Sensing via Conformational Changes of Conjugated Polythiophenes

Lemieux, Even; Leclerc, Mario

doi:10.1002/9783527655700.ch7

Cited by 11 publications

(5 citation statements)

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“…In the literature there are several reviews and book chapters on the synthesis and applications of polythiophenes . Lemieux and Leclerc have nicely highlighted some optical transducers based on substituted polythiophenes originating from conformational changes of polythiophene backbone under the influence of specific stimuli such as pH, temperature, ions, small molecules and biomolecules . The review of McQuade et al dealt with the conjugated polymer‐based sensors .…”

Section: Introductionmentioning

confidence: 99%

Water-soluble ionic polythiophenes for biological and analytical applications

et al. 2016

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Ionic polythiophenes are important conjugated polymers because of their excellent optical properties and water solubility. They are classified as cationic, anionic and zwitterionic conjugated polyelectrolytes. This review article describes concisely their biological and analytical applications. The specific detection of different negatively charged biomolecules such as DNA and adenosine triphosphate, anions like halides and toxic pseudo-halide (CN − ) and environmental pollutants, e.g. surfactants, is discussed. The conformational changes of cationic polythiophenes (CPTs) induced by various analytes due to formation of ionic conjugates and the cooperative responses of all segments cause dominant signal amplification even in the presence of a small perturbation. In addition, reactive oxygen scavenging, antimicrobial photosensitizing and cell imaging applications of CPTs are documented. Use of anionic polythiophenes for sensing of protamine and cations like Cu 2+ and Ca 2+ is also discussed. Finally, sensing of DNA, peptides and surfactants by zwitterionic polythiophenes is included. The concluding part discusses future prospects.

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Section: Introductionmentioning

confidence: 99%

Water-soluble ionic polythiophenes for biological and analytical applications

et al. 2016

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“…Polythiophenes have been extensively studied for chemical and biological sensing applications, as battery components, and as optical, electronic, and thermoelectric materials. , Recently, they have also attracted much interest as components of solar cells, typically in combination with fullerenes or other strong acceptor materials . The properties of substituted polythiophenes are greatly affected by the regioregularity, and consequently, much effort has been devoted to developing methods that furnish control over head-to-tail coupling patterns .…”

Section: Introductionmentioning

confidence: 99%

Regioregular Organoborane-Functionalized Poly(3-alkynylthiophene)s

et al. 2014

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In our quest to develop regioregular borane acceptor-modified thiophene polymers, we prepared a series of new alkynylphenylborane-functionalized monomers and explored their polymerization. The regioregular polymer rr-P1 and an alternating copolymer with 3-hexylthiopene, rr-P2, were successfully obtained by Stille-type polymerization. An X-ray crystal structure of the bithiophene model system 2-Br revealed coplanar thiophene rings and the formation of π-stacks, despite the presence of bulky dimesitylborane moieties. For the polymers, rr-P1 showed the most bathochromic absorption (520 nm) and emission bands (620 nm), indicating the importance of high regioregularity and the beneficial effect of alkynyl relative to alkyl pendent groups. A higher energy absorption at ca. 340 nm could be assigned to charge transfer to the borane pendent groups based on DFT calculations on molecular model compounds that mimic the polymer repeat units. This assignment was further supported by fluoride anion binding studies.

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“…Those types of CPs that combine optoelectronic and redox properties of conventional conjugated polymers with aqueous solubility and ionic nature of polyelectrolytes are called “conjugated polyelectrolytes” (CPEs) categorized in cationic conjugated polyelectrolytes (CCPEs) and anionic conjugated polyelectrolytes (ACPEs)) . CPEs with poly(thiophene), poly(phenylene ethynylene), and poly(fluorene) backbones are the most common CPEs used for sensing purpose via fluorescence quenching, energy transfer, and based on a conformational changes mechanism. − In 1987, Wudl synthesized the first thiophene-based CPE by introducing the negative sulfonate groups into the terminal side chains of the polythiophene backbone . Afterward, the report on application of water-soluble anionic CP, for the amplification of the sensitivity to fluorescence quenching was the pioneering study that laid the foundation for designing the CPE-based biological and chemical sensors .…”

Section: A Review Of Conjugated Polymer-based Aptasensors Since 2010:...mentioning

confidence: 99%

Conjugated Polymers for Aptasensing Applications

Salimian

Nardin

2023

Biomacromolecules

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Rapid and specific assaying of molecules that report on a pathophysiological condition, environmental pollution, or drug concentration is pivotal for establishing efficient and accurate diagnostic systems. One of the main components required for the construction of these systems is the recognition element (receptor) that can identify target analytes. Oligonucleotide switching structures, or aptamers, have been widely studied as selective receptors that can precisely identify targets in different analyzed matrices with minimal interference from other components in an antibody-like recognition process. These aptasensors, especially when integrated into sensing platforms, enable a multitude of sensors that can outperform antibody-based sensors in terms of flexibility of the sensing strategy and ease of deployment to areas with limited resources. Research into compounds that efficiently enhance signal transduction and provide a suitable platform for conjugating aptamers has gained huge momentum over the past decade. The multifaceted nature of conjugated polymers (CPs), notably their versatile electrical and optical properties, endows them with a broad range of potential applications in optical, electrical, and electrochemical signal transduction. Despite the substantial body of research demonstrating the enhanced performance of sensing devices using doped or nanostructure-embedded CPs, few reviews are available that specifically describe the use of conjugated polymers in aptasensing. The purpose of this review is to bridge this gap and provide a comprehensive description of a variety of CPs, from a historical viewpoint, underpinning their specific characteristics and demonstrating the advances in biosensors associated with the use of these conjugated polymers.

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Sensing via Conformational Changes of Conjugated Polythiophenes

Cited by 11 publications

References 168 publications

Water-soluble ionic polythiophenes for biological and analytical applications

Water-soluble ionic polythiophenes for biological and analytical applications

Regioregular Organoborane-Functionalized Poly(3-alkynylthiophene)s

Conjugated Polymers for Aptasensing Applications

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