Nitroolefin-based BODIPY as a novel water-soluble ratiometric fluorescent probe for detection of endogenous thiols

作者：Kang, Jin; Huo, Fangjun^*; Chao, Jianbin; Yin, Caixia^*

来源：Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy , 2018, 195: 16-20.

DOI：10.1016/j.saa.2018.01.052

• Ratiometric
• Thiols
• Water-soluble
• Cell imaging

Small molecule biothiols, including cysteine (Cys), homocysteine (Hcy), and glutathione (GSH), play many crucial roles in physiological processes. In this work, we have prepared a nitroolefin-based BODIPY fluorescent probe with excellent water solubility for detection thiols, which displayed ratiometric fluorescent signal for thiols. Incorporation of a nitroolefin unit to the BODIPY dye would transform it into a strong Michael acceptor, which would be highly susceptible to sulfhydryl nucleophiles. This probe shows an obvious ratio change upon response with thiols, an increase of the emission at 517 nm along with a concomitant decrease of fluorescence peak at 573 nm. Moreover, these successes of intracellular imaging experiments in A549 cells indicated that this probe is suitable for imaging of ex-/endogenous thiols in living cells.

• 出版日期2018-4-15
• 单位山西大学; 中国科学院长春应用化学研究所