Postdoctoral Fellows at ETH-Zürich financed by grants from the Swiss National Science Foundation (200020-117586, 200020-126693), and by Novartis Pharma AG, Basel.
Preparation of the β2-Homoselenocysteine Derivatives Fmoc-(S)-β2hSec(PMB)-OH and Boc-(S)-β2hSec(PMB)-OH for Solution and Solid-Phase Peptide Synthesis
Article first published online: 21 JAN 2011
Copyright © 2011 Verlag Helvetica Chimica Acta AG, Zürich, Switzerland
Helvetica Chimica Acta
Volume 94, Issue 1, pages 1–17, January 2011
How to Cite
Patora-Komisarska, K., Jadwiga Podwysocka, D. and Seebach, D. (2011), Preparation of the β2-Homoselenocysteine Derivatives Fmoc-(S)-β2hSec(PMB)-OH and Boc-(S)-β2hSec(PMB)-OH for Solution and Solid-Phase Peptide Synthesis. HCA, 94: 1–17. doi: 10.1002/hlca.201000409
- Issue published online: 21 JAN 2011
- Article first published online: 21 JAN 2011
- Manuscript Received: 3 NOV 2010
- Solution peptide synthesis;
- Solid-phase peptide synthesis;
- Amino acids;
Fmoc-β2hSer(tBu)-OH was converted to Fmoc-β2hSec(PMB)-OH in five steps. To avoid elimination of HSeR, the selenyl group was introduced in the second last step (Fmoc-β2hSer(Ts)-OAllFmoc-β2hSec(PMB)-OAll). In a similar way, the N-Boc-protected compound was prepared. With the β2hSe-derivatives, 21 β2-amino-acid building blocks with proteinogenic side chains are now available for peptide synthesis.