Redox-based reagents for methionine bioconjugation

US11353463B2 · kind B2 · utility

Assignee

• The Regents of the University of California · US

Inventors

• ShiXian Lin · Berkeley, US
• Xiaoyu Yang · Hangzhou City, CN
• F. Dean Toste · Piedmont, US
• Christopher J. Chang · Berkeley, US

Key dates

• Filing date: May 2, 2019
• Grant date: Jun 7, 2022
• Expiry date: Jul 3, 2039

Classification

• Technology area (CPC G): Physics
• CPC primary: G01N2458/15
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

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.