The H-phosphonate approach to the synthesis of phosphopeptides on solid phase

Zoltán Kupihár, Zoltán Kele, Gábor K. Tóth

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

(matrix presented) 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 β-elimination catalyzed by piperidine).

Original languageEnglish
Pages (from-to)1033-1035
Number of pages3
JournalOrganic Letters
Volume3
Issue number7
DOIs
Publication statusPublished - Apr 5 2001

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Phosphopeptides
Organophosphonates
peptides
solid phases
phosphorylation
Peptides
Phosphorylation
piperidine
synthesis
Ammonium Compounds
elongation
Elongation
elimination
phosphates
Phosphates
matrices
diphosphoric acid

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

The H-phosphonate approach to the synthesis of phosphopeptides on solid phase. / Kupihár, Zoltán; Kele, Zoltán; Tóth, Gábor K.

In: Organic Letters, Vol. 3, No. 7, 05.04.2001, p. 1033-1035.

Research output: Contribution to journalArticle

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