2-氯丙酸水解反应的计算机模拟-《集美大学学报（自然科学版）》

文章信息/Info

Title:: Computer Simulation of Hydrolysis Reaction of 2-Chloropropionic Acid

Author(s):: WANG Haiqi; XIANG Jionghua; (College of Ocean Food and Biological Engineering,Jimei University,Xiamen 361021,China)

Keywords:: 2-chloropropionic acid; molecular simulation; hydrolysis reaction; transition state screening

摘要:: 高纯度的(R)-2-氯丙酸和(S)-2-氯丙酸的化学拆分法存在高成本、高能耗和高污染的缺点，而采用脱卤酶的生物拆分法具有良好的底物选择性，还可降低成本和能耗。与传统的实验研究相比，Materials Studio分子模拟软件可进行有效的分子建模和性能计算，具有成本低、安全性能高等优势。应用Materials Studio分子模拟软件模拟2-氯丙酸在脱卤酶的作用下与水分子反应生成乳酸和氯化氢的过程，对反应中的4种有机分子进行结构优化计算，并计算其反应物和产物的反应自由能，筛选并优化反应过渡态。模拟的4个反应通道的计算结果表明，(R)-2-氯丙酸生成(D)-乳酸和盐酸的反应过程所需活化能最小，能量势垒为213.619 kJ/mol，说明相应的脱卤酶分子结构设计可重点参考此通道。

Abstract:: The chemical separation method of high-purity (R)-2-chloropropionic acid and (S)-2-chloropropionic acid has the disadvantages of high cost,high energy consumption,and high pollution,while the biological separation method using dehalogenase has good substrate selectivity and can also reduce costs and energy consumption.Compared with traditional experimental research,Materials Studio molecular simulation software can perform effective molecular modeling and performance calculations,with advantages such as low cost and high safety performance.This paper simulated the process of 2-chloropropionic acid reacting with water molecules to generate lactic acid and hydrogen chloride under the action of dehalogenase using this software,optimized the structure of four organic molecules in the reaction,calculated the reaction free energy of reactants and products,screened and optimized the reaction transition state.By comparing the calculation results of four simulated reaction channels,it was shown that the activation energy required for the reaction process of (R)-2-chloropropionic acid to generate (D)-lactic acid and hydrochloric acid was the smallest,with an energy barrier of 213.619 kJ/mol.This indicated that the corresponding dehalogenase molecular structure design could focus on this channel.