TY - JOUR A1 - Wan, Wei A1 - Biyikal, Mustafa A1 - Wagner, R. A1 - Sellergren, B. A1 - Rurack, Knut T1 - Sensorische Mikropartikel aus einem Silicatkern und einem molekular geprägten Polymer als Schale mit aufleuchtender Fluoreszenz JF - Angewandte Chemie N2 - Und es ward Licht – der Einbau eines auf Harnstoff basierenden Fluoreszenzfarbstoffs in eine mit Anionen geprägte dünne Polymerschale (MIP) auf Silicatmikropartikeln führt zu einem spezifischen und enantioselektiven Aufleuchten der Fluoreszenz in Gegenwart des Zielanalyten. KW - Enantioselektivität KW - Fluoreszenz KW - Kern-Schale-Partikel KW - Molekular geprägte Polymere KW - Sensoren PY - 2013 DO - https://doi.org/10.1002/ange.201300322 SN - 0044-8249 SN - 0932-2140 SN - 1521-3757 VL - 125 IS - 27 SP - 7161 EP - 7165 PB - Wiley-VCH CY - Weinheim AN - OPUS4-28739 LA - deu AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - JOUR A1 - Wan, Wei A1 - Biyikal, Mustafa A1 - Wagner, R. A1 - Sellergren, B. A1 - Rurack, Knut T1 - Fluorescent sensorymicroparticles that 'light-up' consisting of a silica core and a molecularly imprinted polymer (MIP) shell JF - Angewandte Chemie / International Edition N2 - From darkness came light: Incorporation of urea-based fluorescent dyes in an anion-imprinted thin polymer shell coated onto silica microparticles leads to a unique and highly enantioselective fluorescent 'light-up' response to analytes (see scheme, MIP molecularly imprinted polymer). KW - Core–shell particles KW - Enantioselectivity KW - Fluorescence KW - Molecularly imprinted polymers KW - Sensors PY - 2013 DO - https://doi.org/10.1002/anie.201300322 SN - 1433-7851 SN - 1521-3773 SN - 0570-0833 VL - 52 IS - 27 SP - 7023 EP - 7027 PB - Wiley-VCH CY - Weinheim AN - OPUS4-28740 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - JOUR A1 - Wagner, R. A1 - Wan, Wei A1 - Biyikal, Mustafa A1 - Benito-Pena, E. A1 - Moreno-Bondi, M.C. A1 - Lazraq, I. A1 - Rurack, Knut A1 - Sellergren, B. T1 - Synthesis, spectroscopic, and analyte-responsive behavior of a polymerizable naphthalimide-based carboxylate probe and molecularly imprinted polymers prepared thereof JF - The journal of organic chemistry N2 - A naphthalimide-based fluorescent indicator monomer 1 for the integration into chromo- and fluorogenic molecularly imprinted polymers (MIPs) was synthesized and characterized. The monomer was equipped with a urea binding site to respond to carboxylate-containing guests with absorption and fluorescence changes, namely a bathochromic shift in absorption and fluorescence quenching. Detailed spectroscopic analyses of the title compound and various models revealed the signaling mechanism. Titration studies employing benzoate and Z-ʟ-phenylalanine (Z-ʟ-Phe) suggest that indicator monomers such as the title compound undergo a mixture of deprotonation and complex formation in the presence of benzoate but yield hydrogen-bonded complexes, which are desirable for the molecular imprinting process, with weakly basic guests like Z-ʟ-Phe. Compound 1 could be successfully employed in the synthesis of monolithic and thin-film MIPs against Z-ʟ-Phe, Z-L-glutamic acid, and penicillin G. Chromatographic assessment of the selectivity features of the monoliths revealed enantioselective discrimination and clear imprinting effects. Immobilized on glass coverslips, the thin-film MIPs of 1 displayed a clear signaling behavior with a pronounced enantioselective fluorescence quenching dependence and a promising discrimination against cross-analytes. KW - Aminosäuren KW - Enantioselektivität KW - Fluoreszenz KW - Molekular geprägte polymere KW - Sensorfilme PY - 2013 DO - https://doi.org/10.1021/jo3019522 SN - 0022-3263 SN - 1520-6904 VL - 78 IS - 4 SP - 1377 EP - 1389 PB - American Chemical Society CY - Washington, DC AN - OPUS4-27741 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER - TY - CONF A1 - Wan, Wei A1 - Biyikal, Mustafa A1 - Wagner, R. A1 - Sellergren, B. A1 - Rurack, Knut T1 - Enantioselective fluorescence response of molecularly imprinted polymers (MIPs) toward carbobenzyloxy- (Cbz) protected amino acids T2 - 11. Dresdner Sensor Symposium 2013 (Proceedings) N2 - 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-ʟ-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-ʟ-Phe, Z-ʟ-glutamic acid (Z-ʟ-Glu) and penicilin G (PenG) revealed the (enantio)selective discrimination behaviour of these materials. T2 - 11. Dresdner Sensor Symposium 2013 CY - Dresden, Germany DA - 09.12.2013 KW - Enantioselectivity KW - Molecular imprinting KW - Fluorescence KW - Core-shell nanoparticles KW - Chromatography PY - 2013 SN - 978-3-9813484-5-3 DO - https://doi.org/10.5162/11dss2013/3.2 SP - 53 EP - 58 CY - Wunstorf AN - OPUS4-29818 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER -