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Strong impact of chloro substituent on TOTO and YOYO ds-DNA/RNA sensing

Rožman, Andrea; Crnolatac, Ivo; Deligeorgiev, Todor; Piantanida, Ivo
Strong impact of chloro substituent on TOTO and YOYO ds-DNA/RNA sensing // Journal of luminescence, 205 (2019), 87-96 doi:10.1016/j.jlumin.2018.08.074 (međunarodna recenzija, članak, znanstveni)

Strong impact of chloro substituent on TOTO and YOYO ds-DNA/RNA sensing

Rožman, Andrea ; Crnolatac, Ivo ; Deligeorgiev, Todor ; Piantanida, Ivo

Journal of luminescence (0022-2313) 205 (2019); 87-96

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

Ključne riječi
DNA and RNA recognition ; fluorescent markers ; circular dichroism ; target-aggregating dyes

Introduction of chloro-substituent at cyanine chromophore of well-known DNA stains TOTO and YOYO resulted in a significant difference of DNA and RNA recognition in respect to parent compounds (TOTO ; YOYO), as well as in respect to corresponding monomers (Cl-TO and Cl-YO). Studied novel compounds showed strong, submicromolar affinity to all ds-polynucleotides, with minor differences in binding constant between various DNA and RNA. The Cl-YOYO revealed a specific fluorimetric recognition of ds-RNA in respect to ds-DNA by the fluorimetric response at 570 nm, which was attributed to particular aggregation property of dye, not present in corresponding Cl-TOTO analogue. The Cl-TOTO, unlike YO-analogue, showed ICD band at 520 nm only upon binding to alternating DNA sequences (both, GC-GC and AT-AT), which was not observed for homo-DNA and homo-RNA. Such recognition pattern was attributed to structural differences between polynucleotides, whereby only alternating-DNAs have a typical B-helical structure in which Cl-TOTO molecule could self-fold to give particular ICD band at 520 nm. Thus, both Cl-analogues show intriguing novel recognition properties in respect to parent TOTO and YOYO, which combined with negligible cytotoxicity offer potential for development of novel dyes for biochemical and biomedical applications.

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Projekt / tema
HRZZ-IP-2013-11-1477 - Višenamjensko očitavanje DNA / RNA sekundarne strukture molekularnim kemijskim senzorima (Ivo Piantanida, )

Institut "Ruđer Bošković", Zagreb

Časopis indeksira:

  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus