The ancient CYP716 family is a major contributor to the diversification of eudicot triterpenoid biosynthesis

Karel Miettinen; Jacob Pollier; Dieter Buyst; Philipp Arendt; René Csuk; Sven Sommerwerk; Tessa Moses; Jan Mertens; Prashant D Sonawane; Laurens Pauwels; Asaph Aharoni; José Martins; David R. Nelson; Alain Goossens

doi:10.1038/ncomms14153

The ancient CYP716 family is a major contributor to the diversification of eudicot triterpenoid biosynthesis

Karel Miettinen, Jacob Pollier, Dieter Buyst, Philipp Arendt, René Csuk, Sven Sommerwerk, Tessa Moses, Jan Mertens, Prashant D Sonawane, Laurens Pauwels, Asaph Aharoni, José Martins, David R. Nelson, Alain Goossens

School of Biological Sciences

Research output: Contribution to journal › Article › peer-review

Abstract

Triterpenoids are widespread bioactive plant defence compounds with potential use as pharmaceuticals, pesticides and other high-value products. Enzymes belonging to the cytochrome P450 family have an essential role in creating the immense structural diversity of triterpenoids across the plant kingdom. However, for many triterpenoid oxidation reactions, the corresponding enzyme remains unknown. Here we characterize CYP716 enzymes from different medicinal plant species by heterologous expression in engineered yeasts and report ten hitherto unreported triterpenoid oxidation activities, including a cyclization reaction, leading to a triterpenoid lactone. Kingdom-wide phylogenetic analysis of over 400 CYP716s from over 200 plant species reveals details of their evolution and suggests that in eudicots the CYP716s evolved specifically towards triterpenoid biosynthesis. Our findings underscore the great potential of CYP716s as a source for generating triterpenoid structural diversity and expand the toolbox available for synthetic biology programmes for sustainable production of bioactive plant triterpenoids.

Original language	English
Article number	14153
Number of pages	13
Journal	Nature Communications
Volume	8
Issue number	1
DOIs	https://doi.org/10.1038/ncomms14153
Publication status	Published - 6 Feb 2017

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Miettinen, K., Pollier, J., Buyst, D., Arendt, P., Csuk, R., Sommerwerk, S., Moses, T., Mertens, J., Sonawane, P. D., Pauwels, L., Aharoni, A., Martins, J., Nelson, D. R., & Goossens, A. (2017). The ancient CYP716 family is a major contributor to the diversification of eudicot triterpenoid biosynthesis. Nature Communications, 8(1), [14153]. https://doi.org/10.1038/ncomms14153

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abstract = "Triterpenoids are widespread bioactive plant defence compounds with potential use as pharmaceuticals, pesticides and other high-value products. Enzymes belonging to the cytochrome P450 family have an essential role in creating the immense structural diversity of triterpenoids across the plant kingdom. However, for many triterpenoid oxidation reactions, the corresponding enzyme remains unknown. Here we characterize CYP716 enzymes from different medicinal plant species by heterologous expression in engineered yeasts and report ten hitherto unreported triterpenoid oxidation activities, including a cyclization reaction, leading to a triterpenoid lactone. Kingdom-wide phylogenetic analysis of over 400 CYP716s from over 200 plant species reveals details of their evolution and suggests that in eudicots the CYP716s evolved specifically towards triterpenoid biosynthesis. Our findings underscore the great potential of CYP716s as a source for generating triterpenoid structural diversity and expand the toolbox available for synthetic biology programmes for sustainable production of bioactive plant triterpenoids.",

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AU - Miettinen, Karel

AU - Pollier, Jacob

AU - Buyst, Dieter

AU - Arendt, Philipp

AU - Csuk, René

AU - Sommerwerk, Sven

AU - Moses, Tessa

AU - Mertens, Jan

AU - Sonawane, Prashant D

AU - Pauwels, Laurens

AU - Aharoni, Asaph

AU - Martins, José

AU - Nelson, David R.

AU - Goossens, Alain

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AB - Triterpenoids are widespread bioactive plant defence compounds with potential use as pharmaceuticals, pesticides and other high-value products. Enzymes belonging to the cytochrome P450 family have an essential role in creating the immense structural diversity of triterpenoids across the plant kingdom. However, for many triterpenoid oxidation reactions, the corresponding enzyme remains unknown. Here we characterize CYP716 enzymes from different medicinal plant species by heterologous expression in engineered yeasts and report ten hitherto unreported triterpenoid oxidation activities, including a cyclization reaction, leading to a triterpenoid lactone. Kingdom-wide phylogenetic analysis of over 400 CYP716s from over 200 plant species reveals details of their evolution and suggests that in eudicots the CYP716s evolved specifically towards triterpenoid biosynthesis. Our findings underscore the great potential of CYP716s as a source for generating triterpenoid structural diversity and expand the toolbox available for synthetic biology programmes for sustainable production of bioactive plant triterpenoids.

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The ancient CYP716 family is a major contributor to the diversification of eudicot triterpenoid biosynthesis

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