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含离子液体介质中生物拆分制备S-(+)-2,2-二甲基环丙烷甲酸 被引量:4

Preparation of S-(+)-2,2-dimethylcyclopropanecarboxylic acid by enzymatic resolution in an ionic liquid-containing system
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摘要 以含离子液体共溶剂体系为反应介质,采用脂肪酶Novozym 435生物拆分2,2-二甲基环丙烷甲酸乙酯(DMCPE)制备S-(+)-2,2-二甲基环丙烷甲酸(S-(+)-DMCPA).研究表明:Novozym435在含离子液体[BMIM]OTF体系中的催化活性和立体选择性最好.通过对离子液体体积分数、缓冲液pH值、底物浓度及反应时间等因素的考察,确定最佳反应条件:[BMIM]OTF体积分数6%,Novozym 435用量16g/L,DMCPE浓度100mmol/L,缓冲液pH 7.2,30℃,反应52h.在优化的条件下,产率达47.4%,ee值为97.4%.考察了脂肪酶Novozym 435的重复利用情况,结果发现:脂肪酶可重复使用4次.与水相拆分相比,采用含亲水性离子液体[BMIM]OTF共溶剂体系进行DMCPE的生物拆分,底物浓度可由65mmol/L提高到100mmol/L,反应时间缩短12h,有效地提高了反应效率. Enzymatic resolution of ethyl-2, 2-dimethylcyclopropanecarboxylate (DMCPE) to S-(+)-2, 2-dimethylcyclopropanecarboxylic acid (S-(+)-DMCPA) catalyzed by lipase Nov0zym 435 was performed in an ionic liquid-containing system. Among the seven ionic liquids investigated, [BMIM]OTF showed the best activity and enantioselectivity. Some key reaction parameters, such as [BMIM]OTF concentration, pH, substrate concentration and reaction time were investigated, respectively. The optimum conditions for the preparation of S-(+)-DMCPA were found to be as follows: 6% [BMIM]OTF, 16 g/L Novozym 435, 100 mmol/L DMCPE, pH 7.2, at 30 ℃ for 52 h. Under above optimal conditions, the best yield of 47.4% was obtained with the ee value of 97.4%. The biocatalytic activity of Novozym 435 was found to be relatively stable in an ionic liquid-containing system after being repeatedly used for four batches. The results demonstrate that the enzymatic resolution is more efficient in an ionic liquid-containing system than that in the phosphate buffer solution, the substrate concentration increased from 65 mmol/L to 100 mmol/L and the reaction time was shortened by 12 h.
出处 《浙江工业大学学报》 CAS 2013年第4期409-413,435,共6页 Journal of Zhejiang University of Technology
基金 国家自然科学基金资助项目(21076193) 浙江省科技厅重大科技攻关项目(2010C11040) 浙江省公益性技术应用研究计划项目(2011C33005)
关键词 离子液体 Novozym 435 生物拆分 S-(+)-2 2-二甲基环丙烷甲酸 ionic liquid Novozym 435 enzymatic resolution S-(+)-2,2-dimethylcyclopropane-carboxylic acid
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  • 1何军邀,孙志浩,郑璞,韩丽.水/有机溶剂两相体系微生物催化不对称还原制备(S)-4-氯-3-羟基丁酸乙酯[J].高校化学工程学报,2007,21(2):310-315. 被引量:7
  • 2WELTON T.Room-temperature ionic liquids.Solvents forsynthesis and catalysis[J].Chemical reviews,1999,99(8):2071-2084.
  • 3WASSERSCHEID P,KEIM W.Ionic liquids-new"solutions"for transition metal catalysis[J].Angewandte Chemie,2000,39(21):3772-3789.
  • 4SUAREZ P A,SELBACH V M,DULLIUS J E,et al.En-larged electrochemical window in dialkyl-imidazoliura cationbased room-temperature air and water-stable molten salis[J].Electrochimica Acta,1997,42(16):2533-2535.
  • 5NAVIA P,TRONCOSO J,ROMANI L.Vi.suosaios for ionicliquid binary mixtures with a commonion[J].Journal of Solu-tion Chemistry,2008(37):677-688.
  • 6NAVIA P,TRONCOSO J,ROMANI L.Excess magnitudesfor ionic liquid binary mixtures with a common ion[J].Journalof Chemical &.Engineering Data,2007(52):1369-1374.
  • 7PINTO A M,RODRIGUEZ H,ARCE A,et al.Carbon di-oxide absorption in the ionic liquid 1-ethylpyridimumethylsul-fate and in its mixtures with another ionic liquid[J].Interna-tional Journal of Greenhouse Gas Control,2013,18:296-304.
  • 8YUAN Dan-dan,YAN Cui-hong,LU Bin,et al.Electro-chemical activation of carbon dioxide for synthesis of dimethylcarbonate in an ionic liquid[J].Electrochimica Acta,2009(54):2912-2915.
  • 9ANDANSON J M,BEIER M J,BAIKER A.Binary ionicliquids with a common cation:insight into nanoscopic mixingby infrared spectroscopy[J],The Journal of Physical Chemis-try Letters,2011,2(23):2959-2964.
  • 10ANDANSON J M,JUTZ F,BAIKER A.Supercritical CO2/ionic liquid systems? what can we extract from infrared andRaman spectra?[J].The Journal of Physical Chemistry B,2009,113(30):10249-10254.

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