Highly efficient and fast pre-activation cyclization of the long peptide: Succinimidyl ester-amine reaction revisited

Se Hwan Choi, Woo Jin Jeong, Sung Ju Choi, Yong Beom Lim

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

A new method for the pre-activation cyclization of a long peptide is described. The approach involves the formation of a pre-activated succinimidyl ester species in advance of amidation, which completely eliminates the potentially troublesome amine end-capping side reaction. The cyclization reactions proceed with high efficiency and fast reaction kinetics for the long peptide with 25 residues. The exploration and large-scale preparation of synthetic cyclic peptides should become more accessible and feasible with this approach. This method has a potential to be further applied for the synthesis of much longer and more complex cyclic peptides.

Original languageEnglish
Pages (from-to)5335-5338
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume25
Issue number22
DOIs
Publication statusPublished - 2015 Nov 15

Bibliographical note

Funding Information:
This work was supported by grants from the National Research Foundation (NRF) of Korea ( 2014R1A2A1A11050359 , 2012R1A1A2006453 , 2009-0083522 , and 2014-11-1272 ), the Agency for Defense Development through Chemical and Biological Defense Research Center ( 2014-0787-009 ), Civil-Military Technology Cooperation Program , and Yonsei University Future-leading Research Initiative .

Publisher Copyright:
© 2015 Elsevier Ltd. All rights reserved.

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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