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Chiral selectivity in the binding of [4]helicene derivatives to double-stranded DNA

机译:[4]螺旋衍生物与双链DNA结合的手性选择性

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摘要

The interaction of a series of chiral cationic [4]helicene derivatives, which differ by their substituents, with double-stranded DNA has been investigated by using a combination of spectroscopic techniques, including time-resolved fluorescence, fluorescence anisotropy, and linear dichroism. Addition of DNA to helicene solutions results to a hypochromic shift of the visible absorption bands, an increase of fluorescence quantum yield and lifetime, a slowing down of fluorescence anisotropy decay, and a linear dichroism in flow-oriented DNA, which unambiguously points to the binding of these dyes to DNA. Both helicene monomers and dimeric aggregates, which form at higher concentration, bind to DNA, the former most probably upon intercalation and the latter upon groove binding. The binding constant depends substantially on the dye substituents and is, in all cases, larger with the M than the P enantiomer, by factors ranging from 1.2 to 2.3, depending on the dye.
机译:通过结合光谱技术,包括时间分辨荧光,荧光各向异性和线性二色性,研究了一系列手性阳离子[4] ic烯衍生物与双链DNA的相互作用,这些衍生物的取代基不同。将DNA添加到he烯溶液中会导致可见吸收带的变色移动,荧光量子产率和寿命的增加,荧光各向异性衰减的减慢以及流向DNA中的线性二向色性,这明确指出了结合这些染料变成DNA。较高浓度形成的螺旋烯单体和二聚体聚集体均与DNA结合,前者最有可能在插入时结合,而后者在凹槽结合时结合。结合常数基本上取决于染料的取代基,并且在所有情况下,与M的结合常数都比P对映体的结合常数大,取决于染料的范围为1.2到2.3。

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