Redox-based reagents for chemoselective methionine bioconjugation.
|Title||Redox-based reagents for chemoselective methionine bioconjugation.|
|Publication Type||Journal Article|
|Year of Publication||2017|
|Authors||Lin, Shixian, Yang Xiaoyu, Jia Shang, Weeks Amy M., Hornsby Michael, Lee Peter S., Nichiporuk Rita V., Iavarone Anthony T., Wells James A., F Toste Dean, and Chang Christopher J.|
|Date Published||2017 Feb 10|
Cysteine can be specifically functionalized by a myriad of acid-base conjugation strategies for applications ranging from probing protein function to antibody-drug conjugates and proteomics. In contrast, selective ligation to the other sulfur-containing amino acid, methionine, has been precluded by its intrinsically weaker nucleophilicity. Here, we report a strategy for chemoselective methionine bioconjugation through redox reactivity, using oxaziridine-based reagents to achieve highly selective, rapid, and robust methionine labeling under a range of biocompatible reaction conditions. We highlight the broad utility of this conjugation method to enable precise addition of payloads to proteins, synthesis of antibody-drug conjugates, and identification of hyperreactive methionine residues in whole proteomes.
Redox-based reagents for chemoselective methionine bioconjugation. (published on 2017 Feb 10)
Fc Engineering for Developing Therapeutic Bispecific Antibodies and Novel Scaffolds. (published on 2017 Jan 26)