| Quantum chemical study on the one-carbon unit transfer of imidazolinium |
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| 作者姓名： | 康从民 戚传松 冯大诚 蔡政亭 |
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| 作者单位： | KANG Congmin，Ql ChuansongFENG Dacheng & CAI ZhengtingInstitute of Theoretical Chemistry，Shandong University，Jinan 250100，China;Department of Chemical Engineering，Shandong Institute of Light Industry，Jinan 250100，China |
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| 基金项目： | This work was supported by the National Natural Science Foundation of China (Grant No. 29973021). |
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| 摘 要： | One-carbon unit transfer reaction of folate cofactor model compound, 1-acetyl-2-methyl-imidazolinium, with 1,2-diaminobenzene has been studied theoretically with ONIOM method. The result shows that there are two pathways to complete this reaction because the imidazolinium ring has two breaking patterns. Both the two pathways have six steps. They are combination of two reactants, proton migration, break of five-membered ring, formation of benzimidazole derivate, another proton migration, and formation of final products. In each of the above pathways, the two proton migration steps have higher energy, which illuminate that the reaction is catalyzed by general acid-base. This fact agrees with the experimental results of enzymatic one-carbon unit transfer at oxidation level of formate.
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| 收稿时间： | 15 September 2006 |
Quantum chemical study on the one-carbon unit transfer of imidazolinium |
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| KANG Congmin,Ql ChuansongFENG Dacheng & CAI ZhengtingInstitute of Theoretical Chemistry,Shandong University,Jinan ,China.Quantum chemical study on the one-carbon unit transfer of imidazolinium[J].Science in China(Chemistry),2002,45(3):257-266. |
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| Authors: | KANG Congmin Ql ChuansongFENG Dacheng & CAI ZhengtingInstitute of Theoretical Chemistry Shandong University Jinan China |
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| Institution: | 1. Institute of Theoretical Chemistry, Shandong University, Jinan 250100, China;Department of Chemical Engineering, Shandong Institute of Light Industry, Jinan 250100, China
2. Institute of Theoretical Chemistry, Shandong University, Jinan 250100, China |
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| Abstract: | One-carbon unit transfer reaction of folate cofactor model compound, 1-acetyl-2-methyl-imidazolinium, with 1,2-diaminobenzene has been studied theoretically with ONIOM method. The result shows that there are two pathways to complete this reaction because the imidazolinium ring has two breaking patterns. Both the two pathways have six steps. They are combination of two reactants, proton migration, break of five-membered ring, formation of benzimidazole derivate, another proton migration, and formation of final products. In each of the above pathways, the two proton migration steps have higher energy, which illuminate that the reaction is catalyzed by general acid-base. This fact agrees with the experimental results of enzymatic one-carbon unit transfer at oxidation level of formate. |
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| Keywords: | folate cofactor model one-carbon unit transfer imidazolinium ONIOM method |
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