title: Electronic properties of tetrathiafulvalene-modified cyclic-β-peptide nanotube.
abstract: Cyclic tri-β-peptide having tetrathiafulvalene (TTF) at the side chain was synthesized to prepare a peptide nanotube aligning TTF side chains along the nanotube. The polarized light microscopic observations revealed crystallization of the cyclic peptide by the vapor diffusion method. Fourier-transform infrared and electron diffraction measurements of the crystals clarified formation of homogeneous hydrogen bonds making a columnar structure with a layer spacing of 4.9 Å. Electronic measurements of the peptide crystals on a gold mica substrate were carried out by the current sensing AFM. The current-voltage curves showed a rectification behavior, whose profile was consistent with a metal and p-type semiconductor junction. The p-type property is supported by the first principle calculations, which showed the HOMO orbital delocalizing fully over the plane of the TTF ring with the energy level of -5.1 eV. © 2016 Wiley Periodicals, Inc. Biopolymers (Pept Sci) 106: 275-282, 2016.
authors.affiliation: Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-Daigaku-Katsura, Nishikyo-Ku, Kyoto, 615-8510, Japan.
authors.forename: Hirotaka
authors.initials: H
authors.lastname: Uji
authors.affiliation: Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-Daigaku-Katsura, Nishikyo-Ku, Kyoto, 615-8510, Japan.
authors.forename: Hyunji
authors.initials: H
authors.lastname: Kim
authors.affiliation: Research Institute for Sustainable Humanosphere (RISH), Kyoto University, Uji, Kyoto, 611-0011, Japan.
authors.forename: Tomoya
authors.initials: T
authors.lastname: Imai
authors.affiliation: Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-Daigaku-Katsura, Nishikyo-Ku, Kyoto, 615-8510, Japan.
authors.forename: Shota
authors.initials: S
authors.lastname: Mitani
authors.affiliation: Research Institute for Sustainable Humanosphere (RISH), Kyoto University, Uji, Kyoto, 611-0011, Japan.
authors.forename: Junji
authors.initials: J
authors.lastname: Sugiyama
authors.affiliation: Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyoto-Daigaku-Katsura, Nishikyo-Ku, Kyoto, 615-8510, Japan.
authors.forename: Shunsaku
authors.initials: S
authors.lastname: Kimura
mesh_terms: D003460:Crystallization; D004583:Electrons; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006860:Hydrogen Bonding; D018625:Microscopy, Atomic Force; D008958:Models, Molecular; D015394:Molecular Structure; D045333:Nanotubes, Peptide / Q000737:chemistry*; D012666:Semiconductors; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D006571:Heterocyclic Compounds; D045333:Nanotubes, Peptide; C063887:tetrathiafulvalene
keywords: cyclic-β-peptide; molecular assembly; nanotube; organic electronics; p-type semiconductor; tetrathiafulvalene