Study on Enzymatic Synthesis of Trehalose Azelaic Acid Ester and It’s Biological Activity / 以酵素法合成海藻糖壬二酸酯及其生理活性開發之研究

碩士 / 大葉大學 / 生物產業科技學系 / 103 / Trehalose is a non-reducing sugar which exist in plants, animals and micro-organisms .When the organism under stress environmental conditions such as high salt, high pH, high temperature , low temperature, or osmotic pressure changes, it will provide protective effect to give macromolecules to have thermal stability, antifreeze, anti-drying and other functions. It’s sugar ester derivatives are non-ionic surfactants and have been widely utilized in food, cosmetic and pharmaceutical applications. They can be synthesized as a biosurfactant by enzymatic method to give non-toxic , renewable and biodegradable advantages. In this study, we plan to use Novozym 435 (immobilized lipase from Candida antarctica ) as biocatalyst to produce trehalose azelaic acid ester (TAAE) in DMSO. The result shows that the highest molar conversion rate of TAAE can be reached to 88.8 ±0.3 % at 40 ºC using 1:4 of substrate molar ratio (trehalose: azelaic acid), 5,000 PLU of Novozym 435, 5% of water content for 96 h. Two kinds of high purity trehalose azelaic acid ester (TAAE-1 and TAAE-2) were obtained by HPLC. Among which, the TAAE-1 doesn’t have significant effects on biological activities. But TAAE-2 (48.3±1.8 %) give 24 % of antioxidant activity higher than that of azelaic acid. The tyrosinase inhibition activity was 74.1±2.8 %, which is at least 24% high than that of azelaic acid). For angiotensin I-converting enzyme inhibitory activity, the TAAE-2 give 81.3 ± 18.8 % which is 17.7 % higher than that of COZZAR containing 33,000 ppm Losartan potassium. The results of 1H and 13C-NMR spectrum measurement showed that the ester bonds does presence in the chemical structure, which can be used as reference for further industrial applications.

Identiferoai:union.ndltd.org:TW/103DYU00111019
Date January 2015
CreatorsPO-MIN HSU, 徐博珉
ContributorsShu-Wei Chang, SHI-JIE LI, 張淑微, 李世傑
Source SetsNational Digital Library of Theses and Dissertations in Taiwan
Languagezh-TW
Detected LanguageEnglish
Type學位論文 ; thesis
Format86

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