TY - JOUR A1 - Lapresta-Fernández, Alejandro A1 - Cywinski, Piotr J. A1 - Moro, Artur J. A1 - Mohr, Gerhard J. T1 - Fluorescent polyacrylamide nanoparticles for naproxen recognition N2 - We present the synthesis of fluorescent acrylamide nanoparticles (FANs) capable of recognizing non-steroidal anti-inflammatory drugs (NSAIDs) in buffered aqueous solutions. Within this important group, we selected naproxen, one of the 2-arylpropionic acids (profens), due to its use for the treatment of moderate pain, fever, and inflammation. The nanosensors were prepared under mild conditions of inverse microemulsion polymerization using aqueous acrylamide as the monomer and N,N'-methylenebisacrylamide as the crosslinker, employing the surfactants polyoxyethylene-4-lauryl ether (Brij (R) 30) and sodium bis(2-ethylhexyl) sulfosuccinate in hexane. Furthermore, a fluorescent monomer, (E)-4-[4- (dimethylamino)styryl]-1-[4-(methacryloyloxymethyl)benzyl]pyridinium chloride (mDMASP) has been synthesized and incorporated into the nanoparticles. The nanosensors exhibit a broad absorbance at around 460 nm and a structureless fluorescence band with maximum at 590 nm in 0.5 M phosphate buffer (pH=7.2). The recognition process is performed on the basis of ionic interactions which are monitored by the fluorescence increase at 590 nm upon addition of different concentrations of naproxen. The FANs show a size distribution in the range of 20-80 nm, with a hydrodynamic diameter of 34 nm. In order to assess the selectivity of the FANs, a systematic study was conducted on the effect produced by drugs and biomolecules that could interfere with the analysis of naproxen. Y1 - 2009 UR - http://www.springerlink.com/content/100417 U6 - https://doi.org/10.1007/s00216-009-3007-2 SN - 1618-2642 ER - TY - JOUR A1 - Suriyanarayanan, Subramanian A1 - Cywinski, Piotr J. A1 - Moro, Artur J. A1 - Mohr, Gerhard J. A1 - Kutner, Wlodzimierz ED - Haupt, K T1 - Chemosensors based on molecularly imprinted polymers JF - Topics in current chemistry JF - Topics in Current Chemistry Y1 - 2012 SN - 978-3-642-28421-2 U6 - https://doi.org/10.1007/128_2010_92 SN - 0340-1022 VL - 325 IS - 4 SP - 165 EP - 265 PB - Springer CY - Berlin ER - TY - GEN A1 - Cywiński, Piotr J. A1 - Nono, Katia Nchimi A1 - Charbonnière, Loïc J. A1 - Hammann, Tommy A1 - Löhmannsröben, Hans-Gerd T1 - Photophysical evaluation of a new functional terbium complex in FRET-based time-resolved homogenous fluoroassays N2 - A new functional luminescent lanthanide complex (LLC) has been synthesized with terbium as a central lanthanide ion and biotin as a functional moiety. Unlike in typical lanthanide complexes assembled via carboxylic moieties, in the presented complex, four phosphate groups are chelating the central lanthanide ion. This special chemical assembly enhances the complex stability in phosphate buffers conventionally used in biochemistry. The complex synthesis strategy and photophysical properties are described as well as the performance in time-resolved Förster Resonance Energy Transfer (FRET) assays. In those assays, this biotin-LLC transferred energy either to acceptor organic dyes (Cy5 or AF680) labelled on streptavidin or to quantum dots (QD655 or QD705) surface-functionalised with streptavidins. The permanent spatial donor–acceptor proximity is assured through strong and stable biotin–streptavidin binding. The energy transfer is evidenced from the quenching observed in donor emission and from a decrease in donor luminescence decay, both associated with simultaneous increase in acceptor intensity and in the decay time. The dye-based assays are realised in TRIS and in PBS, whereas QD-based systems are studied in borate buffer. The delayed emission analysis allows for quantifying the recognition process and for auto-fluorescence-free detection, which is particularly relevant for application in bioanalysis. In accordance with Förster theory, Förster-radii (R0) were found to be around 60 Å for organic dyes and around 105 Å for QDs. The FRET efficiency (η) reached 80% and 25% for dye and QD acceptors, respectively. Physical donor–acceptor distances (r) have been determined in the range 45–60 Å for organic dye acceptors, while for acceptor QDs between 120 Å and 145 Å. This newly synthesised biotin-LLC extends the class of highly sensitive analytical tools to be applied in the bioanalytical methods such as time-resolved fluoroimmunoassays (TR-FIA), luminescent imaging and biosensing. