Peptide Modification via N‑Terminal-Residue-Directed γ‑C(sp3)–H Arylation

Postassembly modification of peptides via C­(sp3)–H functionalization provides an efficient way to prepare functionalized peptides for biological study and pharmaceutical development. In this work, we developed a new method for γ-C­(sp3)–H functionalization of aliphatic side chains of N-terminus-unp...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2020-11, Vol.22 (21), p.8692-8696
Hauptverfasser: Hou, Zhen-Lin, Yuan, Feipeng, Yao, Bo
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Postassembly modification of peptides via C­(sp3)–H functionalization provides an efficient way to prepare functionalized peptides for biological study and pharmaceutical development. In this work, we developed a new method for γ-C­(sp3)–H functionalization of aliphatic side chains of N-terminus-unprotected peptides. With the N-terminal residues as directing groups, a wide range of di-, tri-, tetra-, and pentapeptides underwent C–H arylation of the residues (Val, Ile, Tle) at the +2 position from the N-terminus.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c03279