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Study On The Synthesise Of Cyclopen -Tadecanolide With Long-Chain Fatty Acid Ester By Lipase

Posted on:2006-08-02Degree:MasterType:Thesis
Country:ChinaCandidate:F ShenFull Text:PDF
GTID:2121360152994431Subject:Forest Chemical Processing Engineering
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Cyclopentadecanolide is an important macrocycle musk, which not only has delicate odour of musk, but also can make the perfume compound elegant and gentle. It is widely used in many fields , such as perfume, cosmetic, food, and medical etc. Since we have no ability to produce Cyclopentadecanolide in our country at present, it completely depends on importing. So it has great economic meaning to research Cyclopentadecanolide.In this paper, a kind of lipase from microbe was used as a catalyst to synthesize cyclopentadecanolide. The substrate was 15-hydroxy pentadecanoic acid methyl ester, 15-hydroxy pentadecanoic acid ethyl ester and 15-hydroxy pentadecanoic acid propyl ester. The research mainly concludes four aspects: (1)Screen ing of strains producing lipase used to synthesize cyclopentadecanolide and studying on effects of close- cycle reaction of cyclopentadecanolide; (2) Study on the selectivity of lactonization to three different ester;(3)Effects of solvent on close-cycle of 15-hydroxy pentadecanoic acid methyl ester and 15-hydroxy pentadecanoic acid ethyl ester by lipase; (4)Purification of lipase.Candida sp. GXU08 out of fifteen lipase produced strains was obtained to have orienting lactonization abilities to 15-hydroxy pentadecanoic acid methyl ester. The GXU08 lipase was used as a catalyst to synthesize cyclopentadecanolide by close- cycle of 15-hydroxy pentadecanoic acid methyl ester. Such effects as lipase activity, reaction time , temperature , pH etc on the conversion have been studied.Three different substrates (15-hydroxy pentadecanoic acid methyl ester, 15-hydroxy pentadecanoic acid ethyl ester , 15-hydroxy pentadecanoic acid propyl ester)have been studied on the selectivity of lactonization for the first time. It indicates that GXU08 lipase hasbest catalytic capability to 15-hydroxy pentadecanoic acid ethyl ester.Effects of solvent on close- cycle of 15-hydroxy pentadecanoic acid methyl ester and 15-hydroxy pentadecanoic acid ethyl ester bylipase have been mainly studied. It shows that dielectric constant e of solvent is bound up with the quality of eyelopentadecanolide unitlipase. The quality will be large if e is small. The lipase shows great cataltic capability to two substrats in cyclohexane.It is found that the activity of Candida sp. GXU08 lipase was distributed over 40%~60% saturation of ammonium sulfate. The collection of 40%~60% settlings will be taken to a further purification with ion Exchange Chromatography and Gel Chromatography. Crude lipase can't be seperated ideally after ion Exchange Chromatography but can obtain two obvious protein peak through Gel Chromatography. The freeze dried two kinds of lipase all have catalytic capability. The content of protein was assayed by Coomassie Brilliant Blue . It shows that lipase of little peak has less protein content than big peak but has larger catalytic capability. So it has wide outlook.
Keywords/Search Tags:15-hydroxy pentadecanoic acid methyl ester, 15-hydroxy pentadecanoic acid ethyl ester, 15-hydroxy pentadecanoic acid propyl ester, cyclopentadecanolide, lipase
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