Details

Autor(en) / Beteiligte

• Serwa, Remigiusz A.
• Swiecicki, Jean-Marie
• Homann, Denise
• Hackenberger, Christian P. R.

Titel

Phosphoramidate-peptide synthesis by solution- and solid-phase Staudinger-phosphite reactions

Ist Teil von

• Journal of peptide science, 2010-10, Vol.16 (10), p.563-567

Ort / Verlag

Chichester, UK: John Wiley & Sons, Ltd

Erscheinungsjahr

2010

Link zum Volltext

Quelle

MEDLINE

Beschreibungen/Notizen

• The chemoselective incorporation of phosphoramidate moieties into peptides by a Staudinger‐phosphite reaction of azides can be performed in many solvents, including water. In this report, we present two strategies for an efficient synthesis of phosphoramidate‐containing peptides, in which the Staudinger‐phosphite reaction is performed either on the solid support or in solution with aryl azido‐containing peptides. The corresponding Staudinger reactions proceed in high conversion rates and deliver phosphoramidate peptides, in which the modification site is located in the middle of the peptide sequence. Copyright © 2010 European Peptide Society and John Wiley & Sons, Ltd. The chemoselective incorporation of phosphoramidate moieties into peptides by a Staudinger‐phosphite reaction of azides can be performed in many solvents, including water. In this report, we present two strategies for an efficient synthesis of phosphoramidate‐containing peptides, in which the Staudinger‐phosphite reaction is performed either on the solid support or in solution with aryl azido‐containing peptides. The corresponding Staudinger reactions proceed in high conversion rates and deliver phosphoramidate peptides, in which the modification site is located in the middle of the peptide sequence.