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This work was supported by the NIH GM059380 (P.E.D.) and the Spanish Ministerio de Educación y Ciencia and the Fulbright Scholar Program (J.B.B-C).
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Communication
An Efficient Fmoc-SPPS Approach for the Generation of Thioester Peptide Precursors for Use in Native Chemical Ligation†
Article first published online: 24 JUL 2008
DOI: 10.1002/anie.200705471
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Blanco-Canosa, Juan B. and Dawson, Philip E. (2008), An Efficient Fmoc-SPPS Approach for the Generation of Thioester Peptide Precursors for Use in Native Chemical Ligation. Angew. Chem. Int. Ed., 47: 6851–6855. doi: 10.1002/anie.200705471
- †
Publication History
- Issue published online: 20 AUG 2008
- Article first published online: 24 JUL 2008
- Manuscript Revised: 27 MAY 2008
- Manuscript Received: 30 NOV 2007
Funded by
- NIH. Grant Number: GM059380
- Spanish Ministerio de Educación y Ciencia
- Fulbright Scholar Program
Keywords:
- aminoanilides;
- native chemical ligation;
- peptides;
- solid-phase synthesis;
- thioester
Intramolecular activation of C-terminal peptides: Mildly activated N-acylurea peptides are readily formed on the solid support following chain assembly, avoiding over-activation of the C-terminus. The utility of these peptides is demonstrated by the native chemical ligation of unprotected peptides (see scheme; R=amino acid side chain).