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Self-assembly of a tetrapeptide in which a unique supramolecular helical structure is formed via intermolecular hydrogen bonding in the solid state

✍ Scribed by Samir Kumar Maji; Arijit Banerjee; Michael G.B. Drew; Debasish Haldar; Arindam Banerjee

Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 142 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)01521-6

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✦ Synopsis

A single crystal X-ray diffraction study of the tetrapeptide Boc-Ala 1 -Aib 2 -Leu 3 -Aib 4 -OMe 1 (Aib: a-aminoisobutyric acid) reveals that it forms a supramolecular helix through continuous intermolecular hydrogen bonds. Scanning electron microscopic studies show that this peptide exhibits amyloid-like fibrillar morphology in the solid state.

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Norbornene-supported bis-helical peptides with the general structure NBE(Aib n ) 2 (NBE: 2,3-trans-norbornene dicarbonyl unit; Aib: ␣,␣Ј-dimethyl glycine unit; n ϭ 4,5) have been synthesized and examined for self-assembly preferences in the solid state. An x-ray study has revealed a phenomenon of Ja