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Henlea earthworm bioluminescence comprises violet-blue BRET from tryptophan 2-carboxylate to deazaflavin cofactor.
Petushkov, Valentin N; Vavilov, Matvey V; Khokhlova, Anastasia N; Zagitova, Renata I; Belozerova, Olga A; Shcheglov, Aleksandr S; Kovalchuk, Sergey I; Tsarkova, Aleksandra S; Rodionova, Natalia S; Yampolsky, Ilia V; Dubinnyi, Maxim A.
Afiliación
  • Petushkov VN; Institute of Biophysics, Krasnoyarsk Research Center, Siberian Branch, Russian Academy of Sciences, 50/50 Akademgorodok, 660036, Krasnoyarsk, Russia. Electronic address: valnat@yandex.ru.
  • Vavilov MV; Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences, 16/10 Miklukho-Maklaya str., Moscow, 117997, Russia; Faculty of Biology and Biotechnology, National Research University Higher School of Economics, 33k4 Profsoyuznaya str., Moscow, 117418, Russia.
  • Khokhlova AN; Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences, 16/10 Miklukho-Maklaya str., Moscow, 117997, Russia; Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory 1 bld. 3, Moscow, 119991у, Russia.
  • Zagitova RI; Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences, 16/10 Miklukho-Maklaya str., Moscow, 117997, Russia.
  • Belozerova OA; Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences, 16/10 Miklukho-Maklaya str., Moscow, 117997, Russia.
  • Shcheglov AS; Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences, 16/10 Miklukho-Maklaya str., Moscow, 117997, Russia; Pirogov Russian National Research Medical University, 1 Ostrovityanova str, Moscow, 117997, Russia.
  • Kovalchuk SI; Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences, 16/10 Miklukho-Maklaya str., Moscow, 117997, Russia.
  • Tsarkova AS; Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences, 16/10 Miklukho-Maklaya str., Moscow, 117997, Russia.
  • Rodionova NS; Institute of Biophysics, Krasnoyarsk Research Center, Siberian Branch, Russian Academy of Sciences, 50/50 Akademgorodok, 660036, Krasnoyarsk, Russia.
  • Yampolsky IV; Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences, 16/10 Miklukho-Maklaya str., Moscow, 117997, Russia; Pirogov Russian National Research Medical University, 1 Ostrovityanova str, Moscow, 117997, Russia.
  • Dubinnyi MA; Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry of the Russian Academy of Sciences, 16/10 Miklukho-Maklaya str., Moscow, 117997, Russia; Moscow Institute of Physics and Technology (State University), 9 Institutskiy per., Dolgoprudny, Moscow Region, 141700, Russia. Electronic address: dumkas@
Biochem Biophys Res Commun ; 708: 149787, 2024 05 14.
Article en En | MEDLINE | ID: mdl-38537527
ABSTRACT
We recently identified the deazaflavin cofactor as a light emitter in novel bioluminescence (BL) system from Siberian earthworms Henlea sp. (Petushkov et al., 2023, Org. Biomol. Chem. 21415-427). In the present communication we compared in vitro BL spectra in the absence and in the presence of the cofactor and found a wavelength shift from 420 to 476 nm. This violet-blue BRET to deazaflavin cofactor (acceptor of photonless transfer) masks the actual oxyluciferin as an emitter (BRET donor) in the novel BL system. The best candidate for that masked chromophore is tryptophan 2-carboxylate (T2C) found previously as a building block in some natural products isolated from Henlea sp. (Dubinnyi et al., 2020, ChemSelect 513155-13159). We synthesized T2C and acetyl-T2C, verified their presence in earthworms by nanoflow-HRMS, explored spectral properties of excitation and emission spectra and found a chain of excitation/emission maxima with a perfect potential for BRET 300 nm (excitation of T2C) - 420 nm (emission of T2C) - 420 nm (excitation of deazaflavin) - 476 nm (emission of deazaflavin, BL). An array of natural products with T2C chromophore are present in BL earthworms as candidates for novel oxyluciferin. We demonstrated for the Henlea BL that the energy of the excited state of the T2C chromophore is transferred by the Förster mechanism and then emitted by deazaflavin (BRET), similarly to known examples aequorin-GFP in Aequorea victoria and antenna proteins in bacterial BL systems (lumazine from Photobacterium and yellow fluorescent protein from Vibrio fischeri strain Y1).
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Oligoquetos / Productos Biológicos Límite: Animals Idioma: En Revista: Biochem Biophys Res Commun Año: 2024 Tipo del documento: Article Pais de publicación: Estados Unidos
Texto completo
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Imprimir
XML
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Oligoquetos / Productos Biológicos Límite: Animals Idioma: En Revista: Biochem Biophys Res Commun Año: 2024 Tipo del documento: Article Pais de publicación: Estados Unidos