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磺丁基醚-β-环糊精与紫精杯[4]间苯二酚的超分子组装体作为对氧磷水解可持续且环保催化剂的关键要素。

A supramolecular assembly of sulfobutyl ether-β-cyclodextrin and viologen calix[4]resorcinol as the master key to sustainable and eco-friendly catalyst for paraoxon hydrolysis.

作者信息

Razuvaeva Yuliya, Kashapov Ruslan, Ziganshina Albina, Kashapova Nadezda, Salnikov Vadim, Zakharova Lucia

机构信息

A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, 420088 Kazan, 8 Arbuzov str., Russia.

A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, 420088 Kazan, 8 Arbuzov str., Russia.

出版信息

Carbohydr Polym. 2024 Jun 15;334:121984. doi: 10.1016/j.carbpol.2024.121984. Epub 2024 Feb 28.

DOI:10.1016/j.carbpol.2024.121984
PMID:38553208
Abstract

The search for effective ways of paraoxon (POX) degradation becomes an extremely urgent problem, which can be solved by creating effective bioscavengers in the form of three-dimensional macrocycles. In this work, supramolecular interactions in an aqueous medium were studied between (4-sulfobutyl)-β-cyclodextrin, the hydrophobic cavity of which is capable of binding POX, and viologen calix[4]resorcinol, the cationic groups of which are able to facilitate the nucleophilic attack on the phosphorus atom of the pesticide. A complex of physicochemical methods revealed the nature of the interactions between these cyclodextrin and calix[4]resorcinol, as a result of which the spontaneous formation of nanoparticles occurs. The kinetics of POX hydrolysis reaction using these nanoparticles was studied at room temperature in aqueous Tris-buffer medium by spectrophotometric method. Pure cyclodextrin does not exhibit catalytic activity in the POX hydrolysis, but its presence in a mixture with calix[4]resorcinol leads to a fivefold increase in the hydrolysis rate constant compared to pure calix[4]resorcinol.

摘要

寻找对氧磷(POX)的有效降解方法已成为一个极其紧迫的问题,这可以通过构建三维大环形式的有效生物清除剂来解决。在这项工作中,研究了在水介质中,疏水性空腔能够结合POX的(4-磺丁基)-β-环糊精与阳离子基团能够促进对农药磷原子进行亲核攻击的紫精杯[4]间苯二酚之间的超分子相互作用。一系列物理化学方法揭示了这些环糊精与杯[4]间苯二酚之间相互作用的本质,结果是发生了纳米颗粒的自发形成。在室温下,于Tris缓冲水溶液介质中,采用分光光度法研究了使用这些纳米颗粒时POX水解反应的动力学。纯环糊精在POX水解中不表现出催化活性,但它与杯[4]间苯二酚混合存在时,与纯杯[4]间苯二酚相比,水解速率常数提高了五倍。

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