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Copper(II) complexes for cysteine detection using 19F magnetic resonance

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Abstract

Cysteine plays an essential role in maintaining cellular redox homeostasis and perturbations in cysteine concentration are associated with cardiovascular disease, liver disease, and cancer. 19F MRI is a promising modality for detecting cysteine in biology due to its high tissue penetration and negligible biological background signal. Herein we report fluorinated macrocyclic copper complexes that display a 19F NMR/MRI turn-on response following reduction of the Cu(II) complexes by cysteine. The reactivity with cysteine was studied by monitoring the appearance of a robust diamagnetic 19F signal following addition of cysteine in conjunction with UV-vis and EPR spectroscopies. Importantly, complexes with –CH2CF3 tags display good water solubility. Studies with this complex in HeLa cells demonstrate the applicability of these probes to detect cysteine in complex biological environments.

Graphical abstract: Copper(ii) complexes for cysteine detection using 19F magnetic resonance

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Publication details

The article was received on 18 Sep 2018, accepted on 29 Sep 2018 and first published on 04 Oct 2018


Article type: Paper
DOI: 10.1039/C8DT03780A
Citation: Dalton Trans., 2018, Advance Article
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    Copper(II) complexes for cysteine detection using 19F magnetic resonance

    J. S. Enriquez, M. Yu, B. S. Bouley, D. Xie and E. L. Que, Dalton Trans., 2018, Advance Article , DOI: 10.1039/C8DT03780A

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