Fmoc synthesis of peptide thioesters without post-chain-assembly manipulation |
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| Authors: | Zheng Ji-Shen Chang Hao-Nan Wang Feng-Liang Liu Lei |
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| Institution: | Department of Chemistry, Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Tsinghua University, Beijing 100084, China. |
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| Abstract: | An operationally simple method for the synthesis of peptide thioesters is developed using standard Fmoc solid-phase peptide synthesis procedures. The method relies on the use of a premade enamide-containing amino acid which, in the final TFA cleavage step, renders the desired thioester functionality through an irreversible intramolecular N-to-S acyl transfer. |
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