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Facile synthesis of C-terminal peptide hydrazide and thioester of NY-ESO-1 (A39-A68) from an Fmoc-hydrazine 2-chlorotrityl chloride resin
Authors:Yi-Chao Huang  Chen-Chen Chen  Si-Jian Li  Shuai Gao  Jing Shi  Yi-Ming Li
Institution:1. School of Medical Engineering, Hefei University of Technology, Hefei, Anhui 230009, China;2. Department of Chemistry, Tsinghua University, Beijing 100084, China;3. Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China
Abstract:The NY-ESO-1 (A39-A68) peptide hydrazide was prepared through 9-fluorenyl-methoxycarbonyl solid-phase peptide synthesis (Fmoc SPPS) from a new 9-fluorenyl-methoxycarbonyl hydrazine 2-chlorotrityl chloride (Fmoc-hydrazine 2CTC) resin. The new resin was ideal for long-term storage and usage in Fmoc SPPS. Besides, the title peptide hydrazide could be transformed nearly quantitatively into the corresponding peptide thioester, which was both isolable and usable directly in native chemical ligation (NCL).
Keywords:Native chemical ligation  Protein chemical synthesis  Fmoc hydrazine 2CTC resin  Peptide hydrazides  Peptide thioesters
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