Tandem thiol switch synthesis of peptide thioesters via N-S acyl shift on thiazolidine |
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| Authors: | Sharma Rohit K Tam James P |
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| Institution: | School of Biological Sciences, Nanyang Technological University, 60 Nanyang Drive, Singapore 637551. |
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| Abstract: | An efficient "thiol switch" approach for the synthesis of peptide thioesters via an acid-catalyzed N-S acyl shift and a thioester exchange reaction in tandem with concurrent removal of protecting groups is described. This method employs novel 2-(thiomethyl)thiazolidine (TMT)-anchored resins and is fully compatible with Fmoc chemistry. |
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