A ratiometric hypochlorite sensor guided by PET controlled ESIPT output with real time application in commercial bleach†‡,New Journal of Chemistry

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A ratiometric hypochlorite sensor guided by PET controlled ESIPT output with real time application in commercial bleach†‡
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2018-09-03 00:00:00 , DOI: 10.1039/c8nj03369b
Ankita Gangopadhyay _{1,

2,

3,

4} , Syed Samim Ali _{1,

2,

3,

4} , Uday Narayan Guria _{1,

2,

3,

4} , Sandip Kumar Samanta _{1,

2,

3,

4} , Ripon Sarkar _{2,

4,

5} , Pallab Datta _{2,

4,

5} , Ajit Kumar Mahapatra _{1,

2,

3,

4}

Affiliation

A HydroxyBenzothiazolyl dihydroPyrazole conjugate (HBP) featuring a modified acetylphenylhydrazine species armed with an N–N single bond forbidden from rotating was designed and employed for the sensitive and selective detection of hypochlorite (OCl⁻) anion. The probe exhibited weak fluorescence on account of photoinduced electron transfer (PET) from hydroxyphenyl dihydropyrazole moiety to benzothiazole which promptly changed upon OCl⁻ induced oxidation of the dihydropyrazole species to pyrazole enhancing excited state intramolecular proton transfer (ESIPT) in the hydroxybenzothiazole counterpart. This led to excellent ratiometric fluorescence changes in the probe that conclusively proved its effectiveness at sensing OCl⁻. This unique, specific and fast oxidation was achieved selectively by OCl⁻ as evidenced by competition experiments with various other reactive oxygen species (ROS), reactive nitrogen species (RNS) and anions. The mechanism has been supported by ¹H-NMR titration studies along with DFT calculations. Notably, the probe responded remarkably to hypochlorite present in commercial bleach. Finally, the probe proved amenable to OCl⁻ sensing in living matrices with no interference from trace amounts of ROS and RNS that inhabit living cells.

中文翻译：

由PET控制的ESIPT输出引导的比例式次氯酸盐传感器，可实时应用于商业漂白中† ‡

甲HydroxyBenzothiazolyl二氢吡唑缀合物（HBP）设有带从旋转的设计和所使用的灵敏度和选择性的检测次氯酸盐（OCL禁止的N-N单键武装的改性acetylphenylhydrazine物种^-）阴离子。探针表现出由于来自羟基苯基二氢吡唑基部分光诱导电子转移（PET），以苯并噻唑在OCL其中及时改变的弱荧光^-诱导的二氢吡唑物质的氧化的吡唑在羟基苯对方增强激发态分子内质子转移（ESIPT）。这导致在探针优良比例的荧光变化，在感测OCL最终证实其有效性^-。这种独特的，具体的和快速的氧化物通过OCL选择性地实现^-作为与各种其它反应性氧物质（ROS），活性氮（RNS）和阴离子证明竞争实验。¹ H-NMR滴定研究以及DFT计算支持了该机理。值得注意的是，该探针对商业漂白剂中存在的次氯酸盐有显着反应。最后，探头证明服从OCL ^-活矩阵没有从ROS和RNS居住在活细胞中的微量干扰感应。

更新日期：2018-09-03

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