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Annealing 1,2,4-Triazine to Iridium(III) Complexes Induces Luminogenic Behaviour in Bioorthogonal Reactions with Stain Alkynes

Lookup NU author(s): Katie Gristwood, Dr Antony Antoniou, Dr Hannah Walden, Dr James KnightORCiD

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This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0).


Abstract

Phenanthroline-type ligand containing annealed 1,2,4-triazine ring was used to prepare novel Ir(III) complexes 3 and 4. The complexes are non-luminescent but show luminogenic behaviour following inverse electron demand Diels-Alder (IEDDA) reaction with bicyclononyne (BCN) derivatives. It was observed that the complexes react with BCN-C10 faster than the corresponding free ligands. The magnitude of this accelerating metal-coordination effect, however, is less profound that in previously reported Ir(III) complexes of 1,2,4-triazines in which the triazine was directly coordinated to Ir(III) metal centre. Nevertheless, luminogenic behaviour opens prospects for the use of such complexes in bioimaging applications, which was demonstrated by developing a convenient methodology using “chemistry on the complex” concept for labelling antibodies with luminescent Ir(III) complexes. Bioorthogonal reactivity of the complex 4 was demonstarted by metabolically labelling live cells with BCN groups followed by luminogenic IEDDA reaction with the triazine iridium complex.


Publication metadata

Author(s): Cooke L, Gristwood K, Adamson K, Sims M, Deary M, Bruce D, Antoniou A, Walden H, Knight JC, Antoine-Brunet T, Joly M, Goyard D, Lanoë PH, Berthet N, Kozhevnikov V

Publication type: Article

Publication status: Published

Journal: Dalton Transactions

Year: 2024

Pages: Epub ahead of print

Online publication date: 28/08/2024

Acceptance date: 26/08/2024

Date deposited: 30/08/2024

ISSN (electronic): 1477-9234

Publisher: Royal Society of Chemistry

URL: https://doi.org/10.1039/D4DT01499E

DOI: doi.org/10.1039/D4DT01499E

Data Access Statement: The authors declare that the data supporting the findings of this study are available within the paper and its Supplementary Information files. Should any raw data files be needed in another format they are available from the corresponding author upon reasonable request.


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