Abstract

We describe the synthesis and self-assembly of amphiphilic semiconducting polymers composed of a polythiophene derivative (i.e., poly[3-(2,5,8,11-tetraoxatridecanyl)thiophene] (PTOTT)) and an oligonucleotide, DNA-b-PTOTT. These new bioconjugated polymers combine the excellent optoelectronic properties of semiconducting polymers and the programmable molecular recognition properties of DNA. Because of the unique combination of rigid polythiophene and highly negatively charged DNA, they self-assemble into size-controllable vesicles in water. DNA-modified one-dimensional polythiophene nanoribbons were formed by simultaneous assembly of DNA-b-PTOTT with PEG-b-PTOTT, demonstrating that various types of DNA-modified functional nanostructures can be formed by the mixed assembly. This approach offers a new pathway to couple various types of soft optoelectronic nanostructures with DNA’s molecular recognition properties.

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