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The Research Of Microbial Degradation Of4-Fluoroaniline And Activation Of C-F Bond

Posted on:2014-11-29Degree:MasterType:Thesis
Country:ChinaCandidate:L YangFull Text:PDF
GTID:2251330422953916Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
4-Fluoroaniline (4-FA) is used in the synthsises of pesticides, medicine and dyes asfluorinated aromatic intermediate widely. More and more fluorinated aromaticcompounds were discharged into the environment with the developing of fluorineindustry and widespread use of fluorinated pesticides. Because of introduction offluorine, the fluorinated aromatic compounds are stable and difficult to be degraded inbiological tissue. So it could affect the survival of human by accumulating withbiologic chain. Now how to deal with the contamination caused by fluorinatedaromatic compounds is a burning question.Compared to physical and chemical methods, biodegradation which hashigh-efficiency, simplicity of operation, green and low cost advantages has receivedmore attentions. Our study focused on isolation and identification of efficientbacterium, optimization of the growth and degradation, metabolites and mechanism ofthe degradation. The main research work containing some aspects as followed:①4-fluorianiline as substrate, one degrading culture was obtained from thepollutional soil sample of industrial park yancheng, Jiangsu. Through extraction ofgenomic DNA, polymer chain reaction,16S rDNA, TEM and so on, strain F-1isconfirmed that it is bacillus cereus sized3μm and named as Bacillus Cereus strainF-1.②Via the orthogonal test, the best conditions of growth is that R=180rpm, T=30℃, pH=7.0,5%introduction amount. Through control variate method, the optimalconditions: yeast extract as carbon source, L-lysine as nitogen source and theconcentration of glucose is0.6g/L.③Via ion chromatography the fluoride can be tested, so that Bacillus Cereus strainF-1could catalyze the cleavage of C-F bond. The best conditions of degradation of4-fluoroaniline as follows: t=3d, glucose as co-metabolic substance, theconcentration of glucose is0.6g/L, and pH=7.0.④Two metabolites are obtained by extraction and thin layer chromatography(PE:EA=1:1). Identified by Nuclear Magnetic Resonance and Mass Spectrum, theyare N-(4-Fluorophenyl) acetamide and N-(4-fluorophenyl) propionamide. Finally, the mechanism of biodegradation of4-fluoroaniline can be conjectured on the basis ofreferences.
Keywords/Search Tags:4-Fluoroaniline, C-F bond breaking, Bacillus cereus, co-metabolicsubstance
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