A MOLECULAR RECOGNITION MODEL FOR ENANTIOSELECTIVITY AND AUTOINDUCTION IN CYANOHYDRIN FORMATION CATALYZED BY CYCLO[(S)-HIS-(S)-PHE]
文献类型：期刊论文
| 作者 | Wang JH |
| 刊名 | journal of theoretical & computational chemistry
 |
| 出版日期 | 2010 |
| 卷号 | 9期号:2页码:495-510 |
| 关键词 | ASYMMETRIC HYDROCYANATION SYNTHETIC DIPEPTIDES STATE STRUCTURES ORBITAL METHODS BASIS-SETS ALDEHYDES DYNAMICS ELECTRON CYCLO<(S)-PHENYLALANYL-(S)-HISTIDYL> CYCLO-<(S)-HIS-(S)-PHE> |
| ISSN号 | 0219-6336 |
| 通讯作者 | wang jh |
| 中文摘要 | a molecular recognition mechanism based on dimeric model for cyclic dipeptide cyclo[(s)-his-(s)-phe] (abridged chp) catalyzed autoinduction is proposed according to the inference of previous experimental findings, which is supported by theoretical calculation with oniom(b3lyp/3-21g*:am1) method. the most unstable chp dimer whose intermolecular hydrogen bonds are immensely lessened by two intramolecular hydrogen bonds is defined as the highest active component (iia) existing in solid among the three possible dimers (ia, iia, and iib). the carbonyl group of benzaldehyde coordinates to chp dimer (iia) by a hydrogen bond with phe-n alpha h rather than his-n alpha h and hcn interacted with the imidazole moiety of his residue to form cyanide ion. in view of the theoretical calculation and experimental results, the structures of the nine-ring complexes derived from interaction between catalytic active dimer chp(iia) and cyanohydrins were postulated to explain the enantioselective autoinduction: the structure of no nitrile involved six-ring complex derived from interaction between catalytic active dimer chp(iia) and cyanohydrins were postulated to explain the elimination of enantioselective autoinduction. |
| 收录类别 | SCI收录期刊论文 |
| 语种 | 英语 |
| WOS记录号 | WOS:000279291900008 |
| 公开日期 | 2012-04-26 |
| 源URL | [http://ir.ciac.jl.cn/handle/322003/43623]  |
| 专题 | 长春应用化学研究所_长春应用化学研究所知识产出_期刊论文 |
| 推荐引用方式 GB/T 7714 | Wang JH. A MOLECULAR RECOGNITION MODEL FOR ENANTIOSELECTIVITY AND AUTOINDUCTION IN CYANOHYDRIN FORMATION CATALYZED BY CYCLO[(S)-HIS-(S)-PHE][J]. journal of theoretical & computational chemistry,2010,9(2):495-510. |
| APA | Wang JH.(2010).A MOLECULAR RECOGNITION MODEL FOR ENANTIOSELECTIVITY AND AUTOINDUCTION IN CYANOHYDRIN FORMATION CATALYZED BY CYCLO[(S)-HIS-(S)-PHE].journal of theoretical & computational chemistry,9(2),495-510. |
| MLA | Wang JH."A MOLECULAR RECOGNITION MODEL FOR ENANTIOSELECTIVITY AND AUTOINDUCTION IN CYANOHYDRIN FORMATION CATALYZED BY CYCLO[(S)-HIS-(S)-PHE]".journal of theoretical & computational chemistry 9.2(2010):495-510. |
入库方式： OAI收割
来源：长春应用化学研究所
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