This work was supported by a grant from the NSF (CHE 1059083). A.C.O was supported by an NSF graduate research fellowship and the UC Berkeley Chemical Biology Program (NRSA Training Grant 1 T32 GMO66698). J.B.J. was supported by a SURF Rose-Hills summer research fellowship, and C.N. was supported by an HHMI International Student Fellowship.
Mild Bioconjugation Through the Oxidative Coupling of ortho-Aminophenols and Anilines with Ferricyanide†
Article first published online: 5 DEC 2013
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 53, Issue 4, pages 1057–1061, January 20, 2014
How to Cite
Obermeyer, A. C., Jarman, J. B., Netirojjanakul, C., El Muslemany, K. and Francis, M. B. (2014), Mild Bioconjugation Through the Oxidative Coupling of ortho-Aminophenols and Anilines with Ferricyanide. Angew. Chem. Int. Ed., 53: 1057–1061. doi: 10.1002/anie.201307386
- Issue published online: 21 JAN 2014
- Article first published online: 5 DEC 2013
- Manuscript Received: 22 AUG 2013
- NSF. Grant Number: CHE 1059083
- UC Berkeley Chemical Biology Program. Grant Number: 1 T32 GMO66698
Using a small-molecule-based screen, ferricyanide was identified as a mild and efficient oxidant for the coupling of anilines and o-aminophenols on protein substrates. This reaction is compatible with thiols and 1,2-diols, allowing its use in the creation of complex bioconjugates for use in biotechnology and materials applications.