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Usp. Khim., 2018, Volume 87, Issue 7, Pages 619–635 (Mi rcr4215)  

Acetylene–azide click macrocyclization of peptides

E. A. Zakharova, O. I. Shmatova, V. G. Nenajdenko

Lomonosov Moscow State University, Faculty of Chemistry

Abstract: This review is focused on the synthesis of peptide macrocycles based on the intramolecular click reaction — [2+3]-cycloaddition of alkynes and azides giving a 1,2,3-triazole moiety. The importance of this class of macrocyclic peptides and the general approach to the synthesis of these compounds are discussed. The review summarizes published data on these reactions proceeding in the presence of catalysts based on copper(I) and ruthenium(II) salts and thermal cyclization reactions that allow the synthesis of 1,4- and 1,5-disubstituted 1,2,3-triazoles. Special attention is given to the Ugi/click strategy for the synthesis of macrocyclic peptides. This approach is shown to be efficient for the preparation of various macrocycles.
The bibliography includes 111 references.

Funding Agency Grant Number
Russian Foundation for Basic Research 16-33-60012 мол_а_дк
Ministry of Education and Science of the Russian Federation НШ-4687.2018.3


Full text: http://www.uspkhim.ru/.../paper_rus.phtml?journal_id=rc&paper_id=4788

English version:
Russian Chemical Reviews, 2018, 87:7, 619–635

Document Type: Article
Received: 25.01.2018

Citation: E. A. Zakharova, O. I. Shmatova, V. G. Nenajdenko, “Acetylene–azide click macrocyclization of peptides”, Usp. Khim., 87:7 (2018), 619–635; Russian Chem. Reviews, 87:7 (2018), 619–635

Citation in format AMSBIB
\Bibitem{ZakShmNen18}
\by E.~A.~Zakharova, O.~I.~Shmatova, V.~G.~Nenajdenko
\paper Acetylene--azide click macrocyclization of peptides
\jour Usp. Khim.
\yr 2018
\vol 87
\issue 7
\pages 619--635
\mathnet{http://mi.mathnet.ru/rcr4215}
\transl
\jour Russian Chem. Reviews
\yr 2018
\vol 87
\issue 7
\pages 619--635
\crossref{https://doi.org/10.1070/RCR4788}


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