Responsive fluorinated nanoemulsions for <sup>19</sup>F magnetic resonance detection of cellular hypoxia

Kadakia, Rahul T.; Xie, Da; Guo, Hongyu; Bouley, Bailey S.; Yu, Meng; Que, Emily L.

doi:10.1039/d0dt01182g

Cited by 13 publications

(7 citation statements)

References 33 publications

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“…Organofluorine temperature sensors have previously been developed based on changes in nuclear relaxation or chemical shift changes. , Perfluorocarbon liquids are particularly attractive for formulating into nanoemulsions or encapsulating into nanoparticles. These fluorous liquid formulations help overcome the inherently low sensitivity of magnetic resonance measurements for in vivo cell tracking studies, oximetry, and thermometry. ,− …”

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confidence: 99%

Fluorous Liquids for Magnetic Resonance-Based Thermometry with Enhanced Responsiveness and Environmental Degradation

Mundhenke

Smith

et al. 2023

Anal. Chem.

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Accurate temperature measurement via magnetic resonance is valuable for both in vitro and in vivo analysis of local tissue for evaluating disease pathology and medical interventions. 1 H MRI-based thermometry is used clinically but is susceptible to error from magnetic field drift and low sensitivity in fatty tissue and requires a reference for absolute temperature determination. As an alternative, perfluorotributylamine (PFTBA), a perfluorocarbon liquid for 19 F MRI thermometry, is based on chemical shift responsiveness and approaches the sensitivity of 1 H MRI thermometry agents; however, environmental persistence, greenhouse gas concerns, and multiple resonances which can lead to MRI artifacts indicate a need for alternative sensors. Using a 19 F NMR-based structure−property study of synthetic organofluorine molecules, this research develops new organofluorine liquids with improved temperature responsiveness, high signal, and reduced nonmagnetically equivalent fluorine resonances. Environmental degradation analysis using reverse-phase HPLC and quantitative 19 F NMR demonstrates a rapid degradation profile mediated via the aryl fluorine core of temperature sensors. Our findings show that our lead liquid temperature sensor, DD-1, can be made in high yield in a single step and possesses an improved responsiveness over our prior work and an 83% increase in aqueous thermal responsiveness over PFTBA. Degradation studies indicate robust degradation with half-lives of less than two hours under photolysis conditions for the parent compound and formation of other fluorinated products. The improved performance of DD-1 and its susceptibility to environmental degradation highlight a new lead fluorous liquid for thermometry applications.

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confidence: 99%

Fluorous Liquids for Magnetic Resonance-Based Thermometry with Enhanced Responsiveness and Environmental Degradation

Mundhenke

Smith

et al. 2023

Anal. Chem.

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Section: Imaging Tumor By Activatable Mri Nanoprobesmentioning

confidence: 99%

“…Because of the restriction of molecular mobility, the transverse relaxation of 19 4f,g). 34 The 19 F MR signals of both complexes were quenched due to paramagnetic Cu 2+ , and the complexes displayed a large signal increase when the Cu 2+ was reduced by hypoxia. Due to the specificity of tumor tissues, TME-responsive nanoprobes have attracted wide attention in individualized tumor diagnosis.…”

Section: Imaging Of Other Tme Characteristicsmentioning

confidence: 99%

Nanoparticle-Based Activatable MRI Probes for Disease Imaging and Monitoring

Fan

Chen

Zheng

et al. 2023

Chemical & Biomedical Imaging

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Traditional diagnosis relies on identifying anatomical abnormality, which offers a stage for various anatomical imaging techniques, such as X-ray computed tomography (CT), ultrasonic imaging, and magnetic resonance imaging (MRI). The good capacity of providing anatomical details, especially for soft tissues, popularizes the clinical use of MRI. However, as the understanding of various diseases reaches the molecular level, it is gradually accepted that molecular anomaly often precedes anatomical abnormality. Therefore, molecular imaging, which is aimed at gathering various molecular information in organisms via imaging, starts to gain momentum. Unfortunately, traditional MRI is not capable of molecular imaging. As a result, there is an urgent demand for probes that enable MRI to "see" molecules. A promising design strategy for these probes is to elicit a signal change triggered by the presence of molecular targets, i.e. activation. Benefiting from the rapid development of nanotechnology, a number of nanoparticle-based activatable MRI probes have been developed for molecular imaging. This review summarizes recent advances of activatable MRI nanoprobes for imaging pathological characteristics of cancer, inflammation, and neurodegenerative diseases, with a focus on the design strategies and applications of these probes. In addition, the prospects and challenges of activatable MRI nanoprobes are also discussed.

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“…Since Cu 2+ is paramagnetic, both these complexes could retain their initial quenched 19 F-MRI signal. However, when the complex was reduced, the 19 F-MRI signal increased [ 59 ]. Additionally, the nanoprobe reported by Kadakia had a dual response to cellular hypoxia: 19 F-MRI and fluorescence imaging.…”

Section: The Design Of the Mri Nanoprobementioning

confidence: 99%

The Design of Abnormal Microenvironment Responsive MRI Nanoprobe and Its Application

Wang

Han

et al. 2021

IJMS

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Magnetic resonance imaging (MRI) is often used to diagnose diseases due to its high spatial, temporal and soft tissue resolution. Frequently, probes or contrast agents are used to enhance the contrast in MRI to improve diagnostic accuracy. With the development of molecular imaging techniques, molecular MRI can be used to obtain 3D anatomical structure, physiology, pathology, and other relevant information regarding the lesion, which can provide an important reference for the accurate diagnosis and treatment of the disease in the early stages. Among existing contrast agents, smart or activatable nanoprobes can respond to selective stimuli, such as proving the presence of acidic pH, active enzymes, or reducing environments. The recently developed environment-responsive or smart MRI nanoprobes can specifically target cells based on differences in the cellular environment and improve the contrast between diseased tissues and normal tissues. Here, we review the design and application of these environment-responsive MRI nanoprobes.

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Responsive fluorinated nanoemulsions for ¹⁹F magnetic resonance detection of cellular hypoxia

Abstract: We report two highly fluorinated Cu-based imaging agents, CuL1 and CuL2, for detecting cellular hypoxia as nanoemulsion formulations. Both complexes retained their initial quenched 19F MR signals due to paramagnetic...

Cited by 13 publications

References 33 publications

Fluorous Liquids for Magnetic Resonance-Based Thermometry with Enhanced Responsiveness and Environmental Degradation

Fluorous Liquids for Magnetic Resonance-Based Thermometry with Enhanced Responsiveness and Environmental Degradation

Nanoparticle-Based Activatable MRI Probes for Disease Imaging and Monitoring

The Design of Abnormal Microenvironment Responsive MRI Nanoprobe and Its Application

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Responsive fluorinated nanoemulsions for 19F magnetic resonance detection of cellular hypoxia

Abstract: We report two highly fluorinated Cu-based imaging agents, CuL1 and CuL2, for detecting cellular hypoxia as nanoemulsion formulations. Both complexes retained their initial quenched 19F MR signals due to paramagnetic...

Cited by 13 publications

References 33 publications

Fluorous Liquids for Magnetic Resonance-Based Thermometry with Enhanced Responsiveness and Environmental Degradation

Fluorous Liquids for Magnetic Resonance-Based Thermometry with Enhanced Responsiveness and Environmental Degradation

Nanoparticle-Based Activatable MRI Probes for Disease Imaging and Monitoring

The Design of Abnormal Microenvironment Responsive MRI Nanoprobe and Its Application

Contact Info

Product

Resources

About

Responsive fluorinated nanoemulsions for ¹⁹F magnetic resonance detection of cellular hypoxia