Base-Labile Safety-Catch Linker: Synthesis and Applications in Solid-Phase Peptide Synthesis.

ABSTRACT: The safety-catch concept involves a protecting group that remains stable under a range of chemical conditions and subsequently becomes labile under one of those conditions upon a chemical modification of the protecting group. The safety-catch approach introduces flexibility into the scheme, enabling the use of the same reagent in two distinct steps of the chemical process. For example, it facilitates α-amino deprotection and final cleavage in a solid-phase peptide synthesis scheme. Herein, we developed a safety-catch linker based on sulfinyl designed to enable peptide elongation via fluorenylmethoxycarbonyl (Fmoc) chemistry. Subsequently, upon chemical modification (oxidation of the sulfinyl group into the corresponding sulfone), the peptide is released using a secondary amine via a β-elim

SUBMITTER: Noki S 

PROVIDER: S-EPMC11899736 | biostudies-literature | 2025 Feb

REPOSITORIES: biostudies-literature