GAP Peptide Synthesis through the Design of a GAP Protecting Group: An Fmoc/tBu Synthesis of Thymopentin Free from Polymers, Chromatography and Recrystallization

Cole Seifert, Armando Paniagua, Gabrielle A. White, Lucy Cai, Guigen Li

Research output: Contribution to journalArticle

Abstract

A novel method for Fmoc/tBu solution-phase peptide synthesis and the development of a new benzyl-type group-assisted purification (GAP) protecting group is reported. This GAP protecting group is utilized in place of a polymer support, facilitating C -> N Fmoc peptide synthesis without chroma tography or recrystallization. The GAP group can be added and removed in high yield, and was used to synthesize over 1 gram of the immunostimulant, thymopentin, in high overall yield (83 %) and purity (99 %).
Original languageEnglish
Pages (from-to)1714-1719
JournalEuropean Journal of Organic Chemistry
StatePublished - Mar 2016

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