Journal of Photochemistry and Photobiology A: Chemistry, volume 401, pages 112783

Meso-substituted-BODIPY based fluorescent biomarker: Spectral characteristics, photostability and possibilities for practical application

Guseva Galina B ¹

Antina Elena V ¹

Berezin Mikhail Y. ¹

Pavelyev Roman S. ²

Kayumov Airat R. ²

Sharafutdinov Irshad ²

Lisovskaya Svetlana A ³

Lodochnikova Olga A. ^{2, 4}

R. Islamov Daut ^{2, 4}

Усачев К. ²

Boichuk Sergei ³

Nikitina Liliya E. ^{3, 5}

Hide authors affiliations Show authors affiliations: 5 affiliations

G.A. Krestov Institute of Solution Chemistry of Russian Academy of Sciences (ISC RAS), 1 Akademicheskaya st., 153045 Ivanovo, Russian Federation |

Kazan Federal University, 18 Kremlyovskaya St., 420008 Kazan, Russian Federation |

Kazan State Medical University, 49 Butlerova st., 420012, Kazan, Russian Federation |

⁴

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 Arbuzov, 420088, Kazan, Russian Federation

A.E. Arbuzov Institute of Organic and Physical Chemistry of the Kazan Scientific Center of the Russian Academy of Sciences

Kazan Scientific Center of the Russian Academy of Sciences

⁵

Kazan Federal University, 18 Kremlyovskaya st., 420008, Kazan, Russian Federation |

Publication type: Journal Article

Publication date: 2020-10-01

Elsevier

Journal: Journal of Photochemistry and Photobiology A: Chemistry

Quartile SCImago

Quartile WOS

Impact factor: 4.3

ISSN: 10106030, 18732666

DOI: 10.1016/j.jphotochem.2020.112783

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General Chemistry

General Chemical Engineering

General Physics and Astronomy

Abstract

A fluorescent biomarker based on the boron(III) complex with meso-4-methoxycarbonylbutyl-substituted 3,3',5,5'-tetramethyl-2,2′-dipyrromethene (BODIPY) was synthesized. The BODIPY exhibits a large extinction coefficient (lgɛ ∼4.82–5.00) at 496–501 nm and high fluorescence quantum yield (∼77–100%) in the blue-green region of the spectrum (509–518 nm). The maximal fluorescence quantum yield (φ) is observed in non-polar media (∼100%) while φ slightly decreases to ∼90% in alcohols (with the exception of octanol-1) and to ∼77% in electron-donating dimethyl sulfoxide (DMSO). The BODIPY fluorophore demonstrates high photostability with the half-life of 41.4 and 91 hours in toluene and cyclohexane, respectively. The proposed luminophore preferentially stains gram-positive bacteria and can be used for differential staining of gram-positive and gram-negative bacteria in mixed cultures. BODIPY also accumulates in the cytoplasm of the mammalian cells giving polar micro-speckled staining pattern which is more intensive in the tumor cells when compared to the fibroblasts. The pronounced affinity of BODIPY to mitochondria of eukaryotic cells could be used for specific staining of these organelles.

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Journal of Photochemistry and Photobiology A: Chemistry	Journal of Photochemistry and Photobiology A: Chemistry, 3, 16.67% Journal of Photochemistry and Photobiology A: Chemistry 3 publications, 16.67%
Journal of Molecular Liquids	Journal of Molecular Liquids, 2, 11.11% Journal of Molecular Liquids 2 publications, 11.11%
Russian Chemical Reviews	Russian Chemical Reviews, 2, 11.11% Russian Chemical Reviews 2 publications, 11.11%
Colloids and Surfaces A: Physicochemical and Engineering Aspects	Colloids and Surfaces A: Physicochemical and Engineering Aspects, 1, 5.56% Colloids and Surfaces A: Physicochemical and Engineering Aspects 1 publication, 5.56%
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 1, 5.56% Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 1 publication, 5.56%
Molecules	Molecules, 1, 5.56% Molecules 1 publication, 5.56%
Coordination Chemistry Reviews	Coordination Chemistry Reviews, 1, 5.56% Coordination Chemistry Reviews 1 publication, 5.56%
Bioengineering	Bioengineering, 1, 5.56% Bioengineering 1 publication, 5.56%
ACS Applied Bio Materials	ACS Applied Bio Materials, 1, 5.56% ACS Applied Bio Materials 1 publication, 5.56%
Photochemical and Photobiological Sciences	Photochemical and Photobiological Sciences, 1, 5.56% Photochemical and Photobiological Sciences 1 publication, 5.56%
mBio	mBio, 1, 5.56% mBio 1 publication, 5.56%
Journal of Structural Chemistry	Journal of Structural Chemistry, 1, 5.56% Journal of Structural Chemistry 1 publication, 5.56%
Inorganics	Inorganics, 1, 5.56% Inorganics 1 publication, 5.56%
Journal of Natural Products	Journal of Natural Products, 1, 5.56% Journal of Natural Products 1 publication, 5.56%
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Citations by publishers

