Design and Synthesis of β-Peptides With Biological Activity

  • Marc J. Koyack
  • Richard P. Cheng
Part of the Methods in Molecular Biology book series (MIMB, volume 340)


β-Peptides have been used as a platform for developing bioactive compounds with various types of bioactivity such as antimicrobial activity, cholesterol absorption inhibition, somatostatin receptor agonist, and hDM2 inhibition. These bioactive β-peptides have been designed based on bioactive a-peptides. Three main strategies have been used to design bioactive β-peptides: direct conversion of a-peptide sequences into β-peptide sequences, placement of side chains to provide desirable distribution of physicochemical properties, and the grafting of proteinaceous side chains critical for bioactivity onto β-peptide structures. This chapter briefly discusses the various strategies employed to design bioactive β-peptides, followed by protocols for the synthesis of N-α-fluorenylmethyloxycarbonyl (Fmoc)-protected β3-amino acids from Fmoc-protected α-amino acids, and synthesis of β-peptides by solid phase methods using Fmoc-based chemistry.

Key Words

β-Amino acids bioactivity foldamers β-peptides rational design 


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Copyright information

© Humana Press Inc. 2006

Authors and Affiliations

  • Marc J. Koyack
    • 1
  • Richard P. Cheng
    • 1
  1. 1.Department of Chemistry, University at BuffaloThe State University of New YorkBuffalo

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