Self-Assembly and Electrical Conductivity of a New [1]benzothieno[3,2-b][1]-benzothiophene (BTBT)-Peptide Hydrogel
The conjugation of small-molecule semiconductors with self-assembling peptides is a powerful tool for the fabrication of supramolecular soft materials for organic electronics and bioelectronics. Herein, we introduced the benchmark organic semiconductor [1]benzothieno[3,2-b][1]-benzothiophene (BTBT)...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2023-03-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/28/7/2917 |
| _version_ | 1827746671200567296 |
|---|---|
| author | Anna Fortunato Rafael Cintra Hensel Stefano Casalini Miriam Mba |
| author_facet | Anna Fortunato Rafael Cintra Hensel Stefano Casalini Miriam Mba |
| author_sort | Anna Fortunato |
| collection | DOAJ |
| description | The conjugation of small-molecule semiconductors with self-assembling peptides is a powerful tool for the fabrication of supramolecular soft materials for organic electronics and bioelectronics. Herein, we introduced the benchmark organic semiconductor [1]benzothieno[3,2-b][1]-benzothiophene (BTBT) within the structure of a self-assembling amphipathic peptide. The molecular structure of the conjugate was rationally designed to favour π-π stacking between BTBT cores and π-delocalization within the self-assembled architectures. Hydrogels with fibrillar structure were obtained upon self-assembly. Spectroscopic studies confirmed that both hydrogen bonding between peptide segments and π-π stacking between BTBT chromophores are responsible for the formation of the 3D fibrillar network observed by transmission electron microscopy. The hydrogel was successfully deposited on gold interdigitated electrodes and a conductivity up to 1.6 (±0.1) × 10<sup>−5</sup> S cm<sup>−1</sup> was measured. |
| first_indexed | 2024-03-11T05:30:34Z |
| format | Article |
| id | doaj.art-4c3ab2b3643b44acb0eff9db6edb7ed5 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-11T05:30:34Z |
| publishDate | 2023-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-4c3ab2b3643b44acb0eff9db6edb7ed52023-11-17T17:10:51ZengMDPI AGMolecules1420-30492023-03-01287291710.3390/molecules28072917Self-Assembly and Electrical Conductivity of a New [1]benzothieno[3,2-b][1]-benzothiophene (BTBT)-Peptide HydrogelAnna Fortunato0Rafael Cintra Hensel1Stefano Casalini2Miriam Mba3Dipartimento di Scienze Chimiche, Università degli Studi di Padova, Via Marzolo 1, 35131 Padova, ItalyDipartimento di Scienze Chimiche, Università degli Studi di Padova, Via Marzolo 1, 35131 Padova, ItalyDipartimento di Scienze Chimiche, Università degli Studi di Padova, Via Marzolo 1, 35131 Padova, ItalyDipartimento di Scienze Chimiche, Università degli Studi di Padova, Via Marzolo 1, 35131 Padova, ItalyThe conjugation of small-molecule semiconductors with self-assembling peptides is a powerful tool for the fabrication of supramolecular soft materials for organic electronics and bioelectronics. Herein, we introduced the benchmark organic semiconductor [1]benzothieno[3,2-b][1]-benzothiophene (BTBT) within the structure of a self-assembling amphipathic peptide. The molecular structure of the conjugate was rationally designed to favour π-π stacking between BTBT cores and π-delocalization within the self-assembled architectures. Hydrogels with fibrillar structure were obtained upon self-assembly. Spectroscopic studies confirmed that both hydrogen bonding between peptide segments and π-π stacking between BTBT chromophores are responsible for the formation of the 3D fibrillar network observed by transmission electron microscopy. The hydrogel was successfully deposited on gold interdigitated electrodes and a conductivity up to 1.6 (±0.1) × 10<sup>−5</sup> S cm<sup>−1</sup> was measured.https://www.mdpi.com/1420-3049/28/7/2917[1]benzothieno[3,2-b][1]-benzothiophenepeptidesupramolecular hydrogelpeptide-chromophore conjugateπ-gelelectrically conductive hydrogel |
| spellingShingle | Anna Fortunato Rafael Cintra Hensel Stefano Casalini Miriam Mba Self-Assembly and Electrical Conductivity of a New [1]benzothieno[3,2-b][1]-benzothiophene (BTBT)-Peptide Hydrogel Molecules [1]benzothieno[3,2-b][1]-benzothiophene peptide supramolecular hydrogel peptide-chromophore conjugate π-gel electrically conductive hydrogel |
| title | Self-Assembly and Electrical Conductivity of a New [1]benzothieno[3,2-b][1]-benzothiophene (BTBT)-Peptide Hydrogel |
| title_full | Self-Assembly and Electrical Conductivity of a New [1]benzothieno[3,2-b][1]-benzothiophene (BTBT)-Peptide Hydrogel |
| title_fullStr | Self-Assembly and Electrical Conductivity of a New [1]benzothieno[3,2-b][1]-benzothiophene (BTBT)-Peptide Hydrogel |
| title_full_unstemmed | Self-Assembly and Electrical Conductivity of a New [1]benzothieno[3,2-b][1]-benzothiophene (BTBT)-Peptide Hydrogel |
| title_short | Self-Assembly and Electrical Conductivity of a New [1]benzothieno[3,2-b][1]-benzothiophene (BTBT)-Peptide Hydrogel |
| title_sort | self assembly and electrical conductivity of a new 1 benzothieno 3 2 b 1 benzothiophene btbt peptide hydrogel |
| topic | [1]benzothieno[3,2-b][1]-benzothiophene peptide supramolecular hydrogel peptide-chromophore conjugate π-gel electrically conductive hydrogel |
| url | https://www.mdpi.com/1420-3049/28/7/2917 |
| work_keys_str_mv | AT annafortunato selfassemblyandelectricalconductivityofanew1benzothieno32b1benzothiophenebtbtpeptidehydrogel AT rafaelcintrahensel selfassemblyandelectricalconductivityofanew1benzothieno32b1benzothiophenebtbtpeptidehydrogel AT stefanocasalini selfassemblyandelectricalconductivityofanew1benzothieno32b1benzothiophenebtbtpeptidehydrogel AT miriammba selfassemblyandelectricalconductivityofanew1benzothieno32b1benzothiophenebtbtpeptidehydrogel |