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Enzymatic Ammonolysis of Ethyl 4-chloro-3-hydroxybutanoate in Organic Solvents

Author: JinYong
Tutor: YangLiRong
School: Zhejiang University
Course: Biochemical Engineering
Keywords: Lipase Ammonolysis 4 - chloro-3 - hydroxybutyrate Dynamics
CLC: O643.1
Type: Master's thesis
Year: 2006
Downloads: 170
Quote: 1
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Abstract


4 - chloro-3 - hydroxybutyrate (CHBE) , is an important chiral intermediates , the use of statins and alkaloids it can be prepared . The preparation of optically pure CHBE chiral ruthenium catalyst asymmetric reduction of the following three types: the preparation of chiral CHBE, split racemic CHBE of enzyme-catalyzed selective reduction of microorganisms . The lipase ammonia solution of reaction split racemic CHBE . The reaction equation is as follows : the used racemic herein CHBE, the release of ammonia and ammonium carbamate salt decomposition as the substrate, the decomposition reaction by the lipases in the organic phase catalytic ammonia , obtained by reaction of S-configuration of the amide , to achieve purpose of split racemic CHBE the . After screening of the enzyme as well as the organic solvent , to determine a preferred lipase and solvent were Novozym435 and dioxane . Followed by further reaction temperature , substrate concentration , external diffusion and the amount of enzyme reaction process . Draw a better response by the experimental conditions were as follows : 40 ° C , the substrate concentration 0.5mol / 1, the enzyme concentration 10mg/ml, shaking speed of 200 rev / min . Reacted for 18 hours and and substrate ee values ??of the R configuration and conversion rate can reach 99% and 65.2% respectively . The reasons for temperature effects Ammonolysis enantiomer selection ratio was analyzed, the temperature of the racemization reaction was calculated to 352K, and Hill experiments verify . According to the experimental results and the analysis of the reaction process , the establishment of the reaction of the reaction mechanism in line with the the bisubstrate double product of the ping-pong mechanism . Deduced from the process speed equations and initial velocity equation , fitting the initial velocity equation parameters . The results showed that a good agreement of the calculated and experimental data of the model .

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CLC: > Mathematical sciences and chemical > Chemistry > Physical Chemistry ( theoretical chemistry ),chemical physics > Chemical kinetics,catalysis > Chemical kinetics
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