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DNA Triplex‐Mediated Assembly of Polyaromatic Chromophores
Author(s) -
Biner Sarah M.,
Häner Robert
Publication year - 2012
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201200276
Subject(s) - chemistry , pyrene , excimer , intramolecular force , circular dichroism , perylene , fluorescence , monomer , diimide , chromophore , thymine , photochemistry , dna , folding (dsp implementation) , triple helix , crystallography , stereochemistry , molecule , polymer , organic chemistry , biochemistry , physics , quantum mechanics , electrical engineering , engineering
The synthesis and characterization of intramolecular triple‐helical DNA structures containing polyaromatic pyrene and perylene (perylenetetracarboxylic acid diimide, PDI) building blocks are presented. Two 1,8‐dialkynylpyrene units are located in the WatsonCrick stem of the construct, while a PDI or a natural thymidine is present in the Hoogsteen strand. The triple helical structures were investigated by UV/VIS absorbance, fluorescence spectroscopy, and circular dichroism (CD) measurements. The folding of the intramolecular triple helix can be monitored by changes in the vibronic transition ratios, as well as by a change in the alkynylpyrene fluorescence (monomer vs. excimer). It is shown that thymine in the third strand has a pronounced influence on the interaction and, thus, on the fluorescence properties of two pyrene building blocks.