Naslov
Wavelength dependent photochemistry of BODIPY-phenols and their applications in fluorescent labeling of proteins

Autori
Zlatić, Katarina ; Cindrić, Matej ; Antol, Ivana ; Uzelac, Lidija ; Mihaljević, Branka ; Kralj, Marijeta ; Basarić, Nikola

Izvornik
Organic & biomolecular chemistry (1477-0520) 19 (2021), 22; 4891-4903

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Anti-Kasha photochemistry ; BODIPY ; Quinone methides ; Protein labelling

Sažetak
A series of BODIPY dyes were synthesized, that were at the 3, or 3 and 5 positions, substituted by photochemically reactive quinone methide (QM) precursor moieties. Fluorescence properties of the molecules were investigated and we demonstrated that the molecules undergo wavelength dependent photochemistry. Photodeamination to deliver QMs takes place only upon excitation to higher excited singlet states, showing unusual anti-Kasha photochemical reactivity. The findings were corroborated by TD-DFT computations. Laser flash photolysis experiments could not reveal QMs due to low efficiency of their formation, but enabled detection of the phenoxyl radicals. The applicability of the molecules for fluorescent labeling of bovine serum albumin as a model protein upon photoexcitation at 350 nm was demonstrated.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Biologija, Temeljne medicinske znanosti

Napomena
Rad je na naslovnici Organic & Biomolecular Chemistry, Volume 19, Number 2214, June 2021
https://mail.irb.hr/?_task=mail&_uid=50601&_mbox=INBOX&_action=get&_part=2

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