دورية أكاديمية

Henlea earthworm bioluminescence comprises violet-blue BRET from tryptophan 2-carboxylate to deazaflavin cofactor.

التفاصيل البيبلوغرافية
العنوان: Henlea earthworm bioluminescence comprises violet-blue BRET from tryptophan 2-carboxylate to deazaflavin cofactor.
المؤلفون: 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@yandex.ru.
المصدر: Biochemical and biophysical research communications [Biochem Biophys Res Commun] 2024 May 14; Vol. 708, pp. 149787. Date of Electronic Publication: 2024 Mar 13.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: Elsevier Country of Publication: United States NLM ID: 0372516 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1090-2104 (Electronic) Linking ISSN: 0006291X NLM ISO Abbreviation: Biochem Biophys Res Commun Subsets: MEDLINE
أسماء مطبوعة: Publication: <2002- >: San Diego, CA : Elsevier
Original Publication: New York, Academic Press.
مواضيع طبية MeSH: Oligochaeta*/metabolism , Biological Products*, Animals ; Luminescent Proteins/metabolism ; Tryptophan ; Bacterial Proteins/metabolism
مستخلص: 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. 21:415-427). 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 5:13155-13159). 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).
Competing Interests: Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2024 Elsevier Inc. All rights reserved.)
فهرسة مساهمة: Keywords: Bioluminescence; Fluorescence; Henlea; Mass-spectrometry; Total synthesis; Tryptophan
المشرفين على المادة: 0 (Luminescent Proteins)
8DUH1N11BX (Tryptophan)
0 (Bacterial Proteins)
0 (Biological Products)
تواريخ الأحداث: Date Created: 20240327 Date Completed: 20240408 Latest Revision: 20240408
رمز التحديث: 20240408
DOI: 10.1016/j.bbrc.2024.149787
PMID: 38537527
قاعدة البيانات: MEDLINE
الوصف
تدمد:1090-2104
DOI:10.1016/j.bbrc.2024.149787