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Multi-electrolytes’s Activation Of Lipase For4-methylhept-4-en-1-yn-3-ol Resolution In Organic Media

Posted on:2015-02-26Degree:MasterType:Thesis
Country:ChinaCandidate:L J CuiFull Text:PDF
GTID:2251330425984089Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
Lipase is a kind of important biological catalyst, which is widely applied in many areas, it becomes a research hot spot gradually to improve its catalytic performance in the non-natural environment. Studies showed that the specific activity and enantioselectivity of lipase could be improved remarkably by adding some electrolytes into the reaction system. However, relevant researchs mainly focused on the role of single electrolyte and the types of electrolytes involved were much less, further systematic researchs were not been reported. The aim of this dissertation is to improve the catalytic performance of lipase in organic media. By utilizing lipase as catalyst, the asymmetric transesterification resolution of4-methylhept-4-en-1-yn-3-ol, precursor of chiral chrysanthemum ester pesticides, in hydrophobic organic media was conducted, the effects of9types, including halide, nitrate, sulfate, phosphate et al,51kinds of electrolytes and their different combinations on lipase’s catalytic performance were investigated systematically. The main contents of this work were as follows:The lipase-catalyzed kinetic resolution of4-methylhept-4-en-1-yn-3-ol in organic media was studied. Through screening, the preferable system for the asymmetric transesterification was:PcL and Lipase QL as catalyst, toluene as solvent and vinyl acetate as acyl donor. The optimal reaction temperature for PcL and Lipase QL is35℃and40℃, respectively.Established an electrolytes spectrum by combining with different cations-and anions, which contained9types,51kinds of electrolytes. The effect of single electrolyte and multi-electrolytes’s synergy on PcL’s catalytic performance were investigated systematically. The results indicated that the specific activity of PcL was68times, enantioselectivity,2times higher than that of native lipase with synergistic effect of NaF, Na2HPO4/NaH2PO4and CH3COONa. In the same way, the effect of single electrolyte and multi-electrolytes’s synergy on Lipase QL’s catalytic performance were investigated systematically. The results indicated that the specific activity of Lipase QL was125times, enantioselectivity,1.8times higher than that of native lipase with synergistic effect of CH3COONa, Na2HPO4/NaH2PO4and Ni(CH3COO)2.
Keywords/Search Tags:Organic media, Electrolytes, Lipase, Enantioselectivity, Catalyticactivity
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