Lipase-catalyzed enantioselective acylation in the ionic liquid solvent system: Reaction of enzyme anchored to the solvent

被引:189
作者
Itoh, T [1 ]
Akasaki, E [1 ]
Kudo, K [1 ]
Shirakami, S [1 ]
机构
[1] Okayama Univ, Fac Educ, Dept Chem, Okayama 7008530, Japan
关键词
D O I
10.1246/cl.2001.262
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The lipase-catalyzed enantioselective acylation of allylic alcohols in an ionic liquid solvent was demonstrated: the reaction was significantly dependent on the counter anion of the imidazolium salt and good results were obtained when the reaction was carried out in [bmim]PF6 or [bmim]BF4 as solvent. We also first demonstrated that it was possible to repeatedly use the enzyme in the ionic liquid solvent system.
引用
收藏
页码:262 / 263
页数:2
相关论文
共 14 条
  • [1] Hydrophobic, highly conductive ambient-temperature molten salts
    Bonhote, P
    Dias, AP
    Papageorgiou, N
    Kalyanasundaram, K
    Gratzel, M
    [J]. INORGANIC CHEMISTRY, 1996, 35 (05) : 1168 - 1178
  • [2] QUANTITATIVE-ANALYSES OF BIOCHEMICAL KINETIC RESOLUTIONS OF ENANTIOMERS
    CHEN, CS
    FUJIMOTO, Y
    GIRDAUKAS, G
    SIH, CJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (25) : 7294 - 7299
  • [3] Cull SG, 2000, BIOTECHNOL BIOENG, V69, P227
  • [4] Enzymatic catalysis of formation of Z-aspartame in ionic liquid -: An alternative to enzymatic catalysis in organic solvents
    Erbeldinger, M
    Mesiano, AJ
    Russell, AJ
    [J]. BIOTECHNOLOGY PROGRESS, 2000, 16 (06) : 1129 - 1131
  • [5] Room temperature ionic liquids as novel media for 'clean' liquid-liquid extraction
    Huddleston, JG
    Willauer, HD
    Swatloski, RP
    Visser, AE
    Rogers, RD
    [J]. CHEMICAL COMMUNICATIONS, 1998, (16) : 1765 - 1766
  • [6] Lipase-catalyzed reactions in ionic liquids
    Lau, RM
    van Rantwijk, F
    Seddon, KR
    Sheldon, RA
    [J]. ORGANIC LETTERS, 2000, 2 (26) : 4189 - 4191
  • [7] Cr(salen) catalysed asymmetric ring opening reactions of epoxides in room temperature ionic liquids
    Song, CE
    Oh, CR
    Roh, EJ
    Choo, DJ
    [J]. CHEMICAL COMMUNICATIONS, 2000, (18) : 1743 - 1744
  • [8] The use of new ionic liquids in two-phase catalytic hydrogenation reaction by rhodium complexes
    Suarez, PAZ
    Dullius, JEL
    Einloft, S
    DeSouza, RF
    Dupont, J
    [J]. POLYHEDRON, 1996, 15 (07) : 1217 - 1219
  • [9] Remarkable enhancement of lipase catalytic activity: Combined effects of acyl donor and thiacrown ether additive during trans-esterification of 5-phenyl-1-penten-3-ol
    Takagi, Y
    Ino, R
    Kihara, H
    Itoh, T
    Tsukube, H
    [J]. CHEMISTRY LETTERS, 1997, (12) : 1247 - 1248
  • [10] Determination of the absolute configuration of partly fluorinated allylic alcohols; the first synthesis of optically pure 1,2-difluoroallylic alcohols
    Takagi, Y
    Nakatani, T
    Itoh, T
    Oshiki, T
    [J]. TETRAHEDRON LETTERS, 2000, 41 (41) : 7889 - 7892