Selective Macrocyclization of Unprotected Peptides with an Ex Situ Gaseous Linchpin Reagent,Angewandte Chemie International Edition

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Selective Macrocyclization of Unprotected Peptides with an Ex Situ Gaseous Linchpin Reagent
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2024-05-16 , DOI: 10.1002/anie.202405344
Yuxuan Ding ₁ , Simon S Pedersen _{1,

2} , Haofan Wang ₁ , Baorui Xiang ₁ , Yixian Wang ₁ , Zhi Yang ₁ , Yuxiang Gao ₃ , Emilia Morosan _{1,

3} , Matthew R Jones ₁ , Han Xiao ₁ , Zachary T Ball ₁

Affiliation

A gaseous sulfonyl chloride derived reagent that enables amine–amine, amine–phenol, and amine-aniline crosslinking by a minimalist linchpin strategy was used to form macrocyclic urea or carbamate products in unprotected peptides. The reaction is operationally simple and tolerates a wide range of other amino acids. Cyclization of bioactive cyclic peptides provided a variety of bicyclic peptides with novel topologies.

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