereoselective binding of long-chain p-n
itrophenyl N-hexadecanoyl-L (and D)-phenyalanates with the remarkably
high binding ratio K-b(L/D) = 11 (or 7.3) and overall stereoselectivit
y [k(cat)(L/D) = 35 (or 8.1)].