Synthesis of Highly-strained Cyclic Tetrapeptides via Peptide Hydrazide Based Ligation
Received date: 2014-11-27
Online published: 2014-12-01
A series of highly-strained cyclic tetrapeptides were efficiently synthesized via peptide hydrazide based ligation, reported by Liu et al. Upon mild oxidative activation, the peptide hydrazide was transformed into a highly active peptide azide intermediate and then in situ converted into a peptide 4-mercaptophenylacetic acid (MPAA) thiol ester, which underwent native chemical ligation (NCL)-mediated cyclization to afford the desired cyclic tetrapeptides. After radical desulfurization, the product with alanine residue at the ligation site can be obtained.
Liu Han , Li Xuechen . Synthesis of Highly-strained Cyclic Tetrapeptides via Peptide Hydrazide Based Ligation[J]. Acta Chimica Sinica, 2014 , 72(12) : 1197 -1198 . DOI: 10.6023/A14110820
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