A turn-on NIR fluorescence and colourimetric cyanine probe for monitoring the thiol content in serum and the glutathione reductase assisted glutathione redox process.
A turn-on NIR fluorescence and colourimetric cyanine probe for monitoring the thiol content in serum and the glutathione reductase assisted glutathione redox process.
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DOI：
10.1039/c2ob27138a
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发表时间：
2013-03
影响因子：
3.2
通讯作者：
D. Maity;T. Govindaraju
中科院分区：
文献类型：
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作者：
D. Maity;T. Govindaraju
我们报道了一种新的基于反应的硫醇选择性开启近红外荧光和比色二硝基苯磺酰基菁（DNBSCy）探针。在存在谷胱甘肽（GSH）等硫醇的情况下，观察到新的吸收带（476和581 nm），溶液（10 mM PBS，pH = 7.4）的颜色从淡绿色变为蓝色。有趣的是，相对非荧光的DNBSCy在NIR区域中在700 nm附近表现出增强的荧光发射。GSH与DNBSCy的吸电子磺酰基酯部分有效地反应，释放具有扩展的π-电子共轭的醌嵌入的七甲川花青（Cy-quinone），负责打开NIR荧光。环醌在生理条件下也表现出共轭π电子推拉特性。DNBSCy探针可有效地用于胎牛血清（FBS）中巯基的监测。该探针能够监测谷胱甘肽还原酶和NADPH存在下的氧化型谷胱甘肽（GSSG）/GSH氧化还原过程，具有近红外荧光和比色光学响应。因此，DNBSCy具有测量谷胱甘肽还原酶的活性作为氧化应激的量度的潜力。
We report a novel reaction-based thiol selective turn-on near-infrared (NIR) fluorescence and colourimetric dinitrobenzenesulfonyl-cyanine (DNBSCy) probe. In the presence of thiols such as glutathione (GSH), new absorption bands (476 and 581 nm) were observed, with the colour of the solution (10 mM PBS, pH = 7.4) changing from light green to blue. Interestingly, relatively non-fluorescent DNBSCy exhibited enhanced fluorescence emission around 700 nm in the NIR region. GSH reacted efficiently with the electron withdrawing sulfonyl ester moiety of DNBSCy, releasing the quinone embedded heptamethine cyanine (Cy-quinone) with extended π-electron conjugation responsible for the turn-on NIR fluorescence. Cy-quinone also displayed a conjugated π-electron push–pull character under physiological conditions. The DNBSCy probe was effectively employed to monitor the thiols in fetal bovine serum (FBS). The probe was capable of monitoring the oxidized glutathione (GSSG)/GSH redox process in the presence of glutathione reductase and NADPH with NIR fluorescence and colourimetric optical response. Thus, DNBSCy has the potential to measure the activity of glutathione reductase as a measure of oxidative stress.