A Thiolactone Strategy for Straightforward Synthesis of Disulfide‐Linked Side‐Chain‐to‐Tail Cyclic Peptides Featuring an N‐Terminal Modification Handle,ChemBioChem

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A Thiolactone Strategy for Straightforward Synthesis of Disulfide‐Linked Side‐Chain‐to‐Tail Cyclic Peptides Featuring an N‐Terminal Modification Handle
ChemBioChem ( IF 2.6 ) Pub Date : 2018-02-20 , DOI: 10.1002/cbic.201700323
Dorien Van Lysebetten ₁ , Stefania Felissati ₁ , Eirini Antonatou ₁ , Lieselot L. G. Carrette _{1,

2,

3} , Pieter Espeel ₁ , Evelien Focquet ₁ , Filip E. Du Prez ₁ , Annemieke Madder ₁

Affiliation

Getting to grips with cyclisation: A strategy that makes use of a N‐terminal thiolactone building block to provide easy access to side‐chain‐to‐tail disulfide cyclised peptides is reported. Different primary amines, which are used to open up this building block, can modify peptides of different lengths and introduce lipotails or handles for postcyclisation modification.