Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India.
Kusuma School of Biological Science, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India.
Chembiochem. 2023 Dec 1;24(23):e202300502. doi: 10.1002/cbic.202300502. Epub 2023 Oct 10.
The development of designer topological structures is a synthetically challenging endeavor. We present herein bispidine as a platform for the design of molecules with various topologies and functions. The bispidine-based acyclic molecule, which shows intriguing S-shape topology, is discussed. Single-crystal X-ray diffraction studies revealed that this molecule exists in the solid state as two conformational enantiomers. In addition, bispidine-based designer macrocycles were synthesized and investigated for ionophoric properties. Patch clamp experiments revealed that these macrocycles transport both anions and cations non-specifically with at least tenfold higher chloride conductance over the cations under the given experimental conditions. Ultramicroscopy and single-crystal X-ray crystallographic studies indicated that the self-assembling macrocycle forms a tubular assembly. Our design highlights the use of unconventional dihydrogen interactions in nanotube fabrication.
设计拓扑结构的发展是一项综合性的挑战。本文提出双并吡啶作为设计具有各种拓扑和功能的分子的平台。讨论了基于双并吡啶的非循环分子，其呈现出有趣的 S 形拓扑。单晶 X 射线衍射研究表明，该分子在固态中以两种构象对映异构体存在。此外，还合成了基于双并吡啶的设计大环，并研究了它们的离子载体性质。膜片钳实验表明，在给定的实验条件下，这些大环以非特异性方式同时传输阴离子和阳离子，氯离子的电导率至少比阳离子高十倍。超微结构和单晶 X 射线晶体学研究表明，自组装大环形成管状组装。我们的设计强调了在纳米管制造中使用非常规的氢键相互作用。
