Molecular imprinting of amino acid derivatives at low temperature (0 degrees C) using photolytic homolysis of azobisnitriles.
Molecular imprints of L-phenylalanine anilide (print molecule) were prepared using a number of free radical initiation systems. Polymers were prepared using azobisnitriles as either thermal initiators or photoinitiators at temperatures ranging from 0 to 60 degrees C and evaluated in the high-performance liquid chromatographic mode for enantioselectivity. The results show that preparation of molecular imprints at 0 degrees C using photolytic homolysis of azobisnitriles significantly increases enantioselectivity and allows separations of the enantiomers of the print molecule to be performed at room temperature. This compares to previous reports of molecular imprints where separations needed to be performed at elevated temperatures (80-90 degrees C). The present method is also easier to perform and less time-consuming than those previously described.
O'Shannessy
D J
DJ
Pure and Applied Biochemistry, Univeristy of Lund, Sweden.
Ekberg
B
B
Mosbach
K
K
D001391:Azo Compounds; D002851:Chromatography, High Pressure Liquid; D009570:Nitriles; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D010782:Photolysis; D011108:Polymers / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013696:Temperature
D001391:Azo Compounds; D009570:Nitriles; D011108:Polymers; C060198:phenylalanine anilide; D010649:Phenylalanine