| Candida rugosa Lipase－catalyzed Kinetic Resolution of Hydroxyalkanephosphonates |
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| 引用本文： | 张永辉,徐成富,李晋峰,袁承业.Candida rugosa Lipase－catalyzed Kinetic Resolution of Hydroxyalkanephosphonates[J].中国化学,2003,21(7):883-892. |
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| 作者姓名： | 张永辉 徐成富 李晋峰 袁承业 |
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| 作者单位： | ShanghaiInstituteofOrganicChemistry,ChineseAcademyofSciences,Shanghai200032,China |
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| 基金项目： | Project supported by the National Natural Science Foundation of China(Nos.20272075,20072052). |
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| 摘 要： | An efficient lipase-catalyzedenantioselective hydrolysis of butyryloxyalkanephosphonates in water-equillbrated diisopropyl ether was developed. The relationship between the substrates‘ structure and the reactivity, as well as the enantioselectivlty 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 Xray crystallographic analysis. Optically pure 2-hydroxy-2-arylethanephosphonates, 3-hydroxy-3-phenylpropanephosphonate, and 3, 3, 3-trifluoro-2-hydroxypropanephosphonates were conveniently prepared in this manner.
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| 关 键 词： | 假丝酵母 酶催化 动力学模型 羟基烷烃膦酸酯 水解 合成 |
Candida rugosa Lipase-catalyzed Kinetic Resolution of Hydroxy-alkanephosphonates |
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| ZHANG,Yong-Hui XU,Cheng-Fu LI,Jin-Feng
YUAN,Cheng-Ye.Candida rugosa Lipase-catalyzed Kinetic Resolution of Hydroxy-alkanephosphonates[J].Chinese Journal of Chemistry,2003,21(7):883-892. |
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| Authors: | ZHANG Yong-Hui XU Cheng-Fu LI Jin-Feng
YUAN Cheng-Ye |
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| Institution: | ZHANG,Yong-Hui XU,Cheng-Fu LI,Jin-Feng
YUAN,Cheng-Ye
Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China |
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| 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. |
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| Keywords: | Candida rugosa lipase hydrolysis hydroxyalka-nephosphonate |
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