Huang, Pingsheng published the artcileFluorine Meets Amine: Reducing Microenvironment-Induced Amino-Activatable Nanoprobes for 19F-Magnetic Resonance Imaging of Biothiols, SDS of cas: 2240-88-2, the publication is ACS Applied Materials & Interfaces (2018), 10(22), 18532-18542, database is CAplus and MEDLINE.
19F-magnetic resonance imaging (MRI) is of great significance for noninvasive imaging and detection of various diseases. However, the main obstacle in the application of 19F-MRI agents stems from the unmet signal sensitivity due to the poor water solubility and restricted mobility of segments with high number of fluorine atoms. Herein, the authors report a kind of intracellular reducing microenvironment-induced amino-activatable 19F-MRI nanoprobe, which can be used for specific imaging of biothiols. In principle, the nanoprobe has an initial architecture of hydrophobic core, where the trifluoromethyl-containing segments are compactly packed and 19F NMR/MRI signals are quenched (“OFF” state). Upon encountering sulfydryl, the strong electron-withdrawing 2,4-dinitrobenzenesulfonyl groups are excised to recover secondary amino groups, whose pKa is 7.21. As a consequence, the mol. weight loss of the hydrophobic segment and the protonation of amino groups induce significant disturbance of hydrophilic/hydrophobic balance, leading to the disassembly of the nanoprobes and regain of spin-spin relaxation and 19F NMR/MRI signals (“ON” state, T2 up to 296 ± 5.3 ms). This nanoprobe shows high sensitivity and selectivity to biothiols, enabling intracellular and intratumoral imaging of glutathione. The authors’ study not only provides a new nanoprobe candidate for biothiols imaging in vivo but also a promising strategy for the mol. design of real water-soluble and highly sensitive 19F-MRI nanoprobes.
ACS Applied Materials & Interfaces published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, SDS of cas: 2240-88-2.
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