Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a Mn(I)(bpy)(CO)3-coordinated azide.

@article{Henry2014AminoAB,
  title={Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a Mn(I)(bpy)(CO)3-coordinated azide.},
  author={Lucas Henry and Christoph Schneider and Benedict M{\"u}tzel and Peter V. Simpson and Christopher J. Nagel and Katharina Fucke and Ulrich Schatzschneider},
  journal={Chemical communications},
  year={2014},
  volume={50 99},
  pages={
          15692-5
        }
}
The catalyst-free room temperature iClick reaction of an unsymmetrically 2,3-disubstituted oxanorbornadiene (OND) as a "masked" alkyne equivalent with [Mn(N3)(bpy(CH3,CH3))(CO)3] leads to isolation of a phenylalanine ester bioconjugate, in which the model amino acid is linked to the metal moiety via a N-2-coordinated triazolate formed in a cycloaddition-retro-Diels-Alder (crDA) reaction sequence, in a novel approach to bioorthogonal coupling reactions based on metal-centered reactivity. 
27 Citations

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