Safety‐catch linkers for Fmoc solid‐phase synthesis of peptide thioesters and hydrazides by amide‐to‐imide activation
Research output: Contribution to journal › Journal article › Research › peer-review
The use of C-terminal peptide thioesters and hydrazides in synthetic protein chemistry has inspired the search for optimal solid-phase peptide synthesis (SPPS) strategies for their assembly. However, peptide thioesters are not directly accessible by conventional Fmoc-SPPS owing to the nucleophilicity of the secondary amine required for Fmoc removal. Here, we report the mild and effective activation of the pGlu linker and a new safety-catch linker that was used for the convenient synthesis of peptide thioesters and hydrazides via efficient amide-to-imide activation followed by nucleophilic displacement.
Original language | English |
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Article number | e3364 |
Journal | Journal of Peptide Science |
Volume | 27 |
Issue number | 12 |
Number of pages | 6 |
ISSN | 1075-2617 |
DOIs | |
Publication status | Published - 2021 |
ID: 280061349