Acta Chimica Sinica ›› 2014, Vol. 72 ›› Issue (12): 1197-1198.DOI: 10.6023/A14110820 Previous Articles     Next Articles

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通过基于多肽酰肼的化学连接反应合成高张力环状四肽

刘(氵凾), 李学臣   

  1. 香港大学化学系
  • 投稿日期:2014-11-27 发布日期:2014-12-01
  • 通讯作者: 李学臣 E-mail:xuechenl@hku.hk

Synthesis of Highly-strained Cyclic Tetrapeptides via Peptide Hydrazide Based Ligation

Liu Han, Li Xuechen   

  1. Department of Chemistry, The University of Hong Kong
  • Received:2014-11-27 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.

Key words: chemical ligation, peptide hydrazide, cyclic tetrapeptide, radical desulfurization