海萤荧光素衍生物发光反应关键步骤的理论研究

引用本文: 孙颖, 任爱民, 闵春刚, 邹陆一, 任雪峰. 海萤荧光素衍生物发光反应关键步骤的理论研究[J]. 物理化学学报, 2010, 26(10): 2779-2786. doi: 10.3866/PKU.WHXB20101018 shu

Citation: SUN Ying, REN Ai-Min, MIN Chun-Gang, ZOU Lu-Yi, REN Xue-Feng. Theoretical Investigation of the Key Reaction for the Chemiluminescence of Cypridina Luciferin Analogues[J]. Acta Physico-Chimica Sinica, 2010, 26(10): 2779-2786. doi: 10.3866/PKU.WHXB20101018 shu

海萤荧光素衍生物发光反应关键步骤的理论研究

基金项目:
国家自然科学基金(20673045, 20973078) (20673045, 20973078)

留学回国人员启动基金(外交司留(2008)890 号) (外交司留(2008)890 号)

国家重点基础研究发展计划项目(973)(2002CBN613406) 资助 (973)(2002CBN613406)

摘要:

用不同取代基对化学发光物质6-芳基-2-甲基咪唑[1,2-α]吡嗪-3-(7H)酮环(海萤发光的类似物)的芳基位进行取代, 形成系列海萤荧光素类似物MIPa-MIPd; 并采用B3LYP/6 -311+G(d,p)方法, 通过电子抽取能(EEP) 的计算和自然电荷布居分析(NPA), 研究了在气相、二甲亚砜(DMSO) 和二甘醇二甲醚(DG) 中海萤发光的类似物从阴离子变化到自由基过程中取代基的作用. 结果表明: 在这个过程中, 吲哚在DG 中作为取代基(MIPb) 时的EEP 最小, 电荷变化最大, 说明这种取代基有利于反应的进行.

关键词:

English

Theoretical Investigation of the Key Reaction for the Chemiluminescence of Cypridina Luciferin Analogues

1.
State Key Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, Jilin University,Changchun 130023, P. R. China
Received Date: 07 June 2010
Available Online: 27 September 2010
Fund Project:
国家自然科学基金(20673045, 20973078)

留学回国人员启动基金(外交司留(2008)890 号)

国家重点基础研究发展计划项目(973)(2002CBN613406) 资助

Abstract:

A series of 6-aryl-2-methylimidazo[1,2-α]pyrazin-3-(7H)-ketone based derivatives MIPa-MIPd (cypridina luciferin analogues) were investigated using the B3LYP/6-311+G(d,p) method, and we modeled a 6-site replacement by different substituents. The effect of different substitutions on cypridina luciferin analogues in their transition from anions to free radicals was studied by electron extraction potentials (EEP) and natural charge population analysis (NPA) in gas phase, dimethyl sulfoxide (DMSO), and diglyme (DG). The calculated results indicated that MIPb (3-indolyl as the substituent) had a lower EEP and a larger natural charge population change occurred at the MIP moiety in DG when transitioning from the anion to its free radical than in the other solvents. We also showed that 3-indolyl, as a substituent, accelerated the luminescent reaction of MIP.

Key words:

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1.
沈阳化工大学材料科学与工程学院沈阳 110142

海萤荧光素衍生物发光反应关键步骤的理论研究

English

Theoretical Investigation of the Key Reaction for the Chemiluminescence of Cypridina Luciferin Analogues

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通讯作者: 陈斌, bchen63@163.com

中国化学会秘书处

海萤荧光素衍生物发光反应关键步骤的理论研究

English

Theoretical Investigation of the Key Reaction for the Chemiluminescence of Cypridina Luciferin Analogues

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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