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Study On Synthesis Of Cleavable Surfactants And Their Interaction With Protein

Posted on:2006-04-16Degree:MasterType:Thesis
Country:ChinaCandidate:J DongFull Text:PDF
GTID:2121360155457018Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Though surfactants are of great importance in many fields inclusive of detergent industry, pharmaceutical industry and petroleum industry, many disadvantages of foaming and emulsification caused by their residues, especially ill effects on environment have aroused much more attention. Cleavable surfactants are characteristic of their friendliness to surroundings, because there appear no above-mentioned shortcomings brought out by regular surfactants. Now new functions after cleavage have become a hot topic to further exploit more properties. Additionally, it is necessary to study the interaction between proteins and surfactants in scientific research, and the separation and analysis techniques of proteins have been developed to a much advanced step by using the methods of two-dimensional gel electrophoresis analysis, chromatography, mass spectrometry and so on. However, it is unavoidable to change proteins' configuration or their coiling shapes by experiencing denaturation procedures. Traditional denaturants including urea and carbamidine will cause difficult separation, if too many such reagents are added. Common surfactants such as sodium dodecylsulfonate (SDS) are efficient but disadvantageous, for foaming and emulsification occur against the addition into the system. Herein cleavable surfactants containing 1,3-dioxane or 1,3-dioxolane rings are synthesized, and their critical micelle concentration (CMC) values as well asdestructibility are also determined. Besides, the interaction between these surfactants and bovine serum albumin (BSA) is studied by fluorescence spectroscopy.In the thesis, six acetal and ketal intermediates are synthesized starting from aldehyde, ketone, glycerol and pentaerythritol, and then after reaction with 1,3-propane-sultone, six surfactants are produced including single anionic one containing 1,3-dioxolane ring and double anionic one containing 1,3-dioxane acetal ring. Meanwhile, the optimum conditions of reaction time, material ratio and the amount of catalysts etc are also studied in detail. To get much better results, separation and purification methods are also further clarified. The structures of the new compounds are characterized by IR and 'HNMR spectra.The CMC values of those surfactants are determined by using conductance method. And it is indicated that CMC value decreases with the increase of aryl chains, and the values of double anionic surfactants are lower than those of single anionic surfactants. Additionally, the decomposing abilities are also investigated for the products in acidic conditions.The interaction between the synthesized surfactants and BSA is studied by recording the fluorescence spectra. It shows that quenching effects occur, and the curve obeys the Stern-Volmer equation well. Correspondingly, the quenching constants are also calculated. The binding sites and constants are also estimated based on the relationship between fluorescence intensity and...
Keywords/Search Tags:Cleavable surfactants, Denaturation, Critical micelle concentration, Static quenching
PDF Full Text Request
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