Enzyme catalysed Pictet-Spengler formation of chiral 1,1’-disubstituted- and spiro-tetrahydroisoquinolines
The Pictet-Spengler condensation of β-arylethylamine and carbonyl compounds is an important step in the synthesis of bioactive alkaloids. Here, the authors report a Pictet-Spengler reaction between dopamine and unactivated ketones catalysed by norcoclaurine synthase and its engineered variants.
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Nature Portfolio
2017
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oai:doaj.org-article:5064c200fc83450fa59809ac2239395e2021-12-02T14:41:11ZEnzyme catalysed Pictet-Spengler formation of chiral 1,1’-disubstituted- and spiro-tetrahydroisoquinolines10.1038/ncomms148832041-1723https://doaj.org/article/5064c200fc83450fa59809ac2239395e2017-04-01T00:00:00Zhttps://doi.org/10.1038/ncomms14883https://doaj.org/toc/2041-1723The Pictet-Spengler condensation of β-arylethylamine and carbonyl compounds is an important step in the synthesis of bioactive alkaloids. Here, the authors report a Pictet-Spengler reaction between dopamine and unactivated ketones catalysed by norcoclaurine synthase and its engineered variants.Benjamin R. LichmanJianxiong ZhaoHelen C. HailesJohn M. WardNature PortfolioarticleScienceQENNature Communications, Vol 8, Iss 1, Pp 1-9 (2017) |
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Science Q Benjamin R. Lichman Jianxiong Zhao Helen C. Hailes John M. Ward Enzyme catalysed Pictet-Spengler formation of chiral 1,1’-disubstituted- and spiro-tetrahydroisoquinolines |
description |
The Pictet-Spengler condensation of β-arylethylamine and carbonyl compounds is an important step in the synthesis of bioactive alkaloids. Here, the authors report a Pictet-Spengler reaction between dopamine and unactivated ketones catalysed by norcoclaurine synthase and its engineered variants. |
format |
article |
author |
Benjamin R. Lichman Jianxiong Zhao Helen C. Hailes John M. Ward |
author_facet |
Benjamin R. Lichman Jianxiong Zhao Helen C. Hailes John M. Ward |
author_sort |
Benjamin R. Lichman |
title |
Enzyme catalysed Pictet-Spengler formation of chiral 1,1’-disubstituted- and spiro-tetrahydroisoquinolines |
title_short |
Enzyme catalysed Pictet-Spengler formation of chiral 1,1’-disubstituted- and spiro-tetrahydroisoquinolines |
title_full |
Enzyme catalysed Pictet-Spengler formation of chiral 1,1’-disubstituted- and spiro-tetrahydroisoquinolines |
title_fullStr |
Enzyme catalysed Pictet-Spengler formation of chiral 1,1’-disubstituted- and spiro-tetrahydroisoquinolines |
title_full_unstemmed |
Enzyme catalysed Pictet-Spengler formation of chiral 1,1’-disubstituted- and spiro-tetrahydroisoquinolines |
title_sort |
enzyme catalysed pictet-spengler formation of chiral 1,1’-disubstituted- and spiro-tetrahydroisoquinolines |
publisher |
Nature Portfolio |
publishDate |
2017 |
url |
https://doaj.org/article/5064c200fc83450fa59809ac2239395e |
work_keys_str_mv |
AT benjaminrlichman enzymecatalysedpictetspenglerformationofchiral11disubstitutedandspirotetrahydroisoquinolines AT jianxiongzhao enzymecatalysedpictetspenglerformationofchiral11disubstitutedandspirotetrahydroisoquinolines AT helenchailes enzymecatalysedpictetspenglerformationofchiral11disubstitutedandspirotetrahydroisoquinolines AT johnmward enzymecatalysedpictetspenglerformationofchiral11disubstitutedandspirotetrahydroisoquinolines |
_version_ |
1718389987578216448 |