期刊文献+

类红球细菌羧酸酯酶催化1-苯乙醇的转酯反应研究 被引量:2

The Study of Transesterification Catalyzed by Rhodobacter Sphaeroides Esterase
下载PDF
导出
摘要 以来源于类红球细菌(Rhodobacter sphaeroides)的羧酸酯酶RspE为催化剂,首次探讨了它在有机溶剂中的催化特性,并在研究中将1-苯乙醇与乙酸乙烯酯的转酯反应作为模型反应。比较5种不同有机溶剂以及4个不同温度对酯酶RspE催化反应的影响,发现在45oC乙腈作为溶剂时酶的催化活性最高。而在酶的稳定性研究中,发现酯酶RspE在有机溶剂中暴露4天后,催化转酯反应进行两天的保留活性为58.3%,表明有机溶剂中的长时间暴露使得酯酶的催化活性有损失。在最适条件下反应6天后的结果显示,转化率达到了47.9%,而对映体选择性值达到了64,表明该羧酸酯酶对1-R-苯乙醇具有良好的手性选择性。经本实验研究发现,类红球细菌羧酸酯酶RspE在有机溶剂中能够有选择性地催化1-苯乙醇转酯反应的进行,表明该酯酶不但可以在水相中催化水解反应的进行,还可以作为一种新的生物催化剂应用于有机相催化工业。 In this study, a carboxyl esterase from Rhodobacter sphaeroides was introduced as a catalyst in organic solvent, and the transesterification of 1-phenethyl alcohol and vinyl acetate was served as a model reaction. It was found that changes in used solvent and temperature influence the activity of the esterase and it was observed that the highest activity was obtained when acetonitrile was served as the solvent with the catalytic temperature of 45℃. However, after four days' exposure in organic solvent, the relative activity of the esterase decreases to 58.3%, which indicates that the esterase is partially denatured due to the toxicity of organic solvent. Six days' reaction carried out in optimal condition shows that the molar conversation reaches to 47.9% and the E value is 64. It demonstrated that this carboxyl esterase displays high enantioselectivity toward R-1-phenetyl alcohol and can be applied to industrial manufacturing as a novel biocatalyst.
出处 《高校化学工程学报》 EI CAS CSCD 北大核心 2013年第2期339-343,共5页 Journal of Chemical Engineering of Chinese Universities
基金 国家自然科学基金(21176215) 浙江省自然科学基金杰出青年基金(R4110092)
关键词 类红球菌羧酸酯酶 有机溶剂 转酯反应 手性选择性 Rhodobacter sphaeroides carboxyl esterase organic solvent transesterification enantioselectivity
  • 相关文献

参考文献12

  • 1Dordick J S. Enzymatic catalysis in monophasic organic solvents [J]. Enzyme and Microbial Technology, 1989, 11:194-211.
  • 2Georges L, Jacques B, Christian T, et al. Lipase catalyzed reactions and strategy for alcohol resolution [J]. Tetrahedron Letters, 1986, 27(1):29-32.
  • 3孙猛,尹春华,陈君,陈必强,谭天伟.固定化假丝酵母脂肪酶催化合成辛酸甘油酯[J].化工进展,2006,25(11):1328-1331. 被引量:4
  • 4Ajay K, Richard A G. Candida antarctica lipase B catalyzed transesterification: New synthetic routes to copolyesters [J]. Journal of the American Chemical Society, 2000, 122(48): 11767-11770.
  • 5曹淑桂,刘占斌,冯雁,丁忠田,程玉华.脂肪酶在有机溶剂中催化酯合成和酯交换反应[J].高等学校化学学报,1991,12(11):1555-1557. 被引量:6
  • 6张中义,吴新侠.脂肪酶的研究进展[J].食品与药品,2007,9(12A):54-56. 被引量:14
  • 7Enzo S, Patrizia F, Paride G. Lipase-catalyzed transesterification in organic solvents: Applications to the preparation of enantiomerically pure compounds [J]. Enzyme and Microbial Technology, 1993, 15(5): 367-382.
  • 8Wang B, Tang X L, Liu J, et al. Escherichia coli BioH: a highly enantioselective and organic solvent tolerant esterase for kinetic resolution of sec-alcohols [J]. Tetrahedron Letters, 2010, 51 (48): 6360-6384.
  • 9Liu J, Tang X L, Wang B, et al. Cloning, screening and characterization of ester hydrolases with enantioselectivity in typical bacteria [J]. Process Biochemistry, 2010, 45(4):475-480.
  • 10汤晓玲,于洪巍.通过定向进化策略提高酯酶立体选择性的研究[J].高校化学工程学报,2011,25(2):283-288. 被引量:3

二级参考文献13

共引文献25

同被引文献40

  • 1马宁,谢文磊.磁性高分子微球固定化酶的制备及应用[J].现代化工,2007,27(z1):364-369. 被引量:6
  • 2宣磊,郑建永,何耀莹,汪钊.微生物酯酶催化合成(R)-3-羟基丁酸乙酯[J].发酵科技通讯,2013,42(2):13-17. 被引量:3
  • 3姚继承,张宗奇,罗昌琦,曾大彬.酯化红曲在强化大曲生产中的应用[J].酿酒,2004,31(6):23-24. 被引量:18
  • 4丘振宇,王亚琴,许喜林.红曲霉的特点及应用研究[J].食品工业科技,2006,27(12):186-188. 被引量:31
  • 5Sebastidn T,Mario D. BaigorftS L. Swathy et al. Enzymaticsynthesis of banana flavour ( isoamyl acetate) by Bacilluslicheniformis S-86 esterase[ J]. Food Research IrUemation-a/,2009,42:454^60.
  • 6Jiang L, Yu H W. An example of enzymatic promiscuity:the Baylis-Hillman reaction catalyzed by a biotin esterase(BioH ) from Escherichia coli [ J ]. Biotechnol Leif, 2014,36:99-103.
  • 7Teodora B, Marco F, Paolo B et al. Regioselective depro-tection of peracetylated disaccharides at the primary posi-tion catalyzed by immobilized acetyl xylan esterase fromBacillus pumilus[ J]. Eur J Org Chem,2011,6 181-6 185.
  • 8Song C F, Sheng L Q, Zhang X B. Immobilization andCharacterization of a Thermostable Lipase[ J] . Mar Bio-technol ,2013,15 ;659-667.
  • 9Tian K, Yang C H, Wei X F et al. Optimization ofAPE1547-catalyzed enantioselective transesterification of(R/S) -2-methyl-l-butanol in an ionic liquidf J] . Biotech-nology and Bioprocess Engineering ,2011,16:337-342.
  • 10Katharina T, Miriam S . Jurgen S et al. Combination of o-lefin metathesis and enzymatic ester hydrolysis in aque-ous media in a one-pot synthesis [ J ]. AdvancedSynthesis&Catalysis j20l 1,353( 13) :2 363-2 367.

引证文献2

二级引证文献6

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部