This research was supported by NIH grant HL25848 (S.J.D.).
An Advance in the Chemical Synthesis of Homogeneous N-Linked Glycopolypeptides by Convergent Aspartylation†
Article first published online: 25 SEP 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 46, pages 11571–11575, November 12, 2012
How to Cite
Wang, P., Aussedat, B., Vohra, Y. and Danishefsky, S. J. (2012), An Advance in the Chemical Synthesis of Homogeneous N-Linked Glycopolypeptides by Convergent Aspartylation . Angew. Chem. Int. Ed., 51: 11571–11575. doi: 10.1002/anie.201205038
- Issue published online: 7 NOV 2012
- Article first published online: 25 SEP 2012
- Manuscript Revised: 17 JUL 2012
- Manuscript Received: 27 JUN 2012
- NIH. Grant Number: HL25848
- pseudoproline dipeptide;
- solid-phase synthesis
Like a Pro: A one-flask aspartylation/deprotection method, wherein long peptide fragments, bearing proximal pseudoproline functionality, are merged with complex glycan domains has been developed. Following aspartylation, acid-mediated global deprotection reveals the elaborated glycopeptide. The temporary pseudoproline functionality serves to suppress formation of aspartimide side products during solid-phase peptide synthesis and aspartylation.