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Candida rugosa Lipase-catalyzed Kinetic Resolution of Hydroxyalkanephosphonates
Candida rugosa Lipase-catalyzed Kinetic Resolution of Hydroxy-alkanephosphonates
【摘要】 <正> An efficient lipase-catalyzed enantioselective hydrolysis of bu-tyryloxyalkanephosphonates in water-equilibrated diisopropylether was developed. The relationship between the substrates’structure and the reactivity, as well as the enantioselectivity ofthis enzymatic transformation was studied. The catalytic pref-erence of crude Candida rugosa lipase toward such moleculeswas assigned according to modified Mosher’s method and X-ray crystallographic analysis. Optically pure 2-hydroxy-2-arylethanephosphonates, 3-hydroxy-3-phenylpropanephosphon-ate, and 3, 3, 3-trifluoro-2-hydroxypropanephosphonates wereconveniently prepared in this manner.
【Abstract】 An efficient lipase-catalyzed enantioselective hydrolysis of bu-tyryloxyalkanephosphonates in water-equilibrated diisopropyl ether was developed. The relationship between the substrates’ structure and the reactivity, as well as the enantioselectivity of this enzymatic transformation was studied. The catalytic preference of crude Candida rugosa lipase toward such molecules was assigned according to modified Mosher’s method and X-ray crystallographic analysis. Optically pure 2-hydroxy-2-arylethanephosphonates, 3-hydroxy-3-phenylpropanephosphon-ate, and 3,3,3-trifluoro-2-hydroxypropanephosphonates were conveniently prepared in this manner.
【Key words】 Candida rugosa lipase; hydrolysis; hydroxyalka-nephosphonate;
- 【文献出处】 Chinese Journal of Chemistry ,中国化学(英文版) , 编辑部邮箱 ,2003年07期
- 【分类号】O643.3
- 【被引频次】1
- 【下载频次】5