Intramolecular chalcogen bonding to tune the molecular conformation of helical building blocks for a supramolecular helix.

We propose to employ intramolecular chalcogen bonding to make a helical building block take its otherwise unfavorable cis-conformation. The 2,5-thiophenediamide motif was taken to bridge two β-turn structures to lead to an azapeptide that exists in cis-conformation and forms a halogen-bonded single-strand helix that exhibits a much stronger supramolecular helicity and a higher thermal stability.

Citation

Peimin Weng, Xiaosheng Yan, Jinlian Cao, Zhao Li, Yun-Bao Jiang. Intramolecular chalcogen bonding to tune the molecular conformation of helical building blocks for a supramolecular helix. Chemical communications (Cambridge, England). 2022 May 30;58(44):6461-6464

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PMID: 35551572

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