3.2 - Enantioselective Fluorescence Response of Molecularly Imprinted Polymers (MIPs) toward Carbobenzyloxy- (Cbz) protected Amino Acids

Event
11. Dresdner Sensor-Symposium 2013
2013-12-09 - 2013-12-11
Dreikönigskirche - Haus der Kirche Dresden
Chapter
Bio-Sensorik
Author(s)
M. Biyikal, W. Wan, K. Rurack - Bundesanstalt für Materialforschung und - prüfung, Berlin/D, R. Wagner, B. Sellergren - TU Dortmund/D
Pages
53 - 58
DOI
10.5162/11dss2013/3.2
ISBN
978-3-9813484-5-3
Price
free

Abstract

Integration of a polymerisable fluorescent urea-nitrobenzoxadiazole monomer 1 into a few-nanometre thin molecularly imprinted polymer (MIP) shell coated onto a 300 nm silica core with the tetrabutylammonium salt of N-carbobenzyloxy-L-phenylalanine (Cbz- or Z-L-Phe) as the imprinted template yields core/shell MIP nanoparticles that respond to the designated analyte with a strong fluorescence increase in the visible spectral range. The system shows promising imprinting and enantioselectivity factors of 3.6 and 1.9 when benzylmethylacrylate (BMA) is used as co-monomer and ethylene glycol dimethacrylate (EDMA) as cross-linker. A second, naphthalimide-based fluorescent urea 2 is employed in the preparation of MIP thin-films and monolithic polymers for separation techniques. Spectroscopic and chromatographic studies of the MIPs with the analytes Z-L-Phe, Z-Lglutamic acid (Z-L-Glu) and penicilin G (PenG) revealed the (enantio)selective discrimination behaviour of these materials.

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