A Versatile Approach to Affinitychromic Polythiophenes

Abstract

The preparation of both postfunctionalizable and chromic poly[3-(N-succinimido-p-phenylcarboxylate(tetraethoxy)oxy)-4-methylthiophene] is reported. The N-hydroxysuccinimide ester side group can easily react with different amine-bearing molecules in the solid state to yield a library of new polythiophene derivatives. The resulting polymers can be dissolved in various solvents, and interactions between the side chains (ligands) and different analytes (targets) can be detected from modifications of both the side-chain and the backbone conformations resulting in important color changes (i.e., affinitychromism). This colorimetric polymeric transducer could therefore lead to highly valuable, versatile, and inexpensive tools for highthroughput screening and drug discovery.

Pentafluorobenzene end-group as a versatile handle for para fluoro “click” functionalization of polythiophenes

“…42,60–64 The biotin moiety has also been previously tethered to polythiophene backbones via side-chain functionalisation. 65–67 …”

Synthesis and Complex Formation of Crown Containing Polyheterocyclic Derivative – Multiparametric Sensor for Metal Cations

“…Из литературы известны примеры тиофеновых производных, содержащих в своём составе ионофорные фрагменты, которые демонстрируют изменения электрохимических характеристик при ком-плексообразовании с катионами металлов, [9][10][11][12][13] а также оптический отклик на комплексообразование с катионами щелочных и щелочноземельных металлов. [14][15][16] Привлекательной идеей является разработка соединений, которые демонстрируют различные типы откликов при связывании катионов металлов и поэтому могут быть использованы для детектирования катионов металлов несколькими аналитическими методами. [17][18] Подобные соединения называются мультипараметриче-скими сенсорами.…”

Luminescent conjugated oligothiophenes: real time in vivo imaging of biomolecules

“…The fascinating light harvesting complex taking part in the photosynthesis in green plants and the conformational transition of the retinal molecule, which is covalently attached to the protein rhodopsin in the retina of the eye, are examples of how nature makes use of conjugated molecules. Likewise, optical biosensors utilizing luminescent conjugated polythiophenes (LCPs) are taking advantage of similar phenomena and LCPs have been used as sensing elements that provide a direct link between spectral signal and different biological process, such as ligandreceptor interaction and DNA hybridization [1][2][3][4][5][6] . The detection schemes of these sensors are mainly employing the conformation sensitive optical properties of the LCPs, as a conformational restriction of the thiophene rings will lead to a distinct optical fingerprint from the LCPs.…”