[1]康媛,陶婧,陈秋,等.理论探究咖啡因N3和N7位水解去甲基代谢机理[J].西华师范大学学报(自然科学版),2015,36(04):367-372.[doi::10.3969/j.issn.1673-5072.2015.04.009]
 KANG Yuan,TAO Jing,CHEN Qiu,et al.Theoretical Study on the Hydrolysis Demethylation Metabolic Mechanisms of Caffeine at N3 and N7 Sites[J].Journal of China West Normal University(Natural Sciences),2015,36(04):367-372.[doi::10.3969/j.issn.1673-5072.2015.04.009]
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理论探究咖啡因N3和N7位水解去甲基代谢机理()
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《西华师范大学学报(自然科学版)》[ISSN:1673-5072/CN:51-1699/N]

卷:
36
期数:
2015年04期
页码:
367-372
栏目:
出版日期:
2015-12-20

文章信息/Info

Title:
Theoretical Study on the Hydrolysis Demethylation Metabolic Mechanisms of Caffeine at N3 and N7 Sites
作者:
康媛陶婧陈秋王永婷张燕薛志宇陈泽琴
西华师范大学 a.化学化工学院;b.四川省化学合成与污染控制重点实验室,四川 南充 637009
Author(s):
KANG YuanTAO JingCHEN Qiu WANG Yongting ZHANG YanXUE ZhiyuCHEN Zeqin
(a.College of Chemistry and chemical engineer;b.Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province,China West Normal University,Nanchong Sichuan 637009,China)
关键词:
咖啡因水解去甲基反应密度泛函理论BH
Keywords:
caffeinehydrolysisdemethylation reactiondensity functional theoryBH
分类号:
O643.1
DOI:
:10.3969/j.issn.1673-5072.2015.04.009
文献标志码:
A
摘要:
采用BH&HLYP/6-311++g(d,p)方法研究了咖啡因N3和N7位水解代谢机理. 每个N位的水解代谢机理考察了两种可能的反应路径:分步的路径A和协同的路径B. 计算结果表明 :对于N3或N7位水解代谢,路径A均优于路径B;N3位水解代谢的路径A所需的活化自由能(358.8 kJ·mol-1)低于N7位(363.1 kJ·mol-1),因而代谢产物副黄嘌呤优 于茶碱.
Abstract:
The hydrolysis metabolic mechanisms of caffeine at N3 and N7 sites were clarified in this paper under the BH&HLYP/6311++g(d,p) theory. Two possible reaction pathways were identified for each Nsite hydrolysis metabolic mechanism: the stepwise path A and the concert path B. The calculation results showed that path A was more favorable than paths B for both the N3 and the N7sites hydrolysis metabolic mechanism. The activation free energy of path A involved in N3site hydrolysis metabolic mechanism (358.8 kJ·mol-1) was lower than that of N3site (363.1 kJ·mol-1) and the metabolite paraxanthine therefore was more favorable than theophylline.

参考文献/References:

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相似文献/References:

[1]郭林峰,康嫒,陶婧,等.咖啡因N1位水解去甲基反应机理的理论研究[J].西华师范大学学报(自然科学版),2014,35(01):32.
 GUO Lin-feng,KANG Yuan,TAO Jing,et al.Study on the Hydrolysis Demethylation Mechanisms of Position N1 of Caffeine[J].Journal of China West Normal University(Natural Sciences),2014,35(04):32.

备注/Memo

备注/Memo:
收稿日期: 2015-04-08
 基金项目: 国家自然科学基金项目(21203153);四川省科技厅应用基础研究项目(2011JY0136);四川省教育厅重点项目(12ZA174);西华师范大学博 士启动基金资助项目(11B002)
 作者简介: 康 媛(1989-),女,四川南充人,硕士研究生,主要从事量子化学研究.
 通讯作者: 陈泽琴(1976-),女,四川内江人,教授,博 士,主要从事量子化学研究. Email:chenzeqin@cwnu.edu.cn
更新日期/Last Update: 2015-12-20