A new strategy for synthesis of branched cyclic peptide by Asn side-chain hydrazide ligation |
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Authors: | Jian Lu Xiao-Bo Tian Wei Huang |
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Affiliation: | a CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China;b Medical College of Nanchang University, Nanchang 330006, China |
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Abstract: | Here, we report a new strategy for rapid synthesis of branched peptide by side-chain hydrazide ligation at Asn. The hydrazide was converted to thioester at Asn side chain by NaNO2 and thiol reagent, and sequential ligation with an N-terminus Cys-peptide efficiently afforded the branched peptide. A branched cyclic peptide was successfully synthesized by side-chain ligation with a two-Cys-peptide and formation of a disulfide bond. This approach provides a new way for expeditious synthesis of branched peptides and facilitates the design of neopeptides as functional bio-mimics. |
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Keywords: | Branched cyclic peptide Asn side-chain ligation Hydrazide ligation Neopeptide |
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