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Solid-phase synthesis of H- and methylphosphonopeptides

Hoffmann, R. ; Tholey, A. ; Hoffmann, T. ; Kalbitzer, Hans Robert



Abstract

We introduce solid-phase syntheses of H- and methylphosphonopeptides, giving access for the first time to a new class of mimics for o-phosphoamino acids. The model peptides H-GlyGlyXaaAla-OH (Xaa = Ser, Thr) were synthesized on a solid-phase using Fmoc/tBu strategy and HBTU/HOBt activation by incorporation of hydroxyl-protected serine and threonine. As selectively cleavable hydroxyl-protecting ...

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