Structural Basis of Cycloaddition in Biosynthesis of Iboga and Aspidosperma Alkaloids

Cycloaddition reactions generate chemical complexity in a single step. Here we report the crystal structures of three homologous plant-derived cyclases involved in the biosynthesis of iboga and aspidosperma alkaloids. These enzymes act on the same substrate, named angryline, to generate three distin...

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Autores principales: Caputi, Lorenzo, Franke, Jakob, Bussey, Kate, Farrow, Scott C., Vieira, Ivo Jose Curcino, Stevenson, Clare E. M., Lawson, David M., O’Connor, Sarah E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7104359/
https://www.ncbi.nlm.nih.gov/pubmed/32066966
http://dx.doi.org/10.1038/s41589-019-0460-x
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author Caputi, Lorenzo
Franke, Jakob
Bussey, Kate
Farrow, Scott C.
Vieira, Ivo Jose Curcino
Stevenson, Clare E. M.
Lawson, David M.
O’Connor, Sarah E.
author_facet Caputi, Lorenzo
Franke, Jakob
Bussey, Kate
Farrow, Scott C.
Vieira, Ivo Jose Curcino
Stevenson, Clare E. M.
Lawson, David M.
O’Connor, Sarah E.
author_sort Caputi, Lorenzo
collection PubMed
description Cycloaddition reactions generate chemical complexity in a single step. Here we report the crystal structures of three homologous plant-derived cyclases involved in the biosynthesis of iboga and aspidosperma alkaloids. These enzymes act on the same substrate, named angryline, to generate three distinct scaffolds. Mutational analysis reveals how these highly similar enzymes control regio- and stereo-selectivity.
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spelling pubmed-71043592020-08-17 Structural Basis of Cycloaddition in Biosynthesis of Iboga and Aspidosperma Alkaloids Caputi, Lorenzo Franke, Jakob Bussey, Kate Farrow, Scott C. Vieira, Ivo Jose Curcino Stevenson, Clare E. M. Lawson, David M. O’Connor, Sarah E. Nat Chem Biol Article Cycloaddition reactions generate chemical complexity in a single step. Here we report the crystal structures of three homologous plant-derived cyclases involved in the biosynthesis of iboga and aspidosperma alkaloids. These enzymes act on the same substrate, named angryline, to generate three distinct scaffolds. Mutational analysis reveals how these highly similar enzymes control regio- and stereo-selectivity. 2020-02-17 2020-04 /pmc/articles/PMC7104359/ /pubmed/32066966 http://dx.doi.org/10.1038/s41589-019-0460-x Text en http://www.nature.com/authors/editorial_policies/license.html#terms Users may view, print, copy, and download text and data-mine the content in such documents, for the purposes of academic research, subject always to the full Conditions of use:http://www.nature.com/authors/editorial_policies/license.html#terms
spellingShingle Article
Caputi, Lorenzo
Franke, Jakob
Bussey, Kate
Farrow, Scott C.
Vieira, Ivo Jose Curcino
Stevenson, Clare E. M.
Lawson, David M.
O’Connor, Sarah E.
Structural Basis of Cycloaddition in Biosynthesis of Iboga and Aspidosperma Alkaloids
title Structural Basis of Cycloaddition in Biosynthesis of Iboga and Aspidosperma Alkaloids
title_full Structural Basis of Cycloaddition in Biosynthesis of Iboga and Aspidosperma Alkaloids
title_fullStr Structural Basis of Cycloaddition in Biosynthesis of Iboga and Aspidosperma Alkaloids
title_full_unstemmed Structural Basis of Cycloaddition in Biosynthesis of Iboga and Aspidosperma Alkaloids
title_short Structural Basis of Cycloaddition in Biosynthesis of Iboga and Aspidosperma Alkaloids
title_sort structural basis of cycloaddition in biosynthesis of iboga and aspidosperma alkaloids
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7104359/
https://www.ncbi.nlm.nih.gov/pubmed/32066966
http://dx.doi.org/10.1038/s41589-019-0460-x
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