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• W2084266988 startingPage "2326" @default.
• W2084266988 abstract "We have exploited the concept of multivalency in the context of DNA recognition, using novel chemistry to synthesize a new type of bis-intercalator with unusual sequence-selectivity. Bis-intercalation has been observed previously, but design principles for de novo construction of such molecules are not known. Our compounds feature two aromatic moieties projecting from a rigid, polynorbornane-based scaffold. The length and character of the backbone as well as the identity of the intercalators were varied, resulting in mono- or divalent recognition of the double helix with varying affinity. Our lead compound proved to be a moderately sequence-selective bis-intercalator with an unwinding angle of 27° and a binding constant of about 8 μM. 9-Aminoacridine rings were preferred over acridine carboxamides or naphthalimides, and a rigid [3]-polynorbornane scaffold was superior to a [5]-polynorbornane. The flexibility of the linker connecting the rings to the scaffold, although less influential, could affect the strength and character of the DNA binding." @default.
• W2084266988 created "2016-06-24" @default.
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• W2084266988 date "2007-04-13" @default.
• W2084266988 modified "2023-10-01" @default.
• W2084266988 title "Molecular Recognition of DNA by Rigid [<i>n</i>]-Polynorbornane-Derived Bifunctional Intercalators: Synthesis and Evaluation of Their Binding Properties" @default.
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• W2084266988 doi "https://doi.org/10.1021/jm0613020" @default.
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