Synthesis and secondary structure of oligo(alpha-isobutyl beta,L-aspartate)s

Biopolymers. 2005 Feb 5;77(2):121-7. doi: 10.1002/bip.20191.

Abstract

The oligo(beta-peptide)s, hexa(alpha-isobutyl beta,L-aspartate) (Hex-AIBLA) and octa(alpha-isobutyl beta,L-aspartate) (Oct-AIBLA), were synthesized in solution by using standard coupling methods. Powder x-ray diffraction showed that the octamer crystallized in the two helical crystal forms known to exist in the homologous poly(beta-peptide), whereas the hexamer seemed to adopt an extended conformation. Both CD and 1H-NMR spectra of Oct-AIBLA in MeOH revealed the presence of a regularly folded conformation in this solvent, presumably the 3(14) helix. The helix-to-coil transition of Oct-AIBLA was observed to take place upon heating in both MeOH and CHCl3, in the second case associated with a not-well-defined aggregation-disaggregation process. The spectroscopic evidence obtained on the presence of folded structures in Hex-AIBLA were much weaker than for the octamer.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Circular Dichroism
  • Crystallography, X-Ray
  • Nuclear Magnetic Resonance, Biomolecular
  • Oligopeptides / chemical synthesis
  • Oligopeptides / chemistry*
  • Protein Structure, Secondary
  • Solutions / chemistry
  • Temperature

Substances

  • Oligopeptides
  • Solutions
  • hexa(alpha-isobutyl beta-aspartate)
  • octa(alpha-isobutyl beta-aspartate)