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

作者：Henry Lucas; Schneider Christoph; Muetzel Benedict; Simpson Peter V; Nagel Christoph; Fucke Katharina; Schatzschneider Ulrich^*

来源：Chemical Communications, 2014, 50(99): 15692-15695.

DOI：10.1039/c4cc07892f

The catalyst-free room temperature iClick reaction of an unsymmetrically 2,3-disubstituted oxanorbornadiene (OND) as a `` masked'' alkyne equivalent with [Mn(N-3)(bpy(CH3,CH3))(CO)(3)] leads to isolation of a phenylalanine ester bioconjugate, in which the model amino acid is linked to themetal 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 metalcentered reactivity.

• 出版日期2014