This work was supported by the Swiss National Science Foundation (200021_131957) and an ETH Fellowship to V.R.P. (ETH FEL 06-10-1). We are grateful to Dr. Xiangyang Zhang and Rolf Häfliger of the LOC Mass Spectrometry Service for analyses and Prof. Andrea Vasella for helpful discussions.
Chemical Protein Synthesis by Chemoselective α-Ketoacid–Hydroxylamine (KAHA) Ligations with 5-Oxaproline†
Article first published online: 14 MAR 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 21, pages 5114–5118, May 21, 2012
How to Cite
Pattabiraman, V. R., Ogunkoya, A. O. and Bode, J. W. (2012), Chemical Protein Synthesis by Chemoselective α-Ketoacid–Hydroxylamine (KAHA) Ligations with 5-Oxaproline . Angew. Chem. Int. Ed., 51: 5114–5118. doi: 10.1002/anie.201200907
- Issue published online: 15 MAY 2012
- Article first published online: 14 MAR 2012
- Manuscript Received: 2 FEB 2012
- Swiss National Science Foundation. Grant Number: 200021_131957
Vol. 53, Issue 45, 12005, Article first published online: 22 SEP 2014
- ligation reactions;
- protein synthesis;
The chemical synthesis of proteins from unprotected peptide segments uses KAHA ligation with 5-oxaproline, which is incorporated readily into peptides by solid-phase peptide synthesis. Ligation of such protein segments in aqueous buffers with an α-ketoacid peptide gives an α-homoserine residue at the ligation site. The new ligation is used for the synthesis of two proteins, prokaryotic-ubiquitin like protein (Pup) and probable cold shock protein A (cspA; see scheme).