The development of chiral optoelectronic materials are of great interest due to their potential of being utilized in electronic devices, biosensors and artificial enzymes. Herein, we report the chiral-optical properties and architectural arrangement of optoelectronic materials generated from non-covalent self-assembly of a cationic synthetic peptide and five chemically defined anionic pentameric oligothiophenes. The peptide-oligothiophene hybrid materials exhibit a three dimensional ordered helical structure and optical activity in the π-π* transition region that are observed due to a single chain induced chirality of the conjugated thiophene backbone upon interaction with the peptide. The latter property is highly dependent on electrostatic interactions between the peptide and the oligothiophene, verifying that a distinct spacing of the carboxyl groups along the thiophene backbone is a major chemical determinant for having a hybrid material with distinct optoelectronic properties. The necessity of the electrostatic interaction between specific carboxyl functionalities along the thiophene backbone and the lysine residues of the peptide, as well as the induced circular dichroism of the thiophene backbone, was also confirmed by theoretical calculations. We foresee that our findings will aid in designing optoelectronic materials with dynamic architectonical precisions, as well as offer the possibility to create the next generation of materials for organic electronics and organic bioelectronics.
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