Biocatalytic production of tetrahydroisoquinolines

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 te...

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Bibliographic Details
Published in:Tetrahedron letters 2012-02, Vol.53 (9), p.1071-1074
Main Authors: Ruff, Bettina M., Bräse, S., O’Connor, Sarah E.
Format: Article
Language:English
Subjects:
Alkaloids
Arrays
Biocatalysis
Dopamine
Enzymes
Norcoclaurine synthase
Pictet–Spengler reaction
Tetrahedrons
Tetrahydroisoquinoline alkaloids
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Summary: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.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.12.089