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两相体系中羟化酶催化-1,2,3,4-四氢喹啉不对称羟基化反应
引用本文:李珂,杨敏,崔宝东,陈永正.两相体系中羟化酶催化-1,2,3,4-四氢喹啉不对称羟基化反应[J].合成化学,2016,24(4):350-354.
作者姓名:李珂  杨敏  崔宝东  陈永正
作者单位:遵义医学院 药学院,贵州 遵义 563000
基金项目:国家自然科学基金资助项目(21162047),贵州省科技厅项目(QKHGZ-2011-7017)
摘    要:以菌株Pseudomonas plecoglossicidas ZMU-T02整细胞为生物催化剂,1,2,3,4-四氢喹啉经不对称羟基化反应合成了(R)-4-羟基-1,2,3,4-四氢喹啉,其结构经1H NMR, 13C NMR, HR-MS和HPLC确证。在细胞浓度为30 g cdw·L-1, pH为9.0,整细胞悬浮液/有机溶剂比例为1 :1的两相体系中,底物浓度为10 mmol·L-1时,收率37%, ee值98%。

关 键 词:1  2  3  4-四氢喹啉  不对称羟基化  (R)-4-羟基-1  2  3  4-四氢喹啉  生物催化  合成  两相反应  
收稿时间:2016-01-06

Asymmetric Hydroxylation of 1,2,3,4-Tetrahydroquinoline by Hydroxylase-catalyzed Hydroxylation in Two-phase Reaction System
LI Ke,YANG Min,CUI Bao-dong,CHEN Yong-zheng.Asymmetric Hydroxylation of 1,2,3,4-Tetrahydroquinoline by Hydroxylase-catalyzed Hydroxylation in Two-phase Reaction System[J].Chinese Journal of Synthetic Chemistry,2016,24(4):350-354.
Authors:LI Ke  YANG Min  CUI Bao-dong  CHEN Yong-zheng
Institution:School of Pharmacy, Zunyi Medical University, Zunyi 563000, China
Abstract:(R)-4-hydroxy-1,2,3,4-tetrahydroquinoline was synthesized by hydroxylation of 1,2,3,4-tetrahydroquinoline using the whole-cell of Pseudomonas plecoglossicidas ZMU-T02 as biocatalyst.The structure was confirmed by 1 H NMR, 13 C NMR, HR-MS and HPLC.Under the optimized reaction conditionscell density 30 g cdw· L-1, pH 9.0, 50%(V/V) hexadecane as co-solvent], when sub-strate concentration was 10 mmol· L-1 , the yield and ee were 37%and 98%, respectively.
Keywords:1  2  3  4-tetrahydroquinoline  asymmetric hydroxylation  ( R)-4-hydroxy-1  2  3  4-tetra-hydroquinoline  biocatalysis  synthesis  two-phase reaction
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