Allyl sulfides are privileged substrates in aqueous cross-metathesis: application to site-selective protein modification.

نویسندگان

  • Yuya A Lin
  • Justin M Chalker
  • Nicola Floyd
  • Gonçalo J L Bernardes
  • Benjamin G Davis
چکیده

Allyl sulfides undergo efficient cross-metathesis in aqueous media with Hoveyda-Grubbs second generation catalyst 1. The high reactivity of allyl sulfides in cross-metathesis was exploited in the first examples of cross-metathesis on a protein surface. S-Allylcysteine was incorporated chemically into the protein, providing the requisite allyl sulfide handle. Preliminary efforts to genetically incorporate S-allylcysteine into proteins are also reported.

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عنوان ژورنال:
  • Journal of the American Chemical Society

دوره 130 30  شماره 

صفحات  -

تاریخ انتشار 2008