Journal of Organic Chemistry p. 6687 - 6691 (1994)
Update date:2022-08-05
Topics:
Chao, Hann-Guang
Bernatowicz, Michael S.
Reiss, Paul D.
Matsueda, Gary R.
Three Fmoc-phosphotyrosine derivatives with silylethyl-based phosphate protection were synthesized and evaluated for use in peptide synthesis.The stability of these derivatives toward piperidine/DMF (1:4) treatment and their cleavability with TFA solutions were examined.On the basis of these data, the bis<(methyldiphenylsilyl)ethyl>-protected Fmoc-phosphotyrosine derivative or Fmoc-Tyr(PO3MDPSE2)-OH, was shown to be the most suitable candidate for the production of phosphotyrosine peptides.The syntheses of phosphotyrosine peptides including one containing Met and Cys are described.
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