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 journalArticle

2 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

Fingerprint

Cyclic Peptides
Cyclization
Amines
Esters
Chemical activation
Peptides
Reaction kinetics

All Science Journal Classification (ASJC) codes

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

Cite this

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Highly efficient and fast pre-activation cyclization of the long peptide : Succinimidyl ester-amine reaction revisited. / Choi, Se Hwan; Jeong, Woo Jin; Choi, Sung Ju; Lim, Yong-beom.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 25, No. 22, 15.11.2015, p. 5335-5338.

Research output: Contribution to journalArticle

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