The design and fabrication of supramolecular semiconductor nanowires formed by benzothienobenzothiophene (BTBT)-conjugated peptides

Mohammad Aref Khalily, Hakan Usta* (Corresponding Author), Mehmet Ozdemir, Gokhan Bakan, F. Begum Dikecoglu, Charlotte Edwards-Gayle, Jessica A. Hutchinson, Ian W. Hamley, Aykutlu Dana, Mustafa O. Guler (Corresponding Author)

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

2 Citations (Scopus)
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Abstract

π-Conjugated small molecules based on a [1]benzothieno[3,2-b]benzothiophene (BTBT) unit are of great research interest in the development of solution-processable semiconducting materials owing to their excellent charge-transport characteristics. However, the BTBT π-core has yet to be demonstrated in the form of electro-active one-dimensional (1D) nanowires that are self-assembled in aqueous media for potential use in bioelectronics and tissue engineering. Here we report the design, synthesis, and self-assembly of benzothienobenzothiophene (BTBT)-peptide conjugates, the BTBT-peptide (BTBT-C 3 -COHN-Ahx-VVAGKK-Am) and the C 8 -BTBT-peptide (C 8 -BTBT-C 3 -COHN-Ahx-VVAGKK-Am), as β-sheet forming amphiphilic molecules, which self-assemble into highly uniform nanofibers in water with diameters of 11-13(±1) nm and micron-size lengths. Spectroscopic characterization studies demonstrate the J-type π-π interactions among the BTBT molecules within the hydrophobic core of the self-assembled nanofibers yielding an electrical conductivity as high as 6.0 × 10 -6 S cm -1 . The BTBT π-core is demonstrated, for the first time, in the formation of self-assembled peptide 1D nanostructures in aqueous media for potential use in tissue engineering, bioelectronics and (opto)electronics. The conductivity achieved here is one of the highest reported to date in a non-doped state.

Original languageEnglish
Pages (from-to)9987-9995
Number of pages9
JournalNanoscale
Volume10
Issue number21
DOIs
Publication statusPublished - 7 Jun 2018

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    Khalily, M. A., Usta, H., Ozdemir, M., Bakan, G., Dikecoglu, F. B., Edwards-Gayle, C., ... Guler, M. O. (2018). The design and fabrication of supramolecular semiconductor nanowires formed by benzothienobenzothiophene (BTBT)-conjugated peptides. Nanoscale, 10(21), 9987-9995. https://doi.org/10.1039/c8nr01604f