Facile, fmoc-compatible solid-phase synthesis of peptide C-terminal thioesters.
A short route to peptide C-terminal thioesters was developed that does not require the use of special linkers or resins and is compatible with standard Fmoc chemistry. Following conventional solid-phase peptide synthesis, an excess of Me(2)AlCl and EtSH in dichloromethane cleaves peptides from Wang or Pam resins to give the corresponding thioesters directly in good yield and purity.
Swinnen
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Laboratory of Organic Chemistry, Swiss Federal Institute of Technology (ETH), Universitätstrasse 16, CH-8092 Zürich, Switzerland.
Hilvert
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D000595:Amino Acid Sequence; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D007202:Indicators and Reagents; D008969:Molecular Sequence Data; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D004952:Esters; D007202:Indicators and Reagents; D009842:Oligopeptides; D010455:Peptides; D013438:Sulfhydryl Compounds