Synthesis of macrocyclic thiolactone peptides via photochemical intramolecular radical acyl thiol-ene ligation

Synthesis of macrocyclic thiolactone peptides via photochemical intramolecular radical acyl thiol-ene ligation

A photochemical acyl thiol-ene reaction can be used to rapidly cyclise fully unprotected peptides bearing both a thioacid and alkene to form peptide thiolactones. This strategy represents the first reported synthesis of peptide thiolactones under radical-mediated conditions.

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2024-07, Vol.60 (61), p.7950-7953
Hauptverfasser: Benny, Alby, Scanlan, Eoin M
Format: Artikel
Sprache:eng
Schlagworte:
Chemical synthesis
Peptides
Photochemical reactions
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Zusammenfassung:A photochemical acyl thiol-ene reaction can be used to rapidly cyclise fully unprotected peptides bearing both a thioacid and alkene to form peptide thiolactones. This strategy represents the first reported synthesis of peptide thiolactones under radical-mediated conditions.
ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d4cc02442g