纳米探针
磁共振成像
氟-19核磁共振
材料科学
质子化
核磁共振
氨基酸
化学
芳香族氨基酸
生物物理学
纳米技术
核磁共振波谱
有机化学
生物化学
纳米颗粒
医学
物理
放射科
生物
离子
作者
Pingsheng Huang,Weisheng Guo,Guang Yang,Huijuan Song,Yuqing Wang,Chun Wang,Deling Kong,Weiwei Wang
标识
DOI:10.1021/acsami.8b03764
摘要
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, we 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 proved to be 7.21. As a consequence, the molecular 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. Our study not only provides a new nanoprobe candidate for biothiols imaging in vivo but also a promising strategy for the molecular design of real water-soluble and highly sensitive 19F-MRI nanoprobes.
科研通智能强力驱动
Strongly Powered by AbleSci AI