Biocatalytic routes to stereo-divergent iridoids

Néstor J. Hernández Lozada, Benke Hong, Joshua C. Wood, Lorenzo Caputi, Jérôme Basquin, Ling Chuang, Maritta Kunert, Carlos E. Rodríguez López, Chloe Langley, Dongyan Zhao, C. Robin Buell, Benjamin R. Lichman and Sarah E. O’Connor ()
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Néstor J. Hernández Lozada: Max-Planck Institute for Chemical Ecology, Department of Natural Product Biosynthesis
Benke Hong: Max-Planck Institute for Chemical Ecology, Department of Natural Product Biosynthesis
Joshua C. Wood: Center for Applied Genetic Technologies, University of Georgia
Lorenzo Caputi: Max-Planck Institute for Chemical Ecology, Department of Natural Product Biosynthesis
Jérôme Basquin: Max-Planck Institute for Biochemistry, Department of Structural Cell Biology
Ling Chuang: Max-Planck Institute for Chemical Ecology, Department of Natural Product Biosynthesis
Maritta Kunert: Max-Planck Institute for Chemical Ecology, Department of Natural Product Biosynthesis
Carlos E. Rodríguez López: Max-Planck Institute for Chemical Ecology, Department of Natural Product Biosynthesis
Chloe Langley: Max-Planck Institute for Chemical Ecology, Department of Natural Product Biosynthesis
Dongyan Zhao: Center for Applied Genetic Technologies, University of Georgia
C. Robin Buell: Center for Applied Genetic Technologies, University of Georgia
Benjamin R. Lichman: University of York, Department of Biology, Centre for Agricultural Products
Sarah E. O’Connor: Max-Planck Institute for Chemical Ecology, Department of Natural Product Biosynthesis

Nature Communications, 2022, vol. 13, issue 1, 1-13

Abstract: Abstract Thousands of natural products are derived from the fused cyclopentane-pyran molecular scaffold nepetalactol. These natural products are used in an enormous range of applications that span the agricultural and medical industries. For example, nepetalactone, the oxidized derivative of nepetalactol, is known for its cat attractant properties as well as potential as an insect repellent. Most of these naturally occurring nepetalactol-derived compounds arise from only two out of the eight possible stereoisomers, 7S-cis-trans and 7R-cis-cis nepetalactols. Here we use a combination of naturally occurring and engineered enzymes to produce seven of the eight possible nepetalactol or nepetalactone stereoisomers. These enzymes open the possibilities for biocatalytic production of a broader range of iridoids, providing a versatile system for the diversification of this important natural product scaffold.

Date: 2022
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DOI: 10.1038/s41467-022-32414-w

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