Naslov
Pyrrolocytosine-pyrene conjugates as fluorescent and CD probes for a fine sensing of ds- polynucleotide secondary structure and specific recognition of poly G

Autori
Ban, Željka ; Žinić, Biserka ; Matković, Marija ; Tomašić Paić, Ana ; Crnolatac, Ivo ; Piantanida, Ivo

Izvornik
New journal of chemistry (1144-0546) 43 (2019); 8204-8214

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

Ključne riječi
Pyrrolocytosine ; Pyrene ; DNA/RNA binding ; Fluorescence ; circular dichroism

Sažetak
Three novel pyrene-pyrrolocytosine (PyrrC) conjugates efficiently bind to ds-DNA/RNA grooves. The compounds exhibit DNA/RNA secondary structure-dependent fluorimetric selectivity. The most pronounced differentiation was observed between poly (dAdT)2 and poly A – poly U. Moreover, the most flexible conjugate showed specific fluorescence band at 470 nm with poly (dAdT)2 . Different induced circular dichroism (I)CD response of rigid and flexible pyrene-pyrrC conjugates upon A-T(U) binding, revealed fine structural tuning of pyrene position within DNA/RNA binding site. Novel conjugates showed till now unmatched specific fluorimetric recognition of poly G in respect to other ss-RNA, attributed to the synergistic effect of pyrene intercalation combined with H-bonding recognition of complementary basepair. The most prominent response of poly G was observed for the most rigid conjugate, having conveniently pre-organized conformation. All conjugates efficiently entered into human cells, showing no cytotoxicity, thus being promising lead compounds for the further development of cellular or biochemical spectrophotometric probes.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA