Conformational effects of chiral α,α‐dialkyl amino acids I. C‐Terminal tetrapeptides of emerimicin containing α‐ethylalanine
- 1 December 1988
- journal article
- research article
- Published by Wiley in International Journal of Peptide and Protein Research
- Vol. 32 (6) , 544-555
- https://doi.org/10.1111/j.1399-3011.1988.tb01386.x
Abstract
The syntheses and the crystal structures of the C-terminal tetrapeptide fragments of emerimicin IV and III, Boc-R-EtA-Hyp(Bzl)-Ala-Phol and Boc-R-EtA-Hyp(Bzl)-MeA-Phol, containing the chiral .alpha.,.alpha.-dialkyl amino acid, R-.alpha.-ethylalanine (R-EtA) are reported. The two peptides are isomorphous and assume a 310-helical conformation in the crystal. A comparison of the crystal data on .alpha.,.alpha.-dialkyl amino acids indicates that alkyl substituents larger than a methyl group do not preclude peptides containing these amino acids from assuming the conformations associated with minima which have been well characterized for .alpha.-methylalanine.Keywords
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