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A pseudo α-helix from poly(α-isobutyl-L-aspartate), a nylon-3 derivative

Abstract

Derivatives of nylon-3, with the general formula given in Fig. 1, crystallize as extended chains, producing sheets similar to those found in polypeptides in the β-conformation1–3. Nylon-3 itself (R=H, poly-β-alanine) crystallizes as extended chains4. However, given the similarity of the chemical structure, we decided to search for conformations related to the α-helix in this type of compounds. We show here that the nylon-3 derivative poly(α-isobutyl-L-aspartate) can adopt a helical structure similar to an α-helix. The turn has 3.25 residues, equicalent to 13 main chain atoms, whereas the α-helix has 10.8 atoms per turn. This is the first time that a helical structure has been observed in a polyamide, other than in the conventional polypeptides and proteins.

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Fernández-Santín, J., Aymamí, J., Rodríguez-Galán, A. et al. A pseudo α-helix from poly(α-isobutyl-L-aspartate), a nylon-3 derivative. Nature 311, 53–54 (1984). https://doi.org/10.1038/311053a0

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