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
This publication has 32 references indexed in Scilit:
- Structural versatility of peptides from Cα,α‐dialkylated glycines. I. A conformational energy computation and x‐ray diffraction study of homo‐peptides from Cα,α‐diethylglycineBiopolymers, 1988
- Data Reduction and Error Analysis for Accurate Single Crystal Diffraction IntensitiesCrystallography Reviews, 1987
- Membrane channel forming polypeptides. Molecular conformation and mitochondrial uncoupling activity of antiamoebin, an .alpha.-aminoisobutyric acid containing peptideBiochemistry, 1986
- Stereochemistry of peptides containing 1‐aminocyclopentanecarboxylic acid (Acc5): Solution and solid‐state conformations of Boc‐Acc5‐Acc5‐NHMeBiopolymers, 1986
- A highly active chemotactic peptide analog incorporating the unusual residue 1-aminocyclohexanecarboxylic acid at position 2Biochemical and Biophysical Research Communications, 1985
- Testing for cis‘ proline with α‐aminoisobutyric acid substitutionInternational Journal of Peptide and Protein Research, 1982
- Crystal structures and conformational calculations of fragments of alamethicin containing aminoisobutyric acidJournal of the American Chemical Society, 1981
- A Case Study of the Conformation of Poly(α-aminoisobutyric acid): α- or 310-HelixMacromolecules, 1979
- The Hydrolytic Action of Acylase I on N-Acylamino Acids1Journal of the American Chemical Society, 1953
- Optical Enantiomorphs of IsovalineJournal of the American Chemical Society, 1952