Beilstein J. Org. Chem.2014,10, 2175–2185, doi:10.3762/bjoc.10.225
the DBTAA-ICD pattern proposed for the AT-DNArecognition is an intermolecularly stacked system formed by two DBTAA moieties or, alternatively, a single intramolecularly stacked DBTAA–adenine molecule. The solubility of the system prevented NMR experiments. So we relied on structural differences
intramolecular aromatic stacking between DBTAA and adenine. The observed AT-DNA-ICD pattern differs from previously reported ss-DNA (poly dT) ICD recognition by a strong negative ICD band at 350 nm, which allows for the dynamic differentiation between ss-DNA (poly dT) and coupled ds-AT-DNA.
Keywords: AT-DNA
recognition; circular dichroism; DBTAA-adenine conjugate; ds-DNA/RNA; minor groove binding; nucleic acids; Introduction
The majority of natural and artificial applications involving small molecule-DNA/RNA recognition depend on several non-covalent binding modes. Typical examples are double-stranded (ds) DNA
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Graphical Abstract
Scheme 1:
Studied DBTAA–adenine conjugates (AP3, AP3am, AP5, AP6) [11], and the reference compounds lacking adeni...