Spiteri Jasmine M A, Mallia Carl J, Scerri Glenn J, Magri David C
Department of Chemistry, Faculty of Science, University of Malta, Msida, MSD 2080, Malta.
Org Biomol Chem. 2017 Dec 6;15(47):10116-10121. doi: 10.1039/c7ob01828b.
A novel fluorescent molecular logic gate with a 'fluorophore-spacer-receptor-spacer-receptor' format is demonstrated in 1 : 1 (v/v) methanol/water. The molecule consists of an anthracene fluorophore, and tertiary alkyl amine and N-(2-methoxyphenyl)aza-15-crown-5 ether receptors. In the presence of threshold concentrations of H and Na, the molecule switches 'on' as an AND logic gate with a fluorescence quantum yield of 0.21 with proton and sodium binding constants of log β = 9.0 and log β = 3.2, respectively. At higher proton levels, protonation also occurs at the anilinic nitrogen atom ether with a log β = 4.2, which allows for Na, H-enabled OR (OR + AND circuit) and H-driven ternary logic functions. The reported molecule is compared and contrasted to classic anthracene-based Na and H logic gates. We propose that such logic-based molecules could be useful tools for probing the vicinity of Na, H antiporters in biological systems.
一种具有“荧光团-间隔基-受体-间隔基-受体”结构的新型荧光分子逻辑门在体积比为1:1（v/v）的甲醇/水中得到了验证。该分子由一个蒽荧光团、叔烷基胺和N-(2-甲氧基苯基)氮杂-15-冠-5醚受体组成。在存在阈值浓度的H⁺和Na⁺时，该分子作为与门逻辑门开启，荧光量子产率为0.21，质子和钠的结合常数分别为logβ = 9.0和logβ = 3.2。在较高的质子水平下，苯胺氮原子醚处也会发生质子化，logβ = 4.2，这使得该分子具有Na⁺、H⁺启用的或门（或门+与门电路）和H⁺驱动的三元逻辑功能。将所报道的分子与经典的基于蒽的Na⁺和H⁺逻辑门进行了比较和对比。我们认为，这种基于逻辑的分子可能是探测生物系统中Na⁺、H⁺反向转运蛋白附近区域的有用工具。
