Micelle-Type Sensor for Saccharide Recognition by Using Boronic Acid Fluorescence Amphiphilic Probe and Surfactants
Micelle-Type Sensor for Saccharide Recognition by Using Boronic Acid Fluorescence Amphiphilic Probe and Surfactants
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DOI：
10.1080/07366299.2021.1876988
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发表时间：
2021-02
影响因子：
2
通讯作者：
Yuji Tsuchido;Nana Nodomi;T. Hashimoto;T. Hayashita
中科院分区：
文献类型：
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作者：
Yuji Tsuchido;Nana Nodomi;T. Hashimoto;T. Hayashita
通过分析物控制分子组装是分析技术发展的热点。本文设计并合成了两亲性硼酸荧光探针（B-Nap-C8），该探针以萘二硼酸为糖类识别位点，烷基链为疏水片段。我们评估了它们的糖类识别功能与组装的B-Nap-C8的荧光或吸收强度变化的关系。此外，我们还通过共表面活性剂的作用评估了B-Nap-C8的糖类识别功能。B-Nap-C8在pH值为10时形成胶束并识别果糖。在表面活性剂的存在下，含有十六烷基三甲基溴化铵（CTAB）胶束的B-Nap-C8可以识别中性pH下的果糖，而含有十二烷基硫酸钠（SDS）胶束的B-Nap-C8可以识别pH为bbb10的果糖。这是由于B-Nap-C8在阳离子CTAB胶束表面的表观pK减小所致。透射电镜观察证实了B-Nap-C8与CTAB形成胶束，通过CTAB滴定测定确定了B-Nap-C8与CTAB的临界胶束浓度为1.79 mM。在糖的滴定实验中，具有CTAB胶束的B-Nap-C8在中性ph下选择性地识别果糖。在用SDS测定糖的实验中，没有观察到对糖的选择性。因此，发现含有B-Nap-C8的助表面活性剂体系控制了对水中糖类的选择性识别。
ABSTRACT Controlling molecular assembly by analytes is attractive for analytical techniques. Herein, we designed and synthesized amphiphilic boronic acid fluorescent probes (B-Nap-C8) possessing naphthaleneboronic acid as a saccharide recognition site and alkyl chain as a hydrophobic moiety. We evaluated their saccharide recognition function in relation to the fluorescent or absorption intensity changes of the assembled B-Nap-C8. Also, we evaluated the saccharide recognition function of B-Nap-C8 by the effect of co-surfactants. B-Nap-C8 forms micelles and recognizes fructose at pH 10. In the presence of surfactants, B-Nap-C8 with the cetyltrimethylammonium bromide (CTAB) micelle can recognize fructose at neutral pH. On the other hand, B-Nap-C8 with the sodium dodecyl sulfate (SDS) micelle recognizes fructose at pH > 10. This is caused by the decrease of the apparent pK a of B-Nap-C8 on the surface of the cationic CTAB micelle. The micelle formation of B-Nap-C8 with CTAB was confirmed by TEM observation, and the critical micelle concentration of B-Nap-C8 with CTAB was determined to be 1.79 mM from the CTAB titration measurements. From the saccharide titration experiments, B-Nap-C8 with CTAB micelles selectively recognizes fructose at neutral pH. The selectivity for saccharides was not observed in the saccharide titration of B-Nap-C8 with SDS. Thus, the co-surfactant systems with B-Nap-C8 were found to control the selectivity for saccharide recognition in water.