Rapid on-resin N-formylation of peptides as one-pot reaction [research data]

• Verfasst von: Kokollari, Agon [VerfasserIn]
• Verfasst von: Werner, Marius [VerfasserIn]
• Verfasst von: Lindner, Christina [VerfasserIn]
• Verfasst von: Pham, Truc Lam [VerfasserIn]
• Verfasst von: Thomas, Franziska [VerfasserIn]
• Titel: Rapid on-resin N-formylation of peptides as one-pot reaction [research data]
• Verf.angabe: Agon Kokollari, Marius Werner, Christina Lindner, Truc Lam Pham, Franziska Thomas
• Verlagsort: Heidelberg
• Verlag: Universität
• E-Jahr: 2024
• Jahr: 2024-02-09
• Umfang: 1 Online-Ressource (4 Files)
• Fussnoten: Gesehen am 12.02.2024
• DOI: doi:10.11588/data/00RULE
• Datenträger: Online-Ressource
• Dokumenttyp: Forschungsdaten
• Dokumenttyp: Datenbank
• Sprache: eng
• Bibliogr. Hinweis: Forschungsdaten zu: Kokollari, Agon, 2002 - : Rapid on-resin N-formylation of peptides as one-pot reaction
• K10plus-PPN: 1880549808
• K10plus-PPN:
  Universitätsbibliothek
• Lokale URL UB: Zum Volltext

Abstract

N-formylation is a common pre- and post-translational modification of the N-terminus or the lysine side chain of peptides and proteins that plays a role in the initiation of immune responses, gene expression, or epigenetics. Despite its high biological relevance, protocols for the chemical N-formylation of synthetic peptides are scarce. The few available methods are elaborate in their execution and the yields are highly sequence-dependent. We present a rapid, easy-to-use one-pot procedure that runs at room temperature and can be used to formylate protected peptides at both the N-terminus and the lysine side chain on the resin in near-quantitative yields. Only insensitive, storage-stable standard chemicals – formic acid, acetic anhydride, pyridine and DMF – are used. Formylation works for both short and long peptides of up to 34 amino acids and over the spectrum of canonical amino acids.