The H-phosphonate approach to the synthesis of phosphopeptides on solid phase.
[reaction: see text]. Ammonium tert-butyl H-phosphonate was used for the phosphorylation of Tyr- and Ser-containing peptides synthesized by an Fmoc strategy. This reaction, leading to a monoprotected peptide phosphate, was found to be highly efficient and generally applicable. Moreover, the method employed avoids undesired side reactions during chain elongation (pyrophosphate formation and beta-elimination catalyzed by piperidine).
Department of Medical Chemistry, University of Szeged, H-6720 Szeged, Dóm tér 8, Hungary.
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Kupihár
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Kele
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Tóth
D002851:Chromatography, High Pressure Liquid; D063065:Organophosphonates / Q000737:chemistry*; D010748:Phosphopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D010766:Phosphorylation; D012694:Serine / Q000737:chemistry*; D014443:Tyrosine / Q000737:chemistry*
D063065:Organophosphonates; D010748:Phosphopeptides; D014443:Tyrosine; D012694:Serine