PREPARATION OF FUNCTIONALIZED POLYPEPTIDES, PEPTIDES, AND PROTEINS BY ALKYLATION OF THIOETHER GROUPS

摘要

Reagents are disclosed for chemoselective tagging of methionine residues in peptides and polypeptides, subsequent bioorthogonal tag functionalization, and cleavage of the tags when desired to regenerate unmodified samples. This method compliments other peptide tagging strategies and adds capability for tag removal, which may be useful for release of therapeutic peptides from a carrier, or release of tagged protein digests from solid supports.

主权项

1. A process for chemically modifying polypeptides by alkylation of thioether groups comprising the steps of:
suspending an original polypeptide containing at least one thioether containing residue in an aqueous or polar organic solvent; adding an alkyl halide, wherein the halide is chlorine, bromine or iodine; and reacting whereby the at least one thioether group is functionalized by the addition of an alkyl group thereby creating at least one sulfonium ion.