Azopyrazole-Based Photoswitchable Anion Receptor for Dihydrogen Phosphate Transport,The Journal of Physical Chemistry A

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Azopyrazole-Based Photoswitchable Anion Receptor for Dihydrogen Phosphate Transport
The Journal of Physical Chemistry A ( IF 2.7 ) Pub Date : 2020-11-16 , DOI: 10.1021/acs.jpca.0c08108
Shasha Lv ₁ , Xiyu Li ₁ , Li Yang ₁ , Xijun Wang ₂ , Jinxiao Zhang ₃ , Guozhen Zhang ₁ , Jun Jiang ₁

Affiliation

Small-molecule anion carriers are potential reagents used in the treatment of diseases caused by dysregulated anion transport. Photoswitchable anion receptors, which can be reversibly switched between isomers by light and thereby cause reversible changes in anion binding affinity, have been receiving enormous interest. Here, based on the well-known photoswitch 1-N-methyl-3-phenylazopyrazole (3pzH), we designed a novel tetramethylamide-3pzH (3pzH_TA) photoswitchable receptor that achieves highly efficient and durable anion transportation. It enables high photoisomerization ratios of E → Z (>98%) and Z → E (97%) with a thermal half-life two times longer than that of 3pzH. We further demonstrated the high sensitivity of 3pzH_TA toward H₂PO₄^– anion and revealed the key role of hydrogen bonds between H₂PO₄^– and Z isomer in the strength of anion binding. Our findings open up a new strategy for the rational design and understanding of new types of photoswitchable anion receptors.

中文翻译：

基于偶氮吡唑的可光转换阴离子受体用于磷酸二氢盐的运输

小分子阴离子载体是用于治疗由阴离子转运失调引起的疾病的潜在试剂。可以通过光在异构体之间可逆切换并由此引起阴离子结合亲和力的可逆变化的光可切换阴离子受体已经引起了极大的兴趣。在此，基于众所周知的光开关1 - N-甲基-3-苯基偶氮吡唑（3pzH），我们设计了一种新型的四甲基酰胺-3pzH（3pzH_TA）可光开关受体，可实现高效且持久的阴离子运输。它可以实现E→Z（> 98％）和Z→E（97％）的高光异构化率，并且其热半衰期是3pzH的两倍。我们进一步证明3pzH_TA的高灵敏度朝向ħ ₂ PO ₄^-阴离子和显示为h之间的氢键的关键作用₂ PO ₄^-中的阴离子结合的强度和Z异构体。我们的发现为合理设计和理解新型光开关阴离子受体开辟了新的策略。

更新日期：2020-11-25

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