	1 2 3 4 5 6 7 8
Elsevier	Elsevier, 8, 44.44% Elsevier 8 publications, 44.44%
Multidisciplinary Digital Publishing Institute (MDPI)	Multidisciplinary Digital Publishing Institute (MDPI), 3, 16.67% Multidisciplinary Digital Publishing Institute (MDPI) 3 publications, 16.67%
American Chemical Society (ACS)	American Chemical Society (ACS), 2, 11.11% American Chemical Society (ACS) 2 publications, 11.11%
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii	Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii, 2, 11.11% Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii 2 publications, 11.11%
Springer Nature	Springer Nature, 1, 5.56% Springer Nature 1 publication, 5.56%
American Society for Microbiology	American Society for Microbiology, 1, 5.56% American Society for Microbiology 1 publication, 5.56%
Pleiades Publishing	Pleiades Publishing, 1, 5.56% Pleiades Publishing 1 publication, 5.56%
	1 2 3 4 5 6 7 8

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Guseva G. B. et al. Meso-substituted-BODIPY based fluorescent biomarker: Spectral characteristics, photostability and possibilities for practical application // Journal of Photochemistry and Photobiology A: Chemistry. 2020. Vol. 401. p. 112783.

GOST all authors (up to 50) Copy

Guseva G. B., Antina E. V., Berezin M. Y., Pavelyev R. S., Kayumov A. R., Sharafutdinov I., Lisovskaya S. A., Lodochnikova O. A., R. Islamov D., Усачев К., Boichuk S., Nikitina L. E. Meso-substituted-BODIPY based fluorescent biomarker: Spectral characteristics, photostability and possibilities for practical application // Journal of Photochemistry and Photobiology A: Chemistry. 2020. Vol. 401. p. 112783.

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RIS Copy

TY - JOUR

DO - 10.1016/j.jphotochem.2020.112783

UR - https://doi.org/10.1016%2Fj.jphotochem.2020.112783

TI - Meso-substituted-BODIPY based fluorescent biomarker: Spectral characteristics, photostability and possibilities for practical application

T2 - Journal of Photochemistry and Photobiology A: Chemistry

AU - Guseva, Galina B

AU - Antina, Elena V

AU - Berezin, Mikhail Y.

AU - Pavelyev, Roman S.

AU - Kayumov, Airat R.

AU - Sharafutdinov, Irshad

AU - Lisovskaya, Svetlana A

AU - Lodochnikova, Olga A.

AU - R. Islamov, Daut

AU - Усачев, К.

AU - Boichuk, Sergei

AU - Nikitina, Liliya E.

PY - 2020

DA - 2020/10/01 00:00:00

PB - Elsevier

SP - 112783

VL - 401

SN - 1010-6030

SN - 1873-2666

ER -

BibTex

Cite this

BibTex Copy

@article{2020_Guseva,

author = {Galina B Guseva and Elena V Antina and Mikhail Y. Berezin and Roman S. Pavelyev and Airat R. Kayumov and Irshad Sharafutdinov and Svetlana A Lisovskaya and Olga A. Lodochnikova and Daut R. Islamov and К. Усачев and Sergei Boichuk and Liliya E. Nikitina},

title = {Meso-substituted-BODIPY based fluorescent biomarker: Spectral characteristics, photostability and possibilities for practical application},

journal = {Journal of Photochemistry and Photobiology A: Chemistry},

year = {2020},

volume = {401},

publisher = {Elsevier},

month = {oct},

url = {https://doi.org/10.1016%2Fj.jphotochem.2020.112783},

pages = {112783},

doi = {10.1016/j.jphotochem.2020.112783}

}

Found error?

Publisher

Elsevier

Journal

Journal of Photochemistry and Photobiology A: Chemistry

Quartile SCImago

Quartile WOS

Impact factor

4.3

ISSN

10106030 (Print)
18732666 (Electronic)

Labs

Chemistry and molecular photonics of dipyrromethene dyes and phosphors

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