Comparison of two molecular design strategies for the development of an ammonium ionophore more highly selective than nonactin
Comparison of two molecular design strategies for the development of an ammonium ionophore more highly selective than nonactin
复制标题
两种分子设计策略的比较，用于开发比非肌动蛋白更具选择性的铵离子载体
DOI：
10.1021/ac025713
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发表时间：
2002
影响因子：
7.4
通讯作者：
Koji Suzuki
中科院分区：
文献类型：
--
作者：
S. Sasaki;Tsuyoshi Amano;Gou Monma;Takeshi Otsuka;N. Iwasawa;D. Citterio;†§ and Hideaki Hisamoto;Koji Suzuki
设计合成了一系列铵离子选择电极用离子载体，并对其性能进行了研究。离子载体的设计基于两种不同的策略：（1）引入大体积的阻断亚基20-或21-元冠醚中的（十氢萘基）（TD 20 C6和TD 21 C6），与稍小的K+相比，其环尺寸预期适合于选择性NH 4+识别;和（2）基于6重取代苯环的预组织的三脚架离子载体，以互补地识别四面体NH 4+，与球形K+相反。与作为代表性NH 4+离子载体的天然产物nonactin相比，新开发的TD 20 C6显示出对K+更高的NH 4+选择性，同时保留对Na+的选择性（log = −1.5和log = −2.5）。另一方面，具有吡唑氮原子作为NH 4+结合位点的三脚架离子载体显示出高的NH 4 +/K+选择性，但遭受增加的Ca 2+干扰（log = −2.
A series of ionophores for ammonium ion-selective electrodes was designed and synthesized, and their characteristics were examined. The design of the ionophores is based on two different strategies: (1) introduction of bulky blocking subunits (decalino groups) in 20- or 21-membered crown ethers (TD20C6 and TD21C6), the ring size of which is expected to be suitable for selective NH4+ recognition, as compared to the slightly smaller K+; and (2) preorganized tripodal ionophores based on a 6-fold substituted benzene ring in order to complementarily recognize the tetrahedral NH4+, in contrast to the spherical K+. Compared to nonactin, a natural product that is used as a representative NH4+ ionophore, the newly developed TD20C6 showed higher NH4+ selectivity over K+ while retaining the selectivity over Na+ (log = −1.5 and log = −2.5). On the other hand, a tripodal ionophore with pyrazole nitrogen atoms as NH4+ binding sites showed high NH4+/K+ selectivity but suffered from increased Ca2+ interference (log = −2...