Safety‐catch linkers for Fmoc solid‐phase synthesis of peptide thioesters and hydrazides by amide‐to‐imide activation
Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
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.
Originalsprog | Engelsk |
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Artikelnummer | e3364 |
Tidsskrift | Journal of Peptide Science |
Vol/bind | 27 |
Udgave nummer | 12 |
Antal sider | 6 |
ISSN | 1075-2617 |
DOI | |
Status | Udgivet - 2021 |
ID: 280061349