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A Single Pseudoproline and Microwave Solid Phase Peptide Synthesis Facilitates an Efficient Synthesis of Human Amylin 1–37

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Abstract

A chemical synthesis of the 37 residue polypeptide human amylin using microwave enhanced solid phase peptide chemistry is described. An optimised protocol used only a single pseudoproline derivative, a chemically pure resin and single couplings of all amino acids to deliver non-oxidised amylin in high yield. Oxidation of the crude peptide to form the disulfide bond was accomplished in 20 min using 2,2′-dipyridyl disulfide in dimethyl sulphoxide giving human amylin that was fully functional in a cAMP assay.

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Acknowledgments

The authors wish to thank The Maurice Wilkins Centre for Molecular Biodiscovery for financial support (PWRH).

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Authors and Affiliations

  1. School of Chemical Sciences, The University of Auckland, 23 Symonds Street, Auckland, 1010, New Zealand

    Paul W. R. Harris, Renata Kowalczyk & Margaret A. Brimble

  2. Maurice Wilkins Centre for Molecular Biodiscovery, The University of Auckland, Private Bag 92019, Auckland, 1010, New Zealand

    Paul W. R. Harris, Renata Kowalczyk, Debbie L. Hay & Margaret A. Brimble

  3. School of Biological Sciences, The University of Auckland, 3A Symonds Street, Auckland, 1010, New Zealand

    Debbie L. Hay

  4. Institute for Innovation in Biotechnology, The University of Auckland, 3A Symonds Street, Auckland, 1010, New Zealand

    Paul W. R. Harris, Renata Kowalczyk & Margaret A. Brimble

  5. School of Chemical Sciences, University of Auckland, 23 Symonds Street, Auckland, 1142, New Zealand

    Paul W. R. Harris & Margaret A. Brimble

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  1. Paul W. R. Harris
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  2. Renata Kowalczyk
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Correspondence to Paul W. R. Harris or Margaret A. Brimble.

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Harris, P.W.R., Kowalczyk, R., Hay, D.L. et al. A Single Pseudoproline and Microwave Solid Phase Peptide Synthesis Facilitates an Efficient Synthesis of Human Amylin 1–37. Int J Pept Res Ther 19, 147–155 (2013). https://doi.org/10.1007/s10989-012-9325-9

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  • DOI: https://doi.org/10.1007/s10989-012-9325-9

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