Luminescent alkyne-bearing terbium(III) complexes and their application to bioorthogonal protein labeling

William O'Malley, Elwy H Abdelkader, Maggie Aulsebrook, Riccardo Rubbiani, Choy Theng Loh, Michael Grace, Leone Spiccia, Gilles Gasser, Gottfried Otting, Kellie Tuck, Bimbil Graham

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Abstract

Two new bifunctional macrocyclic chelate ligands that form luminescent terbium(III) complexes featuring an alkyne group for conjugation to (bio)molecules via the Cu(I)-catalyzed "click" reaction were synthesized. Upon ligation, the complexes exhibit a significant luminescent enhancement when excited at the λmax of the "clicked" products. To demonstrate the utility of the complexes for luminescent labeling, they were conjugated in vitro to E. coli aspartate/glutamate-binding protein incorporating a genetically encoded p-azido-l-phenylalanine or p-(azidomethyl)-l-phenylalanine residue. The complexes may prove useful for time-gated assay applications.

Original languageEnglish
Pages (from-to)1674-1682
Number of pages9
JournalInorganic Chemistry
Volume55
Issue number4
DOIs
Publication statusPublished - 15 Feb 2016

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