Research output: Contribution to journal › Article › peer-review
N,O-bidentate ligands-based salicylic spiroborates: A bright frontier of bioimaging. / Lugovik, Kseniya I.; Fomin, Timur O.; Minin, Artem S. et al.
In: Dyes and Pigments, Vol. 200, 110165, 04.2022.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - N,O-bidentate ligands-based salicylic spiroborates: A bright frontier of bioimaging
AU - Lugovik, Kseniya I.
AU - Fomin, Timur O.
AU - Minin, Artem S.
AU - Pozdina, Varvara A.
AU - Shevyrin, Vadim A.
AU - Benassi, Enrico
AU - Belskaya, Nataliya P.
N1 - Funding Information: We thank Russian Science Foundation for financially supporting this work through project 20-13-00089. This work was performed using the equipment of the Shared Research Center of Scientific Equipment SRC IIP UrB RAS. We also gratefully acknowledge the Siberian Branch of the Russian Academy of Sciences (SB RAS) Siberian Supercomputer Centre for providing supercomputer facilities. Publisher Copyright: © 2022 Elsevier Ltd
PY - 2022/4
Y1 - 2022/4
N2 - A new series of salicylic spiroborate complexes (SSBs) based on N,O-bidentate 2-(tert-cycloalkylamino)-5-(3-(arylamino)acryloyl)thiophene-3-carbonitriles (NO-SSBs) was obtained and characterized. The optical properties of these compounds were studied and compared with those of analogous BF2-based complexes. The geometries and electronic structures of the NO-SSBs in the ground and excited states, especially their key N–B–O link, were revealed using quantum chemical calculations and compared with the experimental data and photophysical characteristics. Hydrolytic dissociation and photodissociation were considered, and the effects of the NO-SSB structure and nature of the solvent on these reactions were established. Biological investigations elucidated the NO-SSBs ability to penetrate living and fixed cells and selectively accumulate in the endoplasmic reticulum (ER) and Golgi complex. Comparison of the NO-SSBs’ characteristics with those of a commercial dye demonstrated the superiority of their properties and prospects for application in the bio-visualization of the ER and Golgi complex.
AB - A new series of salicylic spiroborate complexes (SSBs) based on N,O-bidentate 2-(tert-cycloalkylamino)-5-(3-(arylamino)acryloyl)thiophene-3-carbonitriles (NO-SSBs) was obtained and characterized. The optical properties of these compounds were studied and compared with those of analogous BF2-based complexes. The geometries and electronic structures of the NO-SSBs in the ground and excited states, especially their key N–B–O link, were revealed using quantum chemical calculations and compared with the experimental data and photophysical characteristics. Hydrolytic dissociation and photodissociation were considered, and the effects of the NO-SSB structure and nature of the solvent on these reactions were established. Biological investigations elucidated the NO-SSBs ability to penetrate living and fixed cells and selectively accumulate in the endoplasmic reticulum (ER) and Golgi complex. Comparison of the NO-SSBs’ characteristics with those of a commercial dye demonstrated the superiority of their properties and prospects for application in the bio-visualization of the ER and Golgi complex.
KW - (TD)DFT
KW - Bioimaging
KW - Fluorescence
KW - N,O-bidentate ligand
KW - Salicylic spiroborates
UR - http://www.scopus.com/inward/record.url?scp=85124987218&partnerID=8YFLogxK
UR - https://www.mendeley.com/catalogue/6c8122e7-813b-3c39-baf3-097ac454799e/
U2 - 10.1016/j.dyepig.2022.110165
DO - 10.1016/j.dyepig.2022.110165
M3 - Article
AN - SCOPUS:85124987218
VL - 200
JO - Dyes and Pigments
JF - Dyes and Pigments
SN - 0143-7208
M1 - 110165
ER -
ID: 35551159