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A Highly Sensitive and Selective Fluorescent Sensor for Zinc(II) Ions Based on a 1,2,3‐Triazolyl‐Functionalized 2,2’‐Dipicolylamine (DPA)
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-05-07 , DOI: 10.1002/slct.202000928 Abdul Waheed 1 , Tauqir Ahmad 1 , Muhammad Haroon 1 , Nisar Ullah 1
ChemistrySelect ( IF 1.9 ) Pub Date : 2020-05-07 , DOI: 10.1002/slct.202000928 Abdul Waheed 1 , Tauqir Ahmad 1 , Muhammad Haroon 1 , Nisar Ullah 1
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The design and synthesis of a new triazolyl‐DPA (TAZDPA) based Zn2+ fluorescent sensor is reported. The structural architect of TAZDPA contains 2,2’‐dipicolylamine (DPA) and 1,2,3‐triazolyl moiety as chelators, which synergistically coordinate with Zn2+, resulting in dramatic fluorescent emission enhancement and a notable bathochromic shift due to the inhibition of photoinduced electron transfer (PET) process. Solution state structural characterization and molecular modeling of TAZDPA suggest that N3 of 1,2,3‐triazolyl moiety and DPA coordinate with Zn2+ to afford five‐membered coordination ring. The binding behavior and stoichiometry of the TAZDPA/Zn2+complex was studied by Job's plot, which suggested 1 : 1 stoichiometry. The nature of binding behavior of TAZDPA with Zn2+ was validated by 1H‐NMR that revealed a distinct downfield shift of DPA and triazolyl protons. Under physiological condition, TAZDPA displayed high selectivity for Zn2+ over a wide range of competing common cations, exhibiting ultra‐sensitivity with a limit of detection (LOD) of 8.3×101 nM. This implies that TAZDPA can detect chronic Zn2+ concentration for freshwater (>1.84 μM) denoted by the U.S. Environmental Protection Agency (EPA).
中文翻译：
基于1,2,3-三唑基官能化的2,2'-二甲基吡啶胺（DPA）的锌（II）离子的高灵敏度和选择性荧光传感器
报告了一种基于三唑基-DPA（TAZDPA）的新型Zn 2+荧光传感器的设计和合成。TAZDPA的结构设计师包含2,2'-二甲基吡啶胺（DPA）和1,2,3-三唑基部分作为螯合剂，它们与Zn 2+协同配位，从而由于抑制作用而显着增强了荧光发射和显着的红移诱导电子转移（PET）过程的原理。TAZDPA的溶液状态结构表征和分子建模表明，1,2,3-三唑基部分的N3和DPA与Zn 2+配位得到五元配位环。TAZDPA / Zn的结合行为和化学计量通过Job's图研究了2+配合物，该图表明化学计量比为1：1。TAZDPA与Zn 2+的结合行为的性质已通过1 H-NMR验证，揭示了DPA和三唑基质子的明显下移。在生理条件下，TAZDPA在广泛的竞争性公共阳离子中对Zn 2+具有高选择性，表现出超高灵敏度，检测限（LOD）为8.3×10 1 nM。这意味着TAZDPA可以检测到美国环境保护署（EPA）指出的淡水（> 1.84μM）的长期Zn 2+浓度。
更新日期：2020-05-07
中文翻译：
基于1,2,3-三唑基官能化的2,2'-二甲基吡啶胺（DPA）的锌（II）离子的高灵敏度和选择性荧光传感器
报告了一种基于三唑基-DPA（TAZDPA）的新型Zn 2+荧光传感器的设计和合成。TAZDPA的结构设计师包含2,2'-二甲基吡啶胺（DPA）和1,2,3-三唑基部分作为螯合剂，它们与Zn 2+协同配位，从而由于抑制作用而显着增强了荧光发射和显着的红移诱导电子转移（PET）过程的原理。TAZDPA的溶液状态结构表征和分子建模表明，1,2,3-三唑基部分的N3和DPA与Zn 2+配位得到五元配位环。TAZDPA / Zn的结合行为和化学计量通过Job's图研究了2+配合物，该图表明化学计量比为1：1。TAZDPA与Zn 2+的结合行为的性质已通过1 H-NMR验证，揭示了DPA和三唑基质子的明显下移。在生理条件下，TAZDPA在广泛的竞争性公共阳离子中对Zn 2+具有高选择性，表现出超高灵敏度，检测限（LOD）为8.3×10 1 nM。这意味着TAZDPA可以检测到美国环境保护署（EPA）指出的淡水（> 1.84μM）的长期Zn 2+浓度。
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