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Impact of linker between triazolyluracil and phenanthridine on recognition of DNA and RNA. Recognition of uracil-containing RNA

Saftić, Dijana; Radić Stojković, Marijana; Žinić, Biserka; Glavaš-Obrovac, Ljubica; Jukić, Marijana; Piantanida, Ivo; Tumir, Lidija-Marija (2017) Impact of linker between triazolyluracil and phenanthridine on recognition of DNA and RNA. Recognition of uracil-containing RNA. New Journal of Chemistry, 41 . pp. 13240-13252. ISSN 1144-0546

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Abstract

A new group of multifunctional ligands for DNA and RNA were prepared, comprising phenanthridinium and triazolyluracil connected by various aliphatic or peptide linkers. The peptide linker conjugates showed at least one order of magnitude higher affinity in comparison to aliphatic analogues, which was attributed to peptide-specific hydrophobic and hydrogen bonding interactions within DNA/RNA binding sites. Particularly, a peptide linker conjugate with lysine residue showed selectivity toward poly rA–poly rU, as well as toward poly U, both characterized by strong affinity and a selective fluorescence response. Negligible cytotoxicity of compounds additionally supported their possible applications as fluorimetric probes in laboratory use.

Item Type: Article
Additional Information: Financial support from Croatian Science Foundation (Grant HRZZ-1477) is gratefully acknowledged.
Uncontrolled Keywords: triazolyluracil; phenanthridine; DNA; RNA; fluorescence
Subjects: NATURAL SCIENCES
NATURAL SCIENCES > Chemistry
NATURAL SCIENCES > Chemistry > Organic Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Projects:
Project titleProject leaderProject codeProject type
Višenamjensko očitavanje DNA / RNA sekundarne strukture molekularnim kemijskim senzorima-DNA/RNA-MolSenseIvo PiantanidaIP-2013-11-1477HRZZ
Depositing User: Dijana Saftić
Date Deposited: 02 May 2018 13:10
Last Modified: 02 May 2018 13:10
URI: http://fulir.irb.hr/id/eprint/4021
DOI: 10.1039/c7nj02699d

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