Urea-oxaziridines

US11155530B2 · kind B2 · utility

Assignee

• The Regents of the University of California · US

Inventors

• Christopher J. Chang · Berkeley, US
• F. Dean Toste · Piedmont, US
• Alec H. Christian · Berkeley, US
• Patti Zhang · Berkeley, US

Key dates

• Filing date: Feb 1, 2021
• Grant date: Oct 26, 2021
• Expiry date: Feb 1, 2041

Classification

• Technology area (CPC G): Physics
• CPC primary: G01N33/68
• WIPO field: Measurement
• WIPO sector: Instruments

Abstract

Chemoselective conjugation is achieved through redox reactivity by reacting an N-transfer oxidant with a thioether substrate in a redox reaction in an aqueous environment to form a conjugation product. In embodiments, Redox-Activated Chemical Tagging (ReACT) strategies for methionine-based protein functionalization. Oxaziridine (Ox) compounds serve as oxidant-mediated reagents for direct functionalization by converting methionine to the corresponding sulfimide conjugation product.