Asymmetric Aldol Addition by Oligopeptide Immobilized on Magnetic Particles through an Ionic Liquids Spacer
文献类型:期刊论文
作者 | Jiang, Yangyang1,2; Guo, Chen1; Xia, Hansong1,2; Mahmood, Iram1,2; Liu, Huizhou1 |
刊名 | INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
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出版日期 | 2008-12-03 |
卷号 | 47期号:23页码:9628-9635 |
关键词 | organic-synthesis epoxidation reaction helical structure michael addition natural-products catalysis enzymes organocatalysis mechanism peptides |
ISSN号 | 0888-5885 |
其他题名 | Ind. Eng. Chem. Res. |
中文摘要 | In this work, oligopeptide was covalently bonded on the surface of magnetic particles through an ionic liquids spacer. When ionic liquids containing bulky cations with strong H-bonding ability or having hydrophobic anions were used, the yield and enantioselectivity of aldol reaction were enhanced greatly. Introducing an ionic liquids spacer between the oligopeptide and magnetic resin decreased the minimum number of amino acids for optimizing, the efficiency of aldol addition. Varying the amino acid sequence of the oligopeptide showed limited effect on the yield and enantioselectivity; however, introducing a series of lysine groups on the terminal of the oligopeptide, close to the imidazolium ring, would significantly increase the output. The magnetite-loaded oligopeptide had a broader substrate range for ketone donor but restricted the enantioselectivity of aldehyde acceptor than the free oligopeptide. The combinative unit served as a recyclable catalyst for aldol addition of ketone and aldehyde, and its catalytic efficiency and selectivity can be finely designed by the characteristics of each part of the catalyst. |
英文摘要 | In this work, oligopeptide was covalently bonded on the surface of magnetic particles through an ionic liquids spacer. When ionic liquids containing bulky cations with strong H-bonding ability or having hydrophobic anions were used, the yield and enantioselectivity of aldol reaction were enhanced greatly. Introducing an ionic liquids spacer between the oligopeptide and magnetic resin decreased the minimum number of amino acids for optimizing, the efficiency of aldol addition. Varying the amino acid sequence of the oligopeptide showed limited effect on the yield and enantioselectivity; however, introducing a series of lysine groups on the terminal of the oligopeptide, close to the imidazolium ring, would significantly increase the output. The magnetite-loaded oligopeptide had a broader substrate range for ketone donor but restricted the enantioselectivity of aldehyde acceptor than the free oligopeptide. The combinative unit served as a recyclable catalyst for aldol addition of ketone and aldehyde, and its catalytic efficiency and selectivity can be finely designed by the characteristics of each part of the catalyst. |
WOS标题词 | Science & Technology ; Technology |
类目[WOS] | Engineering, Chemical |
研究领域[WOS] | Engineering |
关键词[WOS] | ORGANIC-SYNTHESIS ; EPOXIDATION REACTION ; HELICAL STRUCTURE ; MICHAEL ADDITION ; NATURAL-PRODUCTS ; CATALYSIS ; ENZYMES ; ORGANOCATALYSIS ; MECHANISM ; PEPTIDES |
收录类别 | SCI |
原文出处 | |
语种 | 英语 |
WOS记录号 | WOS:000261279700076 |
公开日期 | 2013-10-08 |
版本 | 出版稿 |
源URL | [http://ir.ipe.ac.cn/handle/122111/2775] ![]() |
专题 | 过程工程研究所_研究所(批量导入) |
作者单位 | 1.Chinese Acad Sci, Inst Proc Engn, State Key Lab Biochem Engn, Key Lab Green Proc & Engn,Lab Separat Sci & Engn, Beijing 100190, Peoples R China 2.Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China |
推荐引用方式 GB/T 7714 | Jiang, Yangyang,Guo, Chen,Xia, Hansong,et al. Asymmetric Aldol Addition by Oligopeptide Immobilized on Magnetic Particles through an Ionic Liquids Spacer[J]. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,2008,47(23):9628-9635. |
APA | Jiang, Yangyang,Guo, Chen,Xia, Hansong,Mahmood, Iram,&Liu, Huizhou.(2008).Asymmetric Aldol Addition by Oligopeptide Immobilized on Magnetic Particles through an Ionic Liquids Spacer.INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,47(23),9628-9635. |
MLA | Jiang, Yangyang,et al."Asymmetric Aldol Addition by Oligopeptide Immobilized on Magnetic Particles through an Ionic Liquids Spacer".INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH 47.23(2008):9628-9635. |
入库方式: OAI收割
来源:过程工程研究所
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