Copper(<scp>ii</scp>) complexes for cysteine detection using <sup>19</sup>F magnetic resonance

Enriquez, José S.; Yu, Meng; Bouley, Bailey S.; Xie, Da; Que, Emily L.

doi:10.1039/c8dt03780a

Cited by 26 publications

(27 citation statements)

References 57 publications

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“…[14][15][16][17][18][19][20] Due to the instability of PFCe mulsions, [21,22] encapsulating PFCs into alginatec apsuleso rs ilica nanoparticles has recently been pursued. [23][24][25][26][27] Lastly,h ypoxia-responsive 19 F probesu tilizing paramagnetic relaxation enhancement (PRE) have been shown to accumulate selectively in hypoxic cells, [28][29][30][31] but the low loading of 19 Fn uclei limits their sensitivity.…”

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confidence: 99%

Partially Fluorinated Copolymers as Oxygen Sensitive ¹⁹F MRI Agents

Taylor

Chung

Kwansa

et al. 2020

Chemistry A European J

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Effective diagnosis of disease and itsp rogression can be aided by 19 Fm agnetic resonance imaging(MRI) techniques. Specifically,t he inherent sensitivity of the spin-lattice relaxationt ime (T 1)o f 19 Fn uclei to oxygen partial pressure makes 19 FMRI an attractive non-invasive approach to quantify tissue oxygenation in as patiotemporal manner. However,t here are only few materials with the adequate sensitivity to be used as oxygen-sensitive 19 FMRI agentsa t clinically relevant field strengths. Motivated by the limitations in current technologies, we reporth ighly fluorinated monomerst hat provide ap latform approach to realize water-soluble, partially fluorinated copolymers as 19 FMRI agents with the required sensitivityt oq uantify solution oxygenation at clinically relevant magnetic field strengths. The synthesis of as ystematic library of partially fluorinated co-polymers enabled ac omprehensive evaluationo fc opolymer structure-property relationships relevant to 19 FMRI. The highest-performing materialc ompositiond emonstrated a signal-to-noise ratio that corresponded to an apparent 19 F density of 220 mm,w hich surpasses the threshold of 126 mm 19 Fr equired for visualization on at hree Tesla clinical MRI. Furthermore, the T 1 of these high performing materials demonstrated al inear relationship with solution oxygenation, with oxygen sensitivity reaching 240 10 À5 mmHg À1 s À1. The relationships between material composition and 19 FMRI performance identified herein suggest general structureproperty criteria for the furtheri mprovement of modular, water-soluble 19 FMRI agents for quantifying oxygenation in environments relevant to medical imaging.

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confidence: 99%

Partially Fluorinated Copolymers as Oxygen Sensitive ¹⁹F MRI Agents

Taylor

Chung

Kwansa

et al. 2020

Chemistry A European J

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“…Thus it was decided to promote a modification on the electrode surface by electrodepositing CuNP, since the interaction between this metal and Cys is known and largely studied in the literature. 34,38,40,41 After CuNP electrodeposition, cyclic voltammograms obtained in the presence of 1.0 mmol L -1 Cys in 0.10 mol L -1 phosphate buffer pH 7.0 demonstrated that although copper oxidation and reduction took place, no significant changes in current intensities were observed. Furthermore, an additional treatment in basic media of the modified electrode was proposed in order to generate a mixture of active copper oxide sites on the metallic layer.…”

Section: Cysteine Redox Behavior At Gpue and Gpue-cunpmentioning

confidence: 98%

“…Similar phenomenon occurred in the reduction peak, while it was displaced to more negative potentials. This might be related to the Cys interaction with Cu + ions 34,40 onto the treated GPUE-CuNP surface, due to the formation of a stable and soluble Cys-Cu + complex. This phenomenon has already been described in the literature 34,38,40 and should occur according to equation 4: its occurrence is corroborated by the displacement of the reduction peak towards more negative potentials.…”

Section: Cysteine Redox Behavior At Gpue and Gpue-cunpmentioning

confidence: 99%

“…This might be related to the Cys interaction with Cu + ions 34,40 onto the treated GPUE-CuNP surface, due to the formation of a stable and soluble Cys-Cu + complex. This phenomenon has already been described in the literature 34,38,40 and should occur according to equation 4: its occurrence is corroborated by the displacement of the reduction peak towards more negative potentials. The high stability of Cys-Cu + complex provides a high value for the equilibrium constant to the complex formation in equation 4 favoring the products.…”

Section: Cysteine Redox Behavior At Gpue and Gpue-cunpmentioning

confidence: 99%

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Evaluation of a Graphite-Polyurethane Composite Electrode Modified with Copper Nanoparticles as an Amperometric Flow Detector in a Wall-Jet System for the Determination of Cysteine

Mattioli¹,

Schildt²,

Cervini³

et al. 2020

J. Braz. Chem. Soc.

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A graphite-polyurethane composite electrode (GPUE) was modified by electrodeposition of copper nanoparticles (CuNP) followed by electrochemical treatment in NaOH (GPUE-CuNP), in order to prepare an amperometric sensor for the determination of cysteine (Cys). Cyclic votammograms of Cys solutions at GPUE-CuNP allowed the description of a sequence of electrochemical reactions involving Cys oxidation and Cu 0 /Cu + equilibrium, generating a stable Cys-Cu + complex. The presence of these nanoparticles was confirmed by scanning electron microscopy (SEM) and energy dispersive X-ray spectroscopy (EDX) data. Hence, the developed device was then used as a Cys amperometric flow detector in a wall-jet system, after evaluation of flow injection parameters in an undescribed approach. In this system, a limit of detection (LOD) of 4.24 μmol L -1 was obtained with an analytical frequency of 36 determinations h -1 . Intra-day and inter-day reproducibility and repeatability of the modified surface was evaluated. Then the GPUE-CuNP performance was investigated in the determination of Cys content in food supplements. Interference tests were carried out with pyridoxine, ascorbic acid, tryptophan and SO 4 2ions. The main interference was attributed to the interaction of some of these substances with copper oxides.

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“…Paramagnetic metals can be used to modulate both 19 F andfluorescence signal to make biosensors. [30][31][32][33][34][35][36][37][38][39] To develop bimodal hypoxia-responsive probes for 19 F MRI and fluorescence, we chose the CuATSM scaffold as the paramagnetic Cu 2+ center will quench both the 19 F MR signal via paramagnetic relaxation enhancement (PRE) 7,8 and the fluorescence signal due to electron transfer from the excited fluorophore to the paramagnetic metal center (Scheme 1). 36 Following reduction to Cu + and ligand dissociation, both of these effects will be relieved, resulting in signal turn-on in both modalities.…”

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confidence: 99%