External complexation of BODIPYs by CB[7] improves in-cell fluorescence imaging

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60076658%3A12310%2F22%3A43904770" target="_blank" >RIV/60076658:12310/22:43904770 - isvavai.cz</a>
Result on the web
<a href="https://pubs.rsc.org/en/content/articlepdf/2022/ma/d1ma00931a" target="_blank" >https://pubs.rsc.org/en/content/articlepdf/2022/ma/d1ma00931a</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d1ma00931a" target="_blank" >10.1039/d1ma00931a</a>

Result language
angličtina
Original language name
External complexation of BODIPYs by CB[7] improves in-cell fluorescence imaging
Original language description
Organic luminescent compounds with high emission properties play a crucial role in fluorescence labelling and optoelectronic devices. In this work, we prepared three water soluble BODIPY derivatives (B-4, B-5, and B-6) which are weakly fluorescent due to non-radiative relaxation pathways (charge transfer: CT or heavy atom effect). However, CB[7] significantly improves BODIPY fluorescence by similar to 10 fold for B-4, and by similar to 3 fold for B-5. The (TD)DFT analyses suggest that for B-4 and B-5, the CT state is blue-shifted as a result of the external binding of CB[7] near the pyridinium groups. This effect favoured a radiative decay through a locally-excited (LE) pi ->pi* transition state of BODIPYs resulting in a CB[7]-induced emission increase in solution (and in the solid state), without compromising singlet-to-triplet intersystem crossing (ISC). The improved emission of the BODIPY center dot CB[7] complexes was used for the fluorescence imaging of U87 cells illustrating the relevance of this approach. These results suggest that BODIPY center dot CB[7] complexes could be used as theragnostic agents by combining fluorescence imaging and treatment by photodynamic therapy.
Czech name
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Czech description
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Type
J<sub>SC</sub> - Article in a specialist periodical, which is included in the SCOPUS database
CEP classification
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OECD FORD branch
10403 - Physical chemistry

Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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