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Dibenzotetraaza[14]annulene – adenine conjugate recognizes complementary poly dT among ss-DNA / ss-RNA sequences

Radić Stojković, Marijana; Škugor, Marko; Tomić, Sanja; Grabar, Marina; Smrečki, Vilko; Dudek, Lukasz; Grolik, Jaroslaw; Eilmes, Julita; Piantanida, Ivo (2013) Dibenzotetraaza[14]annulene – adenine conjugate recognizes complementary poly dT among ss-DNA / ss-RNA sequences. Organic and Biomolecular Chemistry, 11 (24). pp. 4077-4085. ISSN 1477-0520

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Among three novel DBTAA derivatives only the DBTAA-propyl-adenine conjugate 1 showed recognition of the consecutive oligo dT sequence by increased affinity and specific induced chirooptical response in comparison to other single stranded RNA and DNA; whereby of particular importance is the up until now unique efficient differentiation between dT and rU. At variance, its close analogue DBTAA-hexyl-adenine 2 did not reveal any selectivity between ss-DNA/RNA pointing out the important role of steric factors (linker length); moreover non-selectivity of the reference compound (3, lacking adenine) stressed the importance of adenine interactions in the 1 selectivity.

Item Type: Article
Additional Information: Financial support by the Ministry of Science, Education, Sport of Croatia (098-0982914-2918, 098-1191344-2860), the Grant (WCh-BW) Jagiellonian University, Krakow, Poland, European Regional Development Fund, Polish Innovation Economy Operational Program (contract POIG.02.01.00-12-023/08) is acknowledged.
Uncontrolled Keywords: circular-dichroism; aqueous-media; complexes; binding; polynucleotides; equilibrium; derivatives; affinity; adenine; sites
Subjects: NATURAL SCIENCES > Physics
Divisions: Division of Organic Chemistry and Biochemistry
NMR Center
Project titleProject leaderProject codeProject type
Dizajn, sinteza i ispitivanje interakcija malih molekula s DNA, RNA i proteinima-Ivo Piantanida098-0982914-2918MZOS
Proučavanje biomakromolekula računalnim metodama i razvoj novih algoritama-Sanja Tomić098-1191344-2860MZOS
Grant (WCh-BW) Jagiellonian University, Krakow, PolandUNSPECIFIEDUNSPECIFIEDFP7
European Regional Development FundUNSPECIFIEDUNSPECIFIEDFP7
Polish Innovation Economy Operational ProgramUNSPECIFIEDPOIG.02.01.00-12-023/08FP7
Depositing User: Vilko Smrečki
Date Deposited: 10 Jan 2017 09:28
DOI: 10.1039/C3OB40519B

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