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首页> 外文期刊>Chemistry: A European journal >Design of Na~+-Selective Fluorescent Probes: A Systematic Study of the Na~+-Complex Stability and the Na~+/K~+ Selectivity in Acetonitrile and Water
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Design of Na~+-Selective Fluorescent Probes: A Systematic Study of the Na~+-Complex Stability and the Na~+/K~+ Selectivity in Acetonitrile and Water

机译：Na〜+式荧光探针的设计：对乙腈和水中的Na + - +常用稳定性和Na + / K +选择性的系统研究

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摘要

There is a tremendous demand for highly Na~+-selective fluoroionophores to monitor the top analyte Na~+ in life science. Here, we report a systematic route to develop highly Na~+/K~+ selective fluorescent probes. Thus, we synthesized a set of fluoroionophores 1, 3, 4, 5, 8 and 9 (see Scheme 1) to investigate the Na~+/K~+ selectivity and Na~+- complex stability in CH_3CN and H_2O. These Na~+-probes bear different 15-crown-5 moieties to bind Na~+ stronger than K~+. In the set of the diethylaminocoumarin-substituted fluoroionophores 1–5, the following trend of fluorescence quenching 1>3>2>4>5 in CH_3CN was observed. Therefore, the flexibility of the aza-15-crown-5 moieties in 1–4 determines the conjugation of the nitrogen lone pair with the aromatic ring. As a consequence, 1 showed in CH_3CN the highest Na~+-induced fluorescence enhancement (FE) by a factor of 46.5 and a weaker K~+ induced FE of 3.7. The Na~+-complex stability of 1–4 in CH_3CN is enhanced in the following order of 2>4>3>1, assuming that the O-atom of the methoxy group in the ortho-position, as shown in 2, strengthened the Na~+-complex formation. Furthermore, we found for the N- (o-methoxyphenyl)aza-15-crown-5 substituted fluoroionophores 2, 8 and 9 in H_2O, an enhanced Na~+-complex stability in the following order 8>2>9 and an increased Na~+/K~+ selectivity in the reverse order 9>2>8. Notably, the Na~+-induced FE of 8 (FEF=10.9), 2 (FEF=5.0) and 9 (FEF=2.0) showed a similar trend associated with a decreased K~+-induced FE [8 (FEF=2.7)>2 (FEF=1.5)>9 (FEF=1.1)]. Here, the Na~+-complex stability and Na~+/K~+ selectivity is also influenced by the fluorophore moiety. Thus, fluorescent probe 8 (K_d=48 mm) allows high-contrast, sensitive, and selective Na~+ measurements over extracellular K~+ levels. A higher Na~+/K~+ selectivity showed fluorescent probe 9, but also a higher K_d value of 223 mm. Therefore, 9 is a suitable tool to measure Na~+ concentrations up to 300 mm at a fluorescence emission of 614 nm
机译：对高度Na〜+式的氟化铝产生巨大需求，以监测生命科学的顶部分析物Na〜+。在这里，我们报告了一种系统的路线以开发出高度Na〜+ / K + +选择性荧光探针。因此，我们合成了一组氟膨胀1,3,4,5,8和9（参见方案1）以研究CH_3CN和H_2O中的Na〜+ / K + +选择性和Na〜+ - 复杂稳定性。这些Na〜+ -probes承受不同的15冠-5部分，以比K〜+强化Na〜+。在二乙基氨基脲脲素取代的氟膨胀型氟化荧光素1-5中，观察到CH_3CN中的荧光猝灭1> 3> 2> 4> 5的以下趋势。因此，1-4中AZA-15-Crown-5部分的柔韧性决定了氮缸对与芳环的缀合。因此，1在CH_3CN中显示出最高NA〜+诱导的荧光增强（Fe），倍率为46.5，较弱的K〜+诱导Fe为3.7。 CH_3CN中1-4的Na + - + - +常数稳定性以下列2> 4> 3> 1的顺序增强，假设甲氧基在邻位中的甲氧基的O-原子，如2所示，加强Na + -complepl部分。此外，我们发现了N-（O-甲氧基苯基）AZA-15-冠-5取代的氟膨胀2,8和9，在H_2O中，以下顺序8> 2> 9的增强的NA + - 互补稳定性和增加Na〜+ / k〜+选择性在反向阶9> 2> 8中。值得注意的是，8（FeF = 10.9），2（FeF = 5.0）和9（FeF = 2.0）的Na〜+-in诱导的Fe显示出与k〜+诱导的Fe减少相关的类似趋势[8（FEF = 2.7 ）> 2（FEF = 1.5）> 9（FEF = 1.1）]。这里，Na〜+ - 拷打稳定性和Na〜+ / k〜+选择性也受到荧光团部分的影响。因此，荧光探针8（K_D = 48mm）允许高对比度，敏感和选择性Na〜+测量以通过细胞外k〜+水平测量。较高的Na〜+ / K〜+选择性显示荧光探针9，但也具有223mm的较高的K_D值。因此，9是测量在614nm的荧光发射的Na〜+浓度高达300mm的合适工具

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  • 来源
    《Chemistry: A European journal》 |2017年第30期|共9页
  • 作者

    Thomas Schwarze; Holger Müller; Darya Schmidt; Janine Riemer; Hans-Jergen Holdt;

  • 作者单位

    Institut fer Chemie Anorganische Chemie Universit?t Potsdam Karl-Liebknecht-Str. 24–25 14476 Golm (Germany);

    Institut fer Chemie Anorganische Chemie Universit?t Potsdam Karl-Liebknecht-Str. 24–25 14476 Golm (Germany);

    Institut fer Chemie Anorganische Chemie Universit?t Potsdam Karl-Liebknecht-Str. 24–25 14476 Golm (Germany);

    Institut fer Chemie Anorganische Chemie Universit?t Potsdam Karl-Liebknecht-Str. 24–25 14476 Golm (Germany);

    Institut fer Chemie Anorganische Chemie Universit?t Potsdam Karl-Liebknecht-Str. 24–25 14476 Golm (Germany);

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 应用化学;
  • 关键词

    crown compounds; fluorescence; fluorescent probes; potassium; sodium;

    机译：冠化合物;荧光;荧光探针;钾;钠;

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