Organic Letters p. 1724 - 1727 (2016)
Update date:2022-08-03
Topics:
Lu, Shao-Hung
Phang, Riping
Fang, Jim-Min
Ethyne-linked naphthyridine-aniline conjugated molecules are selective sensors of decylguanine in dichloromethane and guanosine monophosphate in water (Kass = 16 000 M-1). The 2-acetamido-1,8-naphthyridine moiety binds with guanine in a DAA-ADD triply hydrogen-bonded motif. The aniline moiety enhances an electron-donating effect, and the substituent is tuned to attain extra hydrogen bonds, π-π stacking, and electrostatic interactions. The proposed binding modes are supported by a Job plot, ESI-MS, 1H NMR, UV-vis, and fluorescence spectral analyses.
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