2. Academic Validation
  3. Design, Spectral Characteristics, and Possibilities for Practical Application of BODIPY FL-Labeled Monoterpenoid

Design, Spectral Characteristics, and Possibilities for Practical Application of BODIPY FL-Labeled Monoterpenoid

  • ACS Appl Bio Mater. 2021 Aug 16;4(8):6227-6235. doi: 10.1021/acsabm.1c00550.
Galina B Guseva 1,  Elena V Antina 1,  Mikhail B Berezin 1,  Roman S Pavelyev 2,  Airat R Kayumov 2,  Olga V Ostolopovskaya 2,  Ilmir R Gilfanov 3,  Larisa L Frolova 4,  Alexander V Kutchin 4,  Rustem F Akhverdiev 2,  Svetlana A Lisovskaya 5,  Elena Y Trizna 2,  Olga A Lodochnikova 2 6,  Daut R Islamov 2 6,  Sergey V Efimov 2,  Vladimir V Klochkov 2,  Ilya A Khodov 1 2,  Sergei V Boichuk 3,  Liliya E Nikitina 2 3
Affiliations

Affiliations

  • 1 G.A. Krestov Institute of Solution Chemistry of Russian Academy of Sciences (ISC RAS), 153045 Ivanovo, Russian Federation.
  • 2 Kazan Federal University, 420008 Kazan, Russian Federation.
  • 3 Kazan State Medical University, 420012 Kazan, Russian Federation.
  • 4 Institute of Chemistry, Federal Research Center "Komi Scientific Centre", 167000 Syktyvkar, Russian Federation.
  • 5 Kazan State Medical University, Scientific Research Institute of Epidemiology and Microbiology, 420012 Kazan, Russian Federation.
  • 6 Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of Russian Academy of Sciences, 420008 Kazan, Russian Federation.
PMID: 35006906 DOI: 10.1021/acsabm.1c00550
Abstract

This article describes the design and biological properties of a BODIPY FL-labeled monoterpenoid BF2-meso-(4-((1″R)-6″,6″-dimethylbicyclo[3.1.1]hept-2″-ene-2″)yl-methoxycarbonylpropyl)-3,3',5,5'-tetramethyl-2,2'-dipyrromethene conjugate (BODIPYmyrt). The fluorophore was characterized using X-ray, NMR, MS, and UV/vis spectroscopy. The conjugate exhibits a high quantum yield (to ∼100%) in the region 515-518 nm. BODIPYmyrt effectively penetrates the membranes of the Bacterial and Fungal cells and therefore can be used to examine the features of a broad spectrum of Gram-positive and Gram-negative bacteria and pathogenic fungi as well. Moreover, BODIPYmyrt exhibits a moderate tropism to the subcellular structures in mammalian cells (e.g., mitochondria), thereby providing an attractive scaffold for fluorophores to examine these particular organelles.

Keywords

(+)-myrtenol; BODIPY FL-labeled monoterpenoid; biovisualization; conjugate; spectral properties; structure.

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