Rapid on-resin N-formylation of peptides as one-pot reaction
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-formyla...
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| Hauptverfasser: | , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
11 September 2023
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| In: |
ChemBioChem
Year: 2023, Jahrgang: 24, Heft: 22 |
| ISSN: | 1439-7633 |
| DOI: | 10.1002/cbic.202300571 |
| Online-Zugang: | Verlag, kostenfrei, Volltext: https://doi.org/10.1002/cbic.202300571 Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/cbic.202300571 
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| Verfasserangaben: | Agon Kokollari, Marius Werner, Christina Lindner, Truc Lam Pham, and Franziska Thomas |
MARC
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| 520 | |a 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. | ||
| 650 | 4 | |a chemotactic peptides | |
| 650 | 4 | |a late-stage formylation | |
| 650 | 4 | |a post-translational modification | |
| 650 | 4 | |a protein modifications | |
| 650 | 4 | |a solid-phase synthesis | |
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