Ali Syed Samim, Gangopadhyay Ankita, Maiti Kalipada, Mondal Sanchita, Pramanik Ajoy Kumar, Guria Uday Narayan, Uddin Md Raihan, Mandal Sukhendu, Mandal Debasish, Mahapatra Ajit Kumar
Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Howrah-711103, West Bengal, India.
Org Biomol Chem. 2017 Jul 19;15(28):5959-5967. doi: 10.1039/c7ob01252g.
A new cyanine dye (CYD) based on hybrid hydroxynaphthalene-hemicyanine has been synthesized and characterized. The chromogenic and ratiometric fluorogenic probe (CYD) enables a fast and highly sensitive response to an OP nerve agent mimic diethyl chlorophosphate (DCP) through tandem phosphorylation and intramolecular cyclization reaction within 1 min and with the detection limit as low as 18.86 nM. To our knowledge this is the first report of a hydroxyl assisted bathochromic shift in a selective chemodosimeter for DCP exhibiting a ratiometric response. TDDFT calculations were performed in order to demonstrate the electronic properties of the probe and the cyclized product. Moreover, the utility of the probe CYD for the detection of DCP in live cells, in the gas phase and in a spiked soil sample has also been demonstrated.
一种基于杂化羟基萘-半菁的新型花青染料（CYD）已被合成并表征。这种显色和比率荧光探针（CYD）能够通过串联磷酸化和分子内环化反应在1分钟内对OP神经毒剂模拟物氯磷酸二乙酯（DCP）做出快速且高度灵敏的响应，检测限低至18.86 nM。据我们所知，这是首次报道在用于DCP的具有比率响应的选择性化学计量器中羟基辅助的红移现象。进行了TDDFT计算以证明探针和环化产物的电子性质。此外，还证明了探针CYD在活细胞、气相和加标土壤样品中检测DCP的实用性。
