Fluorescent Sensing of Guanine and Guanosine Monophosphate with Conjugated Receptors Incorporating Aniline and Naphthyridine Moieties Shao-Hung Lu Riping Phang Jim-Min Fang 10.1021/acs.orglett.6b00311.s001 https://acs.figshare.com/articles/journal_contribution/Fluorescent_Sensing_of_Guanine_and_Guanosine_Monophosphate_with_Conjugated_Receptors_Incorporating_Aniline_and_Naphthyridine_Moieties/3125383 Ethyne-linked naphthyridine–aniline conjugated molecules are selective sensors of decylguanine in dichloromethane and guanosine monophosphate in water (<i>K</i><sub>ass</sub> = 16 000 M<sup>–1</sup>). 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, <sup>1</sup>H NMR, UV–vis, and fluorescence spectral analyses. 2016-03-28 00:00:00 hydrogen bonds analyses K ass triply Guanine aniline moiety 16 000 DAA acetamido decylguanine Guanosine Monophosphate guanine binding modes Fluorescent sensor 1 H NMR Job plot dichloromethane molecule substituent naphthyridine Moietie fluorescence Naphthyridine motif UV Conjugated Receptors Incorporating Aniline guanosine monophosphate interaction