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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| Main Authors: | , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
11 September 2023
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| Edition: | Online version of record before inclusion in an issue |
| In: |
ChemBioChem
Year: 2023, Pages: 1-6 |
| ISSN: | 1439-7633 |
| DOI: | 10.1002/cbic.202300571 |
| Online Access: | 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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| Author Notes: | Agon Kokollari, Marius Werner, Christina Lindner, Truc Lam Pham, and Franziska Thomas |
| Summary: | 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. |
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| Item Description: | Gesehen am 19.10.2023 |
| Physical Description: | Online Resource |
| ISSN: | 1439-7633 |
| DOI: | 10.1002/cbic.202300571 |