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Synthesis of a porphyrin with histidine-like chelate: an efficient path towards molecular PDT/SPECT theranostics

Yap, Steven Y.; Savoie, Huguette; Renard, Isaline; Burke, Benjamin P.; Sample, Harry C.; Michue-Seijas, Saul; Archibald, Stephen J.; Boyle, Ross W.; Stasiuk, Graeme J.

Authors

Steven Y. Yap

Huguette Savoie

Isaline Renard

Benjamin P. Burke

Harry C. Sample

Saul Michue-Seijas

Ross W. Boyle

Graeme J. Stasiuk



Abstract

© The Royal Society of Chemistry 2020. The goal of “personalised” medicine has seen a growing interest in the development of theranostic agents. Bifunctional, and targeted-trifunctional, theranostic water-soluble porphyrins with a histidine-like chelating group have been synthesisedviacopper-catalysed azide-alkyne cycloaddition (CuAAC) “click” chemistry in high yield and purity. They are capable of photodynamic treatment and [99mTc(CO)3]+complexation for single-photon emission computed tomography (SPECT) imaging, with a radiochemical yield of >95%. The toxicity and phototoxicity were evaluated on HT-29 cells, DU145, and DU145-PSMA cell lines, with the targeted theranostic showing more potent phototoxicity towards DU145-PSMA expressing cells.

Citation

Yap, S. Y., Savoie, H., Renard, I., Burke, B. P., Sample, H. C., Michue-Seijas, S., …Stasiuk, G. J. (2020). Synthesis of a porphyrin with histidine-like chelate: an efficient path towards molecular PDT/SPECT theranostics. Chemical communications : Chem comm / the Royal Society of Chemistry, 56(75), 11090-11093. https://doi.org/10.1039/d0cc03958f

Journal Article Type Article
Acceptance Date Aug 12, 2020
Online Publication Date Aug 12, 2020
Publication Date Sep 25, 2020
Deposit Date Nov 30, 2020
Publicly Available Date Nov 30, 2020
Journal Chemical Communications
Print ISSN 1359-7345
Electronic ISSN 1364-548X
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 56
Issue 75
Pages 11090-11093
DOI https://doi.org/10.1039/d0cc03958f
Keywords Materials Chemistry; Electronic, Optical and Magnetic Materials; General Chemistry; Surfaces, Coatings and Films; Metals and Alloys; Ceramics and Composites; Catalysis
Public URL https://hull-repository.worktribe.com/output/3560008

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Copyright Statement
© Royal Society of Chemistry 2020



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