Luminescent Alkyne-Bearing Terbium(III) Complexes and Their Application to Bioorthogonal Protein Labeling

William I. O'Malley, Elwy H. Abdelkader, Margaret L. Aulsebrook, Riccardo Rubbiani, Choy Theng Loh, Michael R. Grace, Leone Spiccia, Gilles Gasser, Gottfried Otting, Kellie L. Tuck*, Bim Graham

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    24 Citations (Scopus)

    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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