Microwave heating promotes the S-alkylation of aziridine catalyzed by molecular sieves: A post-synthetic approach to lanthionine-containing peptides

Valentina Verdoliva, Giuseppe Digilio, Michele Saviano, Stefania De Luca

Risultato della ricerca: Contributo su rivistaArticolo in rivistapeer review

Abstract

Aziridine derivatives involved in nucleophilic ring-opening reactions have attracted great interest, since they allow the preparation of biologically active molecules. A chemoselective and mild procedure to convert a peptide cysteine residue into lanthionine via S-alkylation on aziridine substrates is presented in this paper. The procedure relies on a post-synthetic protocol promoted by molecular sieves to prepare lanthionine-containing peptides and is assisted by microwave irradiation. In addition, it represents a valuable alternative to the stepwise approach, in which the lanthionine precursor is incorporated into peptides as a building block.

Lingua originaleInglese
Numero di articolo6135
RivistaMolecules
Volume26
Numero di pubblicazione20
DOI
Stato di pubblicazionePubblicato - 2 ott 2021

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