9-Fluorenylmethoxycarbonyl-Based Solid-Phase Synthesis of Peptide alpha-Thioesters

F. Mende, O. Seitz – 2011

Peptide thioesters play a key role in convergent protein synthesis strategies such as native chemical ligation, traceless Staudinger ligation, and Ag+-mediated thioester ligation. The Boc-based solid-phase synthesis provides a very reliable access to peptide thioesters. However, the acid lability of many peptide modifications and the requirements of most parallel peptide synthesizers call for the milder Fmoc-based solid-phase synthesis. The Fmoc-based synthesis of peptide thioesters is more cumbersome and typically proceeds with lower yields than the synthesis of peptide acids and peptide amides. The success of native chemical ligation and related technologies has sparked intensive research effort devoted to the development of new methods. The recent progress in this rapidly expanding field is reviewed.

Titel
9-Fluorenylmethoxycarbonyl-Based Solid-Phase Synthesis of Peptide alpha-Thioesters
Verfasser
F. Mende, O. Seitz
Datum
2011
Kennung
10.1002/anie.201005180
Zitierweise
Angew. Chem. Int. Ed. 2011, 50, 1232-1240.
Art
Text
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