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - 252 KW - acceptors KW - bioanalysis KW - contrast agents KW - europium KW - fluoroimmunoassay KW - labels KW - lanthanide luminescence KW - quantum dots KW - resonance energy-transfer Y1 - 2014 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus4-95390 SP - 6060 EP - 6067 ER - TY - GEN A1 - Idzik, Krzysztof Ryszard A1 - Cywinski, Piotr J. A1 - Cranfield, Charles G. A1 - Mohr, Gerhard J. A1 - Beckert, Rainer T1 - Molecular recognition of the antiretroviral drug Abacavir BT - towards the development of a novel carbazole-based fluorosensor T2 - Postprints der Universität Potsdam : Mathematisch Naturwissenschaftliche Reihe N2 - Due to their optical and electro-conductive attributes, carbazole derivatives are interesting materials for a large range of biosensor applications. In this study, we present the synthesis routes and fluorescence evaluation of newly designed carbazole fluorosensors that, by modification with uracil, have a special affinity for antiretroviral drugs via either Watson–Crick or Hoogsteen base pairing. To an N-octylcarbazole-uracil compound, four different groups were attached, namely thiophene, furane, ethylenedioxythiophene, and another uracil; yielding four different derivatives. Photophysical properties of these newly obtained derivatives are described, as are their interactions with the reverse transcriptase inhibitors such as abacavir, zidovudine, lamivudine and didanosine. The influence of each analyte on biosensor fluorescence was assessed on the basis of the Stern–Volmer equation and represented by Stern–Volmer constants. Consequently we have demonstrated that these structures based on carbazole, with a uracil group, may be successfully incorporated into alternative carbazole derivatives to form biosensors for the molecular recognition of antiretroviral drugs. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - 847 KW - HIV KW - HAART KW - antiretroviral drugs KW - carbazole KW - base pairing KW - fluorescence spectroscopy Y1 - 2020 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus4-430372 SN - 1866-8372 IS - 847 SP - 1195 EP - 1204 ER - TY - JOUR A1 - Cywinski, Piotr J. A1 - Idzik, Krzysztof R. A1 - Cranfield, Charles G. A1 - Beckert, Rainer A1 - Mohr, Gerhard J. T1 - Synthesis and sensing properties of a new carbazole fluorosensor for detection of abacavir N2 - An abacavir-targeted fluorosensor based on the carbazole moiety has been synthesised and characterised. Recognition of abacavir is by base pairing between a uracil moiety present in the fluorosensor and the guanine moiety of abacavir. The fluorosensor exhibits five-fold quenching in the presence of 50M abacavir. Its sensitivity to abacavir is superior to that of other reverse transcriptase inhibitors: zidovudine, lamivudine and didanosine. Due to its high sensitivity, this fluorosensor has the potential to be used in multi-analyte array-based detection platforms as well as in microfluidics systems. Y1 - 2010 UR - http://www.informaworld.com/openurl?genre=journal&issn=1061-0278 U6 - https://doi.org/10.1080/10610278.2010.506541 SN - 1061-0278 ER - TY - JOUR A1 - Cywinski, Piotr J. A1 - Nono, Katia Nchimi A1 - Charbonniere, Loic J. A1 - Hammann, Tommy A1 - Löhmannsröben, Hans-Gerd T1 - Photophysical evaluation of a new functional terbium complex in FRET-based time-resolved homogenous fluoroassays JF - Physical chemistry, chemical physics : a journal of European Chemical Societies N2 - A new functional luminescent lanthanide complex (LLC) has been synthesized with terbium as a central lanthanide ion and biotin as a functional moiety. Unlike in typical lanthanide complexes assembled via carboxylic moieties, in the presented complex, four phosphate groups are chelating the central lanthanide ion. This special chemical assembly