Efficient Microwave-Assisted Synthesis of Human Islet Amyloid Polypeptide Designed to Facilitate the Specific Incorporation of Labeled Amino Acids

TitleEfficient Microwave-Assisted Synthesis of Human Islet Amyloid Polypeptide Designed to Facilitate the Specific Incorporation of Labeled Amino Acids
Publication TypeJournal Article
Year of Publication2010
AuthorsMarek P, Woys AM, Sutton K, Zanni MT, Raleigh DP
Secondary TitleOrganic Letters
Volume12
Issue21
Pagination4848 - 4851
Date Published11/2010
Abstract

A cost-efficient, time-reducing solid-phase synthesis of the amyloidogenic, 37 residue islet amyloid polypeptide (IAPP) is developed using two pseudoprolines (highlighted blue in sequence) in combination with microwave technology. A yield twice that obtained with conventional syntheses is realized. The utility of this protocol is demonstrated by the synthesis of a 13C18O-labeled Ser-20 IAPP variant, a prohibitively expensive and chemically challenging site to label via other protocols. TEM analysis shows the peptide forms normal amyloid (abstract image).

URLhttp://pubs.acs.org/doi/abs/10.1021/ol101981b
DOI10.1021/ol101981b
Short TitleOrg. Lett.