Diels-Alder ligation of peptides and proteins.

@article{Araujo2006DielsAlderLO,
  title={Diels-Alder ligation of peptides and proteins.},
  author={A. D. de Araujo and J. Palomo and J. Cramer and O. Seitz and K. Alexandrov and H. Waldmann},
  journal={Chemistry},
  year={2006},
  volume={12 23},
  pages={
          6095-109
        }
}
The development of the Diels-Alder cycloaddition as a new method for the site-specific chemoselective ligation of peptides and proteins under mild conditions is reported. Peptides equipped with a 2,4-hexadienyl ester and an N-terminal maleimide react in aqueous media to give cycloadducts in high yields and depending on the amino acid sequence with high stereoselectivity. Except for the cysteine SH group the transformation is compatible with all amino acid side chain functional groups. For… Expand
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