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Protein Design pp 95–109Cite as

Design and Synthesis of β-Peptides With Biological Activity

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Part of the book series: Methods in Molecular Biology ((MIMB,volume 340))

Abstract

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.

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Authors and Affiliations

  1. Department of Chemistry, University at Buffalo, The State University of New York, Buffalo, NY

    Marc J. Koyack & Richard P. Cheng

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  1. Marc J. Koyack
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  2. Richard P. Cheng
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Editor information

Editors and Affiliations

  1. Département de Biologie Joliot–Curie CEA Saclay, Gif-sur-Yvette, France

    Raphael Guerois

  2. Merz Pharmaceuticals GmbH, Frankfurt am Main, Germany

    Manuela López de la Paz

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© 2006 Humana Press Inc.

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Koyack, M.J., Cheng, R.P. (2006). Design and Synthesis of β-Peptides With Biological Activity. In: Guerois, R., de la Paz, M.L. (eds) Protein Design. Methods in Molecular Biology, vol 340. Humana Press. https://doi.org/10.1385/1-59745-116-9:95

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  • DOI: https://doi.org/10.1385/1-59745-116-9:95

  • Publisher Name: Humana Press

  • Print ISBN: 978-1-58829-585-9

  • Online ISBN: 978-1-59745-116-1

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