enhances the complex stability in phosphate buffers conventionally used in biochemistry. The complex synthesis strategy and photophysical properties are described as well as the performance in time-resolved Forster Resonance Energy Transfer (FRET) assays. In those assays, this biotin-LLC transferred energy either to acceptor organic dyes (Cy5 or AF680) labelled on streptavidin or to quantum dots (QD655 or QD705) surfacefunctionalised with streptavidins. The permanent spatial donor-acceptor proximity is assured through strong and stable biotin-streptavidin binding. The energy transfer is evidenced from the quenching observed in donor emission and from a decrease in donor luminescence decay, both associated with simultaneous increase in acceptor intensity and in the decay time. The dye-based assays are realised in TRIS and in PBS, whereas QD-based systems are studied in borate buffer. The delayed emission analysis allows for quantifying the recognition process and for auto-fluorescence-free detection, which is particularly relevant for application in bioanalysis. In accordance with Forster theory, Forsterradii (R0) were found to be around 60 angstrom for organic dyes and around 105 angstrom for QDs. The FRET efficiency (Z) reached 80% and 25% for dye and QD acceptors, respectively. Physical donor-acceptor distances (r) have been determined in the range 45-60 angstrom for organic dye acceptors, while for acceptor QDs between 120 angstrom and 145 angstrom. This newly synthesised biotin-LLC extends the class of highly sensitive analytical tools to be applied in the bioanalytical methods such as time-resolved fluoroimmunoassays (TR-FIA), luminescent imaging and biosensing. Y1 - 2014 U6 - https://doi.org/10.1039/c3cp54883j SN - 1463-9076 SN - 1463-9084 VL - 16 IS - 13 SP - 6060 EP - 6067 PB - Royal Society of Chemistry CY - Cambridge ER - TY - JOUR A1 - Cywinski, Piotr J. A1 - Hammann, Tommy A1 - Huehn, Dominik A1 - Parak, Wolfgang J. A1 - Hildebrandt, Niko A1 - Löhmannsröben, Hans-Gerd T1 - Europium-quantum dot nanobioconjugates as luminescent probes for time-gated biosensing JF - Journal of biomedical optics N2 - Nanobioconjugates have been synthesized using cadmium selenide quantum dots (QDs), europium complexes (EuCs), and biotin. In those conjugates, long-lived photoluminescence (PL) is provided by the europium complexes, which efficiently transfer energy via Forster resonance energy transfer (FRET) to the QDs in close spatial proximity. As a result, the conjugates have a PL emission spectrum characteristic for QDs combined with the long PL decay time characteristic for EuCs. The nanobioconjugates synthesis strategy and photo-physical properties are described as well as their performance in a time-resolved streptavidin-biotin PL assay. In order to prepare the QD-EuC-biotin conjugates, first an amphiphilic polymer has been functionalized with the EuC and biotin. Then, the polymer has been brought onto the surface of the QDs (either QD655 or QD705) to provide functionality and to make the QDs water dispersible. Due to a short distance between EuC and QD, an efficient FRET can be observed. Additionally, the QD-EuC-biotin conjugates' functionality has been demonstrated in a PL assay yielding good signal discrimination, both from autofluorescence and directly excited QDs. These newly designed QD-EuC-biotin conjugates expand the class of highly sensitive tools for bioanalytical optical detection methods for diagnostic and imaging applications. (C) 2014 Society of Photo-Optical Instrumentation Engineers (SPIE) KW - quantum dots KW - europium complex KW - amphiphilic polymer assembly KW - nanobioconjugate KW - biosensor KW - time-resolved fluorescence Y1 - 2014 U6 - https://doi.org/10.1117/1.JBO.19.10.101506 SN - 1083-3668 SN - 1560-2281 VL - 19 IS - 10 PB - SPIE CY - Bellingham ER - TY - JOUR A1 - Cywinski, Piotr J. A1 - Moro, Artur J. A1 - Löhmannsröben, Hans-Gerd T1 - Cyclic GMP recognition using ratiometric QD-fluorophore conjugate nanosensors JF - Biosensors and bioelectronics : the principal international journal devoted to research, design development and application of biosensors