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US 12,390,424 B2Granted
Sulfur (VI) fluoride compounds and methods for the preparation thereof
AssigneeThe Scripps Research Institute
InventorsJiajia Dong, K. Barry Sharpless, Jeffery W. Kelly, Aleksandra Baranczak, Wentao Chen
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Abstract
This application describes modified amino acids and polypeptides comprising a SO2F or CH2CH2SO2F group bound to the side chain of an amino acid or amino acid residue of a polypeptide in place of a hydrogen of a hydroxyl or amino substituent thereof. Methods of covalently binding the polypeptides to receptor sites of receptor proteins are also described herein.
Claims7
A method for covalently attaching a SO2F or CH2CH2SO2F substituted polypeptide to a protein;
- the method comprising contacting the polypeptide with a protein in vivo;
- wherein:
- the protein comprises a-site that includes a nucleophilic amino acid side chain of a serine, tyrosine, histidine, lysine, cysteine, or arginine in the site;
- the SO2F or CH2CH2SO2F substituted polypeptide comprises a modified amino acid residue bearing a SO2F or CH2CH2SO2F group;
- wherein the modified amino acid residue comprises an amino acid residue core group having a side chain comprising a hydroxyl or amino substituent, and the SO2F or CH2CH2SO2F group is bound to the side chain in place of a hydrogen of the hydroxyl or amino substituent thereof;
- and
- the nucleophilic amino acid side chain of the site displaces F from the SO2F or CH2CH2SO2F group and forms a covalent bond to the S atom thereof.
4 more elements
Dependencies are inferred from the claim text.