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首页> 外文期刊>The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory >Excited State Intramolecular Proton Transfer and Metal Ion Complexation of 2-(2'-Hydroxyphenyl) benzazoles in Aqueous Solution
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Excited State Intramolecular Proton Transfer and Metal Ion Complexation of 2-(2'-Hydroxyphenyl) benzazoles in Aqueous Solution

机译：水溶液中2-（2'-羟基苯基）苯并唑的激发态分子内质子转移和金属离子络合

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摘要

The excited-state intramolecular proton transfer (ESIPT) of a series of water-soluble 2-(2'-hydroxyphenyl)-benzazole derivatives has been studied under physiological conditions using absorbance and steady-state emission spectroscopy. At neutral pH in the presence of 0.1 M ionic background, the fluorescence properties of these derivatives differ substantially compared to previously reported data in nonaqueous solvents. The ESIPT process is disrupted, presumably due to intermolecular hydrogen bonding with surrounding water molecules combined with increased stabilization of the trans-rotamer, which cannot undergo the ESIPT process. The emission spectrum of the benzimidazole derivative depends significantly on the solvent polarity, as revealed by titrations with Zn(II) in methanol, ethanol, and under physiological conditions. Inhibition of ESIPT via metal coordination shows a significant wavelength shift together with a substantial ratio increase by a factor of 13.7. Titration of the benzoxazole derivative with Zn(II) yielded a 50-fold increased emission intensity, The fluorescence increase is specific for Zn(II), and with a logK of 3.93 (K_d = 117μM) the ligand would be suitable as a fluorescence probe in a biological environment to gauge Zn(II) concentrations in the range from 10 μM to 1 mM.
机译：一系列的水溶性2-（2'-羟苯基）-苯并唑衍生物的激发态分子内质子转移（ESIPT）已在吸收和稳态发射光谱的生理条件下进行了研究。在0.1 M离子背景下，在中性pH下，与先前报道的非水溶剂数据相比，这些衍生物的荧光性质显着不同。 ESIPT过程被破坏，大概是由于分子与周围水分子的氢键结合以及反式旋转异构体稳定性的增强，而后者无法通过ESIPT过程。苯并咪唑衍生物的发射光谱在很大程度上取决于溶剂的极性，正如在甲醇，乙醇中以及在生理条件下用Zn（II）滴定所揭示的那样。通过金属配位抑制ESIPT显示出显着的波长偏移，并且比率显着增加了13.7倍。用Zn（II）滴定苯并恶唑衍生物的发射强度增加了50倍，荧光增强是Zn（II）特有的，logK为3.93（K_d =117μM）时，配体将适合用作荧光探针在生物环境中测量Zn（II）的浓度范围为10μM至1 mM。

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