Interfacing the surface of an organic semiconductor with biological elements is a central quest when it comes to the development of efficient organic bioelectronic devices. Here, we present the first example of "clickable" organic electrochemical transistors (OECTs). The synthesis and characterization of an azide-derivatized EDOT monomer (azidomethyl-EDOT, EDOT-N) are reported, as well as its deposition on Au-interdigitated electrodes through electropolymerization to yield PEDOT-N-OECTs. The electropolymerization protocol allows for a straightforward and reliable tuning of the characteristics of the OECTs, yielding transistors with lower threshold voltages than PEDOT-based state-of-the-art devices and maximum transconductance voltage values close to 0 V, a key feature for the development of efficient organic bioelectronic devices. Subsequently, the azide moieties are employed to click alkyne-bearing molecules such as redox probes and biorecognition elements. The clicking of an alkyne-modified PEG-biotin allows for the use of the avidin-biotin interactions to efficiently generate bioconstructs with proteins and enzymes. In addition, a dibenzocyclooctyne-modified thrombin-specific HD22 aptamer is clicked on the PEDOT-N-OECTs, showing the application of the devices toward the development of organic transistors-based biosensors. Finally, the clicked OECTs preserve their electronic features after the different clicking procedures, demonstrating the stability and robustness of the fabricated transistors.
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http://dx.doi.org/10.1021/jacsau.2c00515 | DOI Listing |
Biomacromolecules
December 2024
Polymer Chemistry and Biomaterials (PBM) Group, Centre of Macromolecular Chemistry (CMaC), Department of Organic and Macromolecular Chemistry, Faculty of Sciences, Ghent University, Krijgslaan 281, Building S4, Ghent 9000, Belgium.
Hydroxyapatite (HAP) and amorphous calcium phosphate (ACP) nanoparticles were incorporated into a thiol-ene clickable gelatin network to elucidate to what extent osteogenic differentiation of human dental pulp- and adipose-derived stem cells (HDPSCs/HASCs) could be further boosted. ACP nanoparticles increased the specific surface area by 23% and reduced the density by 13% while maintaining a comparable particle size (ACP: 25 ± 3 nm; HAP: 27 ± 3 nm). Overall, the incorporation of ceramic nanoparticles did not significantly alter the mechanical properties of the ceramic-containing composites compared to the unsubstituted thiol-ene network.
View Article and Find Full Text PDFCells
November 2024
Institute of Biochemistry, Friedrich Alexander University Erlangen-Nürnberg, Fahrstrasse 17, 91054 Erlangen, Germany.
Tumor cells are decorated with aberrant glycan structures on cell surfaces. It is well known that the glycocalyx serves as a main cellular regulator, although its role in cancer is still not completely understood. Over recent decades, several non-natural monosaccharides carrying clickable groups have been introduced in melanoma cells.
View Article and Find Full Text PDFCarbohydr Polym
January 2025
International Centre for Bamboo and Rattan, Beijing 100102, China; Key Laboratory of NFGA/Beijing for Bamboo & Rattan Science and Technology, National Forestry and Grassland Administration, Beijing 100102, China. Electronic address:
Surface functionalization of cellulose nanofibrils (CNF) is crucial for expanding their practical application. However, most functionalization processes are complicated and laborious. Herein, this work presents a facile surface engineering strategy to create a range of functionalized CNF via thiol-ene click reaction.
View Article and Find Full Text PDFOrg Biomol Chem
November 2024
Kekulé-Institute for Organic Chemistry and Biochemistry, University of Bonn, Gerhard-Domagk-Strasse 1, 53121 Bonn, Germany.
ACS Infect Dis
October 2024
UMR7042 CNRS-Unistra-UHA, Laboratoire d'Innovation Moléculaire et Applications (LIMA), Bio(in)organic & Medicinal Chemistry Team, European School of Chemistry, Polymers and Materials (ECPM), 25, Rue Becquerel, Strasbourg F-67087, France.
The apicoplast is an essential organelle for the viability of apicomplexan parasites or , which has been proposed as a suitable drug target for the development of new antiplasmodial drug-candidates. Plasmodione, an antimalarial redox-active lead drug is active at low nM concentrations on several blood stages of such as early rings and gametocytes. Nevertheless, its precise biological targets remain unknown.
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