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Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts

Spiropyran salts containing a cationic vinyl-3H-indolium moiety are characterized by NIR absorption and fluorescence of their merocyanine forms. This feature makes them promising fluorescent probes and markers for bioimaging. The article focuses on the synthesis and study of the spectral, kinetic an...

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Главные авторы: Demidov, O. P., Демидов, О. П.
פורמט: Статья
שפה:English
יצא לאור: John Wiley and Sons Inc 2025
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גישה מקוונת:https://dspace.ncfu.ru/handle/123456789/29838
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spelling ir-123456789-298382025-03-03T10:59:04Z Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts Demidov, O. P. Демидов, О. П. Biofilms Spiropyran Biosensors Bioimaging NIR-fluorescence Spiropyran salts containing a cationic vinyl-3H-indolium moiety are characterized by NIR absorption and fluorescence of their merocyanine forms. This feature makes them promising fluorescent probes and markers for bioimaging. The article focuses on the synthesis and study of the spectral, kinetic and toxic characteristics of such compounds with respect to various substituents in different moieties and the type of anion. A detailed analysis of the acquired data made it possible to draw some important conclusions regarding the influence of structural factors, which will be very useful for the further rational design of such derivatives. In particular, it was shown that the counterion has minimal effect on the spectral and kinetic characteristics of the dyes but dramatically affects the toxicity of the compounds. Following selection of the most appropriate compounds, bioimaging experiments were carried out to visualize planktonic bacteria and bacterial biofilms of E. coli and A. calcoaceticus. The ability to visualize biofilms is critical for the diagnosis of chronic diseases. By the results of molecular docking a theoretical interaction pattern between spiropyran molecules and DNA was proposed. 2025-03-03T10:57:56Z 2025-03-03T10:57:56Z 2025 Статья Pugachev A.D., Kozlenko A.S., Sazykina M.A., Sazykin I.S., Rostovtseva I.A., Makarova N.I., Borodkin G.S., Tkachev V.V., Utenyshev A.N., Demidov O.P., Matukhno A.E., Ponyatovskaya A.M., Azhogina T.N., Karchava S.K., Klimova M.V., Aldoshin S.M., Metelitsa A.V., Ozhogin I.V. Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts // ChemBioChem. - 2025. - 26 (3). - art. no. e202400800. - DOI: 10.1002/cbic.202400800 https://dspace.ncfu.ru/handle/123456789/29838 en ChemBioChem application/pdf application/pdf John Wiley and Sons Inc
institution СКФУ
collection Репозиторий
language English
topic Biofilms
Spiropyran
Biosensors
Bioimaging
NIR-fluorescence
spellingShingle Biofilms
Spiropyran
Biosensors
Bioimaging
NIR-fluorescence
Demidov, O. P.
Демидов, О. П.
Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts
description Spiropyran salts containing a cationic vinyl-3H-indolium moiety are characterized by NIR absorption and fluorescence of their merocyanine forms. This feature makes them promising fluorescent probes and markers for bioimaging. The article focuses on the synthesis and study of the spectral, kinetic and toxic characteristics of such compounds with respect to various substituents in different moieties and the type of anion. A detailed analysis of the acquired data made it possible to draw some important conclusions regarding the influence of structural factors, which will be very useful for the further rational design of such derivatives. In particular, it was shown that the counterion has minimal effect on the spectral and kinetic characteristics of the dyes but dramatically affects the toxicity of the compounds. Following selection of the most appropriate compounds, bioimaging experiments were carried out to visualize planktonic bacteria and bacterial biofilms of E. coli and A. calcoaceticus. The ability to visualize biofilms is critical for the diagnosis of chronic diseases. By the results of molecular docking a theoretical interaction pattern between spiropyran molecules and DNA was proposed.
format Статья
author Demidov, O. P.
Демидов, О. П.
author_facet Demidov, O. P.
Демидов, О. П.
author_sort Demidov, O. P.
title Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts
title_short Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts
title_full Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts
title_fullStr Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts
title_full_unstemmed Anion and Substituents Effect on Spectral-Kinetic and Biological Characteristics of Spiropyran Salts
title_sort anion and substituents effect on spectral-kinetic and biological characteristics of spiropyran salts
publisher John Wiley and Sons Inc
publishDate 2025
url https://dspace.ncfu.ru/handle/123456789/29838
work_keys_str_mv AT demidovop anionandsubstituentseffectonspectralkineticandbiologicalcharacteristicsofspiropyransalts
AT demidovop anionandsubstituentseffectonspectralkineticandbiologicalcharacteristicsofspiropyransalts
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