S. Ficht and R. J. Payne contributed equally.
Second-Generation Sugar-Assisted Ligation: A Method for the Synthesis of Cysteine-Containing Glycopeptides†
Article first published online: 2 JUL 2007
Copyright © 2007 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 46, Issue 31, pages 5975–5979, August 3, 2007
How to Cite
Ficht, S., Payne, Richard J., Brik, A. and Wong, C.-H. (2007), Second-Generation Sugar-Assisted Ligation: A Method for the Synthesis of Cysteine-Containing Glycopeptides. Angew. Chem. Int. Ed., 46: 5975–5979. doi: 10.1002/anie.200700546
This work was supported by the NIH and the Skaggs Institute for Chemical Biology. S.F. is grateful to the Deutsche Akademische Austauschdienst (DAAD) for a postdoctoral fellowship. R.J.P. is grateful for funding provided by the Lindemann Trust Fellowship.
- Issue published online: 25 JUL 2007
- Article first published online: 2 JUL 2007
- Manuscript Received: 6 FEB 2007
- Skaggs Institute for Chemical Biology
- acyl transfer;
Sweet ligations: A second-generation sugar-assisted ligation is described that incorporates a sugar moiety with an ester-linked thiol auxiliary. Efficient auxiliary removal leads to native glycopeptides without the use of protecting groups. Extended glycopeptides also facilitate efficient ligation reactions by this method, therefore making it possible to scan a target sequence until a synthetically viable ligation junction is found.