Issue 28, 2019

Isolated α-turn and incipient γ-helix


The unique abilities of homo-oligo-adamantyl peptides to adopt α- and γ-turn conformations are demonstrated by X-ray diffraction, and NMR and FT-IR absorption spectroscopies. Assembled by an Ugi multiple component reaction strategy, Nα-formyl-adamantyl tripeptide iso-propyl and tert-butyl amides are respectively found to adopt an isolated α-turn and an incipient γ-helix conformation by X-ray diffraction crystallography. The shortest example of a single α-turn with ideal geometry is observed in the crystalline state. In solution both peptides predominantly assume γ-helical structures.

Graphical abstract: Isolated α-turn and incipient γ-helix

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Article information

Article type
Edge Article
05 Apr 2019
07 Jun 2019
First published
10 Jun 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2019,10, 6908-6914

Isolated α-turn and incipient γ-helix

F. M. Mir, M. Crisma, C. Toniolo and W. D. Lubell, Chem. Sci., 2019, 10, 6908 DOI: 10.1039/C9SC01683J

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