High-Yielding Staudinger Ligation of a Phosphinothioester and Azide To Form a Peptide
2000; American Chemical Society; Volume: 3; Issue: 1 Linguagem: Inglês
10.1021/ol006739v
ISSN1523-7060
AutoresBradley L. Nilsson, Laura L. Kiessling, Ronald T. Raines,
Tópico(s)Carbohydrate Chemistry and Synthesis
Resumo[figure: see text] The Staudinger ligation can be used to couple a peptide with a C-terminal phosphinothioester to another with an N-terminal alpha-azido group to form a single peptide that contains no residual atoms. Here diphenylphosphinomethanethiol thioesters are shown to give high isolated yields for this transformation. This finding provides precedent for a powerful and versatile new method for the total synthesis of proteins.
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