and bioelectronics KW - Quantum dots KW - Naphthyridines KW - Cyclic GMP KW - Base pairing KW - Fluorescent nanoconjugate KW - Nanosensor Y1 - 2014 U6 - https://doi.org/10.1016/j.bios.2013.09.002 SN - 0956-5663 SN - 1873-4235 VL - 52 SP - 288 EP - 292 PB - Elsevier CY - Oxford ER - TY - JOUR A1 - Idzik, Krzysztof Ryszard A1 - Cywinski, Piotr J. A1 - Cranfield, Charles G. A1 - Mohr, Gerhard J. A1 - Beckert, Rainer T1 - Molecular recognition of the antiretroviral drug abacavir towards the development of a novel carbazole-based fluorosensor JF - Journal of fluorescence N2 - Due to their optical and electro-conductive attributes, carbazole derivatives are interesting materials for a large range of biosensor applications. In this study, we present the synthesis routes and fluorescence evaluation of newly designed carbazole fluorosensors that, by modification with uracil, have a special affinity for antiretroviral drugs via either Watson-Crick or Hoogsteen base pairing. To an N-octylcarbazole-uracil compound, four different groups were attached, namely thiophene, furane, ethylenedioxythiophene, and another uracil; yielding four different derivatives. Photophysical properties of these newly obtained derivatives are described, as are their interactions with the reverse transcriptase inhibitors such as abacavir, zidovudine, lamivudine and didanosine. The influence of each analyte on biosensor fluorescence was assessed on the basis of the Stern-Volmer equation and represented by Stern-Volmer constants. Consequently we have demonstrated that these structures based on carbazole, with a uracil group, may be successfully incorporated into alternative carbazole derivatives to form biosensors for the molecular recognition of antiretroviral drugs. KW - HIV KW - HAART KW - Antiretroviral drugs KW - Carbazole KW - Base pairing KW - Fluorescence spectroscopy Y1 - 2011 U6 - https://doi.org/10.1007/s10895-010-0798-7 SN - 1053-0509 SN - 1573-4994 VL - 21 IS - 3 SP - 1195 EP - 1204 PB - Springer CY - New York ER - TY - JOUR A1 - Cywinski, Piotr J. A1 - Moro, Artur J. A1 - Ritschel, Thomas A1 - Hildebrandt, Niko A1 - Löhmannsröben, Hans-Gerd T1 - Sensitive and selective fluorescence detection of guanosine nucleotides by nanoparticles conjugated with a naphthyridine receptor JF - Analytical & bioanalytical chemistry N2 - Novel fluorescent nanosensors, based on a naphthyridine receptor, have been developed for the detection of guanosine nucleotides, and both their sensitivity and selectivity to various nucleotides were evaluated. The nanosensors were constructed from polystyrene nanoparticles functionalized by (N-(7-((3-aminophenyl) ethynyl)-1,8-naphthyridin- 2-yl) acetamide) via carbodiimide ester activation. We show that this naphthyridine nanosensor binds guanosine nucleotides preferentially over adenine, cytosine, and thymidine nucleotides. Upon interaction with nucleotides, the fluorescence of the nanosensor is gradually quenched yielding Stern-Volmer constants in the range of 2.1 to 35.9mM(-1). For all the studied quenchers, limits of detection (LOD) and tolerance levels for the nanosensors were also determined. The lowest (3 sigma) LOD was found for guanosine 3',5'-cyclic monophosphate (cGMP) and it was as low as 150 ng/ml. In addition, we demonstrated that the spatial arrangement of bound analytes on the nanosensors' surfaces is what is responsible for their selectivity to different guanosine nucleotides. We found a correlation between the changes of the fluorescence signal and the number of phosphate groups of a nucleotide. Results of molecular modeling and zeta-potential measurements confirm that the arrangement of analytes on the surface provides for the selectivity of the nanosensors. These fluorescent nanosensors have the potential to be applied in multi-analyte, array-based detection platforms, as well as in multiplexed microfluidic systems. KW - Naphthyridine receptor KW - cGMP KW - Base pairing KW - Nucleotide nanosensor KW - Fluorescence spectroscopy Y1 - 2011 U6 - https://doi.org/10.1007/s00216-010-4420-2 SN - 1618-2642 VL - 399 IS - 3 SP - 1215 EP - 1222 PB - Springer CY - Heidelberg ER -