Selective Covalent Modification of Proteins

  • Author: ChemBioChem
  • Published Date: 22 June 2018
  • Source / Publisher: ChemBioChem/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
thumbnail image: Selective Covalent Modification of Proteins

Related Societies

The site-specific chemical modification of proteins is a powerful method to understand and engineer protein function. One target for such modifications is the 5-hydroxytryptophan residue. This unnatural amino acid can be site-specifically incorporated into proteins expressed in both Escherichia coli and eukaryotic cells by genetic modifications.

Abhishek Chatterjee and colleagues, Boston College, MA, USA, have developed a chemoselective protein-labeling strategy targeted to the 5-hydroxytryptophan residue. The team combined the full-length protein, ferricyanide as a mild oxidant, and different aromatic amines as a labeling agent in an aqueous phosphate buffer (pH 7) on ice.

The electron‐rich 5‐hydroxyindole residue of 5‐hydroxytryptophan can be chemoselectively labeled with a variety of aromatic amines (example pictured) under mild conditions in an oxidative coupling reaction. The developed conjugation strategy might also be compatible with other established reactions commonly used for protein labeling.


Article Views: 2385

Sign in Area

Please sign in below

Additional Sign In options

Please note that to comment on an article you must be registered and logged in.
Registration is for free, you may already be registered to receive, e.g., the newsletter. When you register on this website, please ensure you view our terms and conditions. All comments are subject to moderation.

Article Comments - To add a comment please sign in

If you would like to reuse any content, in print or online, from, please contact us first for permission and consult our permission guidance prior to making your request

Follow on Facebook Follow on Twitter Follow on YouTube Follow on LinkedIn Follow on Instagram RSS Sign up for newsletters

Magazine of Chemistry Europe (16 European Chemical Societies) published by Wiley-VCH