Biocatalytic production of tetrahydroisoquinolines

被引:77
作者
Ruff, Bettina M. [2 ,3 ]
Braese, S. [3 ]
O'Connor, Sarah E. [1 ,4 ]
机构
[1] John Innes Ctr, Dept Biol Chem, Norwich NR4 7UH, Norfolk, England
[2] MIT, Dept Chem, Cambridge, MA 02139 USA
[3] Karlsruhe Inst Technol, Inst Organ Chem, D-76137 Karlsruhe, Germany
[4] Univ E Anglia, Norwich NR4 7TJ, Norfolk, England
基金
英国工程与自然科学研究理事会; 英国生物技术与生命科学研究理事会;
关键词
Biocatalysis; Pictet-Spengler reaction; Norcoclaurine synthase; Tetrahydroisoquinoline alkaloids; NORCOCLAURINE SYNTHASE; ANALOGS; ENZYME;
D O I
10.1016/j.tetlet.2011.12.089
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The promiscuity of the enzyme norcoclaurine synthase is described. This biocatalyst yielded a diverse array of substituted tetrahydroisoquinolines by cyclizing dopamine with various acetaldehydes in a Pictet-Spengler reaction. This enzymatic reaction may provide a biocatalytic route to a range of tetrahydroisoquinoline alkaloids. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1071 / 1074
页数:4
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