Triazolylpyrenes: synthesis, fluorescence properties, and incorporation into DNA.
Synthesis of 1,6- and 1,8-triazolylpyrenes and their incorporation into oligonucleotides is described. In hybrids, triazolylpyrenes adopt interstrand stacking interactions. Exciton coupling is observed for the duplex containing a pair of the 1,6-isomer indicating a well-defined helical arrangement of the triazolylpyrene building blocks. Triazole substitution results in pronounced red-shifts of monomer as well as excimer fluorescence. Furthermore, quantum yields of the formed excimers are remarkably high.
Werder
Sarah
S
Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, CH-3012 Bern, Switzerland.
Malinovskii
Vladimir L
VL
Häner
Robert
R
D004247:DNA / Q000737:chemistry*; D005453:Fluorescence; D007364:Intercalating Agents / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D011721:Pyrenes / Q000138:chemical synthesis* / Q000737:chemistry*; D013696:Temperature; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry*
D007364:Intercalating Agents; D011721:Pyrenes; D014230:Triazoles; D004247:DNA