Spectroscopic and In Vitro Investigations of Boron(III) Complex with <i>Meso</i>-4-Methoxycarbonylpropylsubstituted Dipyrromethene for Fluorescence Bioimaging Applications

This study focuses on the behavior of a new fluorescent marker for labeling individual biomolecules and staining cell organelles developed on a <i>meso</i>-substituted BODIPY platform. Boron(III) complex with <i>meso</i>-4-methoxycarbonylpropylsubstituted 3,3’,5,5’-tetramethy...

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Main Authors: Galina Guseva, Elena Antina, Mikhail Berezin, Svetlana Lisovskaya, Roman Pavelyev, Airat Kayumov, Olga Lodochnikova, Daut Islamov, Konstantin Usachev, Sergei Boichuk, Liliya Nikitina
Format: Article
Language:English
Published: MDPI AG 2020-10-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/25/19/4541
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author Galina Guseva
Elena Antina
Mikhail Berezin
Svetlana Lisovskaya
Roman Pavelyev
Airat Kayumov
Olga Lodochnikova
Daut Islamov
Konstantin Usachev
Sergei Boichuk
Liliya Nikitina
author_facet Galina Guseva
Elena Antina
Mikhail Berezin
Svetlana Lisovskaya
Roman Pavelyev
Airat Kayumov
Olga Lodochnikova
Daut Islamov
Konstantin Usachev
Sergei Boichuk
Liliya Nikitina
author_sort Galina Guseva
collection DOAJ
description This study focuses on the behavior of a new fluorescent marker for labeling individual biomolecules and staining cell organelles developed on a <i>meso</i>-substituted BODIPY platform. Boron(III) complex with <i>meso</i>-4-methoxycarbonylpropylsubstituted 3,3’,5,5’-tetramethyl-2,2′-dipyrromethene has been synthesized and identified via visible, UV-, NMR- and MS-spectra <i>X</i>-ray. The behavior of fluorophore in solutions has been studied with various experimental techniques. It has been found that luminophore exhibits a high quantum yield (almost ~100–75%) in the blue-green region (513–520 nm) and has high photostability. In addition, biological analysis indicates that the fluorophore exhibits a tendency to effectively penetrate into cell membranes. On the other hand, the proposed BODIPY can be used to study the significant differences among a large number of pathogens of mycotic infections, as well as to visualize structural changes in the plasma membrane, which is necessary for the clearance of mammalian cells undergoing apoptotic cell death.
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spelling doaj.art-41e5882006f54af5a1f5304f423358942023-11-20T16:01:33ZengMDPI AGMolecules1420-30492020-10-012519454110.3390/molecules25194541Spectroscopic and In Vitro Investigations of Boron(III) Complex with <i>Meso</i>-4-Methoxycarbonylpropylsubstituted Dipyrromethene for Fluorescence Bioimaging ApplicationsGalina Guseva0Elena Antina1Mikhail Berezin2Svetlana Lisovskaya3Roman Pavelyev4Airat Kayumov5Olga Lodochnikova6Daut Islamov7Konstantin Usachev8Sergei Boichuk9Liliya Nikitina10G.A. Krestov Institute of Solution Chemistry of Russian Academy of Sciences, 1 Akademicheskaya st., 153045 Ivanovo, RussiaG.A. Krestov Institute of Solution Chemistry of Russian Academy of Sciences, 1 Akademicheskaya st., 153045 Ivanovo, RussiaG.A. Krestov Institute of Solution Chemistry of Russian Academy of Sciences, 1 Akademicheskaya st., 153045 Ivanovo, RussiaKazan State Medical University, 49 Butlerova st., 420012 Kazan, RussiaKazan Federal University, 18 Kremlyovskaya st., 420008 Kazan, RussiaKazan Federal University, 18 Kremlyovskaya st., 420008 Kazan, RussiaKazan Federal University, 18 Kremlyovskaya st., 420008 Kazan, RussiaKazan Federal University, 18 Kremlyovskaya st., 420008 Kazan, RussiaKazan Federal University, 18 Kremlyovskaya st., 420008 Kazan, RussiaKazan State Medical University, 49 Butlerova st., 420012 Kazan, RussiaKazan State Medical University, 49 Butlerova st., 420012 Kazan, RussiaThis study focuses on the behavior of a new fluorescent marker for labeling individual biomolecules and staining cell organelles developed on a <i>meso</i>-substituted BODIPY platform. Boron(III) complex with <i>meso</i>-4-methoxycarbonylpropylsubstituted 3,3’,5,5’-tetramethyl-2,2′-dipyrromethene has been synthesized and identified via visible, UV-, NMR- and MS-spectra <i>X</i>-ray. The behavior of fluorophore in solutions has been studied with various experimental techniques. It has been found that luminophore exhibits a high quantum yield (almost ~100–75%) in the blue-green region (513–520 nm) and has high photostability. In addition, biological analysis indicates that the fluorophore exhibits a tendency to effectively penetrate into cell membranes. On the other hand, the proposed BODIPY can be used to study the significant differences among a large number of pathogens of mycotic infections, as well as to visualize structural changes in the plasma membrane, which is necessary for the clearance of mammalian cells undergoing apoptotic cell death.https://www.mdpi.com/1420-3049/25/19/4541dipyrrometheneBODIPYfluorophorebiomarkerpathogenic microorganisms
spellingShingle Galina Guseva
Elena Antina
Mikhail Berezin
Svetlana Lisovskaya
Roman Pavelyev
Airat Kayumov
Olga Lodochnikova
Daut Islamov
Konstantin Usachev
Sergei Boichuk
Liliya Nikitina
Spectroscopic and In Vitro Investigations of Boron(III) Complex with <i>Meso</i>-4-Methoxycarbonylpropylsubstituted Dipyrromethene for Fluorescence Bioimaging Applications
Molecules
dipyrromethene
BODIPY
fluorophore
biomarker
pathogenic microorganisms
title Spectroscopic and In Vitro Investigations of Boron(III) Complex with <i>Meso</i>-4-Methoxycarbonylpropylsubstituted Dipyrromethene for Fluorescence Bioimaging Applications
title_full Spectroscopic and In Vitro Investigations of Boron(III) Complex with <i>Meso</i>-4-Methoxycarbonylpropylsubstituted Dipyrromethene for Fluorescence Bioimaging Applications
title_fullStr Spectroscopic and In Vitro Investigations of Boron(III) Complex with <i>Meso</i>-4-Methoxycarbonylpropylsubstituted Dipyrromethene for Fluorescence Bioimaging Applications
title_full_unstemmed Spectroscopic and In Vitro Investigations of Boron(III) Complex with <i>Meso</i>-4-Methoxycarbonylpropylsubstituted Dipyrromethene for Fluorescence Bioimaging Applications
title_short Spectroscopic and In Vitro Investigations of Boron(III) Complex with <i>Meso</i>-4-Methoxycarbonylpropylsubstituted Dipyrromethene for Fluorescence Bioimaging Applications
title_sort spectroscopic and in vitro investigations of boron iii complex with i meso i 4 methoxycarbonylpropylsubstituted dipyrromethene for fluorescence bioimaging applications
topic dipyrromethene
BODIPY
fluorophore
biomarker
pathogenic microorganisms
url https://www.mdpi.com/1420-3049/25/19/4541
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