Exploiting Copper Redox for <sup>19</sup>F Magnetic Resonance-Based Detection of Cellular Hypoxia

Xie, Da; King, Tyler L.; Banerjee, Arnab; Kohli, Vikraant; Que, Emily L.

doi:10.1021/jacs.5b13215

Cited by 82 publications

(98 citation statements)

References 45 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[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.…”

mentioning

confidence: 99%

Partially Fluorinated Copolymers as Oxygen Sensitive ¹⁹F MRI Agents

Taylor

Chung

Kwansa

et al. 2020

Chemistry A European J

View full text Add to dashboard Cite

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.

show abstract

mentioning

confidence: 99%

Partially Fluorinated Copolymers as Oxygen Sensitive ¹⁹F MRI Agents

Taylor

Chung

Kwansa

et al. 2020

Chemistry A European J

View full text Add to dashboard Cite

show abstract

“…The diacetyl‐2,3‐bis(N4‐alkyl‐3‐thiosemicarbazone) ligands H 2 L 1 and H 2 L 2 were prepared via transamination of diacetyl‐2,3‐N4‐methyl‐3‐thiosemicarbazone‐N4‐dimethyl‐3‐thiosemicarbazone and diacetyl‐2,3‐bis(N4‐dimethyl‐3‐thiosemicarbazone) with N , N ‐dimethylethylenediamine as described previously . Complex 1 was obtained by reaction of H 2 L 1 with nickel(II) acetate tetrahydrate.…”

Section: Resultsmentioning

confidence: 99%

“…All reactions were performed open to air and under ambient conditions unless otherwise indicated. The N , N′ ‐(dimethylethylene‐diaminothiosemicarbazonato)‐4‐(methylthiosemicarbazonato)butane‐2,3‐diimine = ATSM/DM and N , N′ ‐bis(dimethylethylenediaminothiosemicarbazonato)butane‐2,3‐diimine = ATSDM ligands were synthesized according to literature methods …”

Section: Methodsmentioning

confidence: 99%

Synthesis, Characterization, and HER Activity of Pendant Diamine Derivatives of NiATSM

et al. 2019

View full text Add to dashboard Cite

A pair of bis‐thiosemicarbazonato‐Ni(II) complexes with pendant polyamines, (N,N′‐(dimethylethylenediaminothiosemi‐carbazonato)‐4‐(methylthiosemi‐carbazonato)butane‐2,3‐diimine)‐nickel(II) (1) and (N,N′‐bis(dimethylethyl‐enediaminothiosemi‐carbazonato)butane‐2,3‐diimine)‐nickel(II) (3), have been synthesized. Methylation at the terminal amines yields the cationic derivatives 2 and 4. All complexes are fully characterized by spectroscopic, electrochemical, and single‐crystal X‐ray diffraction methods. Single crystal X‐ray diffraction studies on all four Ni(II) complexes confirm a square planar Ni(II) framework with no significant changes in the coordination environment as a function of the pendant groups. Spectroscopic studies are consistent with a similar electronic structure in all complexes. However, electrochemical investigations reveal significant cathodic shifts in the Ni(II)L/Ni(II)L·– and Ni(II)L·–/Ni(I)L·2– reduction potentials of the methylated vs. non‐methylated species. The HER activity of all four nickel complexes were evaluated in acetonitrile with glacial acetic acid. The 3 complex was shown to have the highest activity with a TOF of 6.3 × 103 s‐1, an overpotential of 0.56 V, and faradaic efficiency of 100 %.

show abstract

“…However, the fluorine signal was activated when Cu (II) was reduced to Cu (I) in hypoxic cells. 68 In a different approach, Nakamura et al 69…”

Section: Activatable Probes For 19 F Mri Probesmentioning

confidence: 99%

Activatable probes for diagnosis and biomarker detection by MRI

Carril

2017

J. Mater. Chem. B

View full text Add to dashboard Cite

show abstract

Exploiting Copper Redox for ¹⁹F Magnetic Resonance-Based Detection of Cellular Hypoxia

Cited by 82 publications

References 45 publications

Partially Fluorinated Copolymers as Oxygen Sensitive ¹⁹F MRI Agents

Partially Fluorinated Copolymers as Oxygen Sensitive ¹⁹F MRI Agents

Synthesis, Characterization, and HER Activity of Pendant Diamine Derivatives of NiATSM

Activatable probes for diagnosis and biomarker detection by MRI

Contact Info

Product

Resources

About

Exploiting Copper Redox for 19F Magnetic Resonance-Based Detection of Cellular Hypoxia

Cited by 82 publications

References 45 publications

Partially Fluorinated Copolymers as Oxygen Sensitive 19F MRI Agents

Partially Fluorinated Copolymers as Oxygen Sensitive 19F MRI Agents

Synthesis, Characterization, and HER Activity of Pendant Diamine Derivatives of NiATSM

Activatable probes for diagnosis and biomarker detection by MRI

Contact Info

Product

Resources

About

Exploiting Copper Redox for ¹⁹F Magnetic Resonance-Based Detection of Cellular Hypoxia

Partially Fluorinated Copolymers as Oxygen Sensitive ¹⁹F MRI Agents

Partially Fluorinated Copolymers as Oxygen Sensitive ¹⁹F MRI Agents