中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
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
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://WOS:000261279700076
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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