Department of Chemistry and Biochemistry, University of Maryland, College Park, MD, 20742, USA.
Chemistry. 2020 Nov 26;26(66):15249-15258. doi: 10.1002/chem.202002874. Epub 2020 Oct 16.
We report the linear extension from M1 to M2 to anthracene walled M3 which adopts a helical conformation (X-ray) to avoid unfavorable interactions between sidewalls. M3 is water soluble (=30 mm) and displays enhanced optical properties (ϵ=1.28×10 m cm , λ =370 nm) relative to M2. The binding properties of M3 toward guests 1-29 were examined by H NMR and ITC. The M3⋅guest complexes are stronger than the analogous complexes of M2 and M1. The enhanced binding of M3 toward neuromuscular blockers 25, 27-29 suggests that M3 holds significant promise as an in vivo reversal agent. The changes in fluorescence observed for M3⋅guest complexes are a function of the relative orientation of the anthracene sidewalls, guest concentration, K , and guest electronics which rendered M3 a superb component of a fluorescence sensing array. The work establishes M3 as a next generation sequestering agent and a versatile component of fluorescence sensors.
我们报告了从 M1 到 M2 到蒽壁 M3 的线性延伸，M3 采用螺旋构象（X 射线）以避免侧壁之间的不利相互作用。M3 水溶性（=30mm），与 M2 和 M1 相比，显示出增强的光学性质（ϵ=1.28×10 m cm ，λ =370nm）。通过 H NMR 和 ITC 研究了 M3 对客体 1-29 的结合性质。M3⋅客体配合物比类似的 M2 和 M1 配合物更强。M3 对神经肌肉阻滞剂 25、27-29 的结合增强表明 M3 作为体内逆转剂具有重要意义。对于 M3⋅客体配合物观察到的荧光变化是蒽侧壁的相对取向、客体浓度、K 和客体电子的函数，这使得 M3 成为荧光传感阵列的绝佳组件。这项工作确立了 M3 作为下一代隔离剂和荧光传感器的多功能组件。
