N-methylformamide-benzene complex as a prototypical peptide N-H center dot center dot center dot pi hydrogen-bonded system: Density functional theory and MP2 studies
文献类型：期刊论文
| 作者 | Cheng, JG; Kang, CM; Zhu, WL ; Luo, XM; Puah, CM; Chen, KX; Shen, JH; Jiang, HL
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| 刊名 | JOURNAL OF ORGANIC CHEMISTRY
 |
| 出版日期 | 2003-09-19 |
| 卷号 | 68期号:19页码:7490-7495 |
| ISSN号 | 0022-3263 |
| DOI | 10.1021/jo026910b |
| 文献子类 | Article |
| 英文摘要 | Although the existence of peptide N-H(...)pi hydrogen bonds recently has been reported in protein structures, little is known about their strength and binding nature and, therefore, the relative importance of the interaction. To shed light on this binding, the N-methylformamide-benzene complex, as a model of the peptide N-H(...)pi hydrogen bonding, was studied by using density functional theory and Moller-Plesset second-order perturbation (MP2) methods. The geometry of the complex was fully optimized at the B3LYP/6-31G(d,p) and MP2/6-31G(d,p) levels. The optimized interaction distances are about 3.6 and 3.2 Angstrom, respectively, at the two levels. The binding energy corrected by basis set superposition error with the MP2/cc-pVTZ method based on the MP2/6-31G** geometry is -4.37 kcal/mol, which is as strong as the conventional hydrogen bonding. The calculated results suggest that the peptide N-H(...)pi hydrogen bonding is of sufficient strength to play an important role in the stabilization of protein structures. These results are helpful to better understand the characteristics and nature of the peptide N-H(...)pi interaction as well as to modify current force fields to better represent this special interaction. |
| WOS关键词 | AB-INITIO ; ELECTRON-DENSITY ; CH/PI INTERACTIONS ; AMMONIA DIMER ; C-H...O ; WATER ; FREQUENCIES ; PROTEINS ; STRENGTH ; CLUSTERS |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000185343200042 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/274181]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Shen, JH |
| 作者单位 | 1.Singapore Polytechn, Sch Chem & Life Sci, Technol Ctr Life Sci, Singapore 139651, Singapore 2.Chinese Acad Sci, Shanghai Inst Mat Med, Ctr Drug Discovery & Design, State Key Lab New Drug Res,Shanghai Inst Biol Sci, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Cheng, JG,Kang, CM,Zhu, WL,et al. N-methylformamide-benzene complex as a prototypical peptide N-H center dot center dot center dot pi hydrogen-bonded system: Density functional theory and MP2 studies[J]. JOURNAL OF ORGANIC CHEMISTRY,2003,68(19):7490-7495. |
| APA | Cheng, JG.,Kang, CM.,Zhu, WL.,Luo, XM.,Puah, CM.,...&Jiang, HL.(2003).N-methylformamide-benzene complex as a prototypical peptide N-H center dot center dot center dot pi hydrogen-bonded system: Density functional theory and MP2 studies.JOURNAL OF ORGANIC CHEMISTRY,68(19),7490-7495. |
| MLA | Cheng, JG,et al."N-methylformamide-benzene complex as a prototypical peptide N-H center dot center dot center dot pi hydrogen-bonded system: Density functional theory and MP2 studies".JOURNAL OF ORGANIC CHEMISTRY 68.19(2003):7490-7495. |
入库方式： OAI收割
来源：上海药物研究所
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