Bis-phenanthridinium–adenine conjugates as fluorescent and CD reporters for fine structural differences in ds-DNA/RNA and ss-RNA structures

Abstract

Two structurally similar bis-phenanthridinium–adenine conjugates (equipped with one or two adenines, respectively), exhibiting strong ds-DNA/RNA groove binding, revealed ratiometric fluorescent recognition of alternating AT-DNA with respect to other ds-DNA/RNA and ss-RNA. Further, CD spectra pattern of adenine–bis-phenanthridinium conjugate/polynucleotide complexes strongly depended on polynucleotide secondary structure. Attached adenine was essential for spectrophotometric recognition response, ds-DNA stabilisation and orientation of compounds regarding chiral DNA helix.

Keywords:

• DNA recognition
• Phenanthridine–adenine conjugates
• fluorimetric titration
• CD titration

Acknowledgements

Financial supports from Croatian Science Foundation (grant number 1477) and FP7-REGPOT-2012-2013-1, Grant Agreement Number 316289 – InnoMol are gratefully acknowledged.