학술논문
Molecular design and synthesis of methoxy-substitued spiropyrans with photomodulated NIR-fluorescence
Document Type
Original Paper
Author
Pugachev, Artem D.; Kozlenko, Anastasia S.; Makarova, Nadezhda I.; Rostovtseva, Irina A.; Ozhogin, Ilya V.; Dmitriev, Vitaly S.; Borodkin, Gennady S.; Tkachev, Valery V.; Utenyshev, Andrey N.; Sazykina, Marina A.; Sazykin, Ivan S.; Azhogina, Tatiana N.; Karchava, Shorena K.; Klimova, Maria V.; Metelitsa, Anatoly V.; Lukyanov, Boris S.
Source
Photochemical & Photobiological Sciences. 22(11):2651-2673
Subject
Language
English
ISSN
1474-905X
1474-9092
1474-9092
Abstract
This study focuses on the molecular design and synthesis of salt spiropyrans with near-IR fluorescence. The structure of the obtained compounds was confirmed by NMR, IR and mass spectroscopy. In the course of studying the spectral and photoluminescent characteristics, it was possible to reveal the effect of some substituents in various positions on the properties of spiropyran dyes. Due to the structural similarity of one of the isomers to cyanine dyes, the obtained compounds are of interest as potential fluorescent probes for bioimagimg, in particular, for DNA studies. To reveal their ability of binding to DNA molecules molecular docking was carried out. Toxic effects of compounds demonstrating NIR fluorescence were studied on biofilms, as well as using bacterial lux-biosensors.Graphical abstract: