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Absorption Spectra for Firefly Bioluminescence Substrate Analog: TokeOni in Various pH Solutions.
Ogawa, Haruhisa; Ono, Ryohei; Noguchi, Yoshifumi; Kitada, Nobuo; Saito-Moriya, Ryohei; Maki, Shojiro A; Akiyama, Hidefumi; Itabashi, Hideyuki; Hiyama, Miyabi.
Afiliación
  • Ogawa H; Graduate School of Science and Technology, Gunma University, Gunma, Japan.
  • Ono R; Graduate School of Science and Technology, Gunma University, Gunma, Japan.
  • Noguchi Y; Institute for Solid State Physics, The University of Tokyo, Chiba, Japan.
  • Kitada N; Department of Applied Chemistry and Biochemical Engineering, Graduate School of Engineering, Shizuoka University, Shizuoka, Japan.
  • Saito-Moriya R; Department of Engineering Science, Graduate School of Informatics and Engineering, The University of Electro-Communications, Chofu, Tokyo, Japan.
  • Maki SA; Center for Neuroscience and Biomedical Engineering (CNBE), The University of Electro-Communications, Chofu, Tokyo, Japan.
  • Akiyama H; School of Pharmacy, Tokyo University of Pharmacy & Life Sciences, Hachioji, Tokyo, Japan.
  • Itabashi H; Department of Engineering Science, Graduate School of Informatics and Engineering, The University of Electro-Communications, Chofu, Tokyo, Japan.
  • Hiyama M; Center for Neuroscience and Biomedical Engineering (CNBE), The University of Electro-Communications, Chofu, Tokyo, Japan.
Photochem Photobiol ; 97(5): 1016-1022, 2021 09.
Article en En | MEDLINE | ID: mdl-34081790
AkaLumine hydrochloride, named TokeOni, is one of the firefly luciferin analogs, and its reaction with firefly luciferase produces near-infrared (NIR) bioluminescence. Prior to studying the bioluminescence mechanism, basic knowledge about the chemical structures, electronic states, and absorption properties of TokeOni at various pH values of solution has to be acquired. In this paper, the absorption spectra for TokeOni and AkaLumine at pH 2-10 were measured. Density functional theory (DFT) calculations, time-dependent DFT calculations, and the vibrational analyses were carried out. The absorption spectra indicate that the chemical forms of TokeOni in solutions are same as those of AkaLumine. The peaks at pH 7-10 in the absorption spectra correspond to the excitation from the ground state of a carboxylate anion of AkaLumine, the peak at pH 2 corresponds to the excitation from the ground state of a carboxylate anion with an N-protonated thiazoline ring and N-protonated dimethylamino group of AkaLumine, and the peak at pH 4 corresponds to the excitation from the ground state of a carboxylate anion with an N-protonated thiazoline ring of AkaLumine.
Asunto(s)

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Luciérnagas / Luciferina de Luciérnaga Límite: Animals Idioma: En Revista: Photochem Photobiol Año: 2021 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Luciérnagas / Luciferina de Luciérnaga Límite: Animals Idioma: En Revista: Photochem Photobiol Año: 2021 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Estados Unidos