Roles

Student author: Taylor Bednar
Student author: Alissa Resnikoff

Document Type

Article

Publication Date

4-29-2020

Department

Chemistry

Language

English

Publication Title

Amino Acids

Abstract

The cysteine- perfluoroarene SNAr reaction allows for the sequence-specific attachment of dyes and affinity tags to peptides and proteins. However, while many methods exist for the desulfuration of native and functionalized cysteine residues, there are no reports of their application to perfluoroarylated cysteines. Herein we report both the hydrogenolysis of a perfluoroarylated cysteine to alanine and elimination to dehydroalanine, reactions that are both accelerated by microwave irradiation.

Comments

Published as:
Bednar, Taylor N., Alissa R. Resnikoff, and Jason Gavenonis. "Microwave-Assisted Cleavage of Cysteine Perfluoroaryl Thioethers." Amino Acids (Article published online April 29, 2020). https://doi.org/10.1007/s00726-020-02846-z

This author post-print is made available on Dickinson Scholar with the permission of the publisher. For more information on the published version, visit Springer's Website.

To access a view-only full text published version of this article click here.
Online access to this article has been shared by the author(s) via Springer Nature SharedIt.

DOI

10.1007/s00726-020-02846-z

Available for download on Thursday, April 29, 2021

Included in

Chemistry Commons

COinS