Nodulisporic acid E biosynthesis: in vivo characterisation of NodD1, an indole-diterpene prenyltransferase that acts on an emindole SB derived indole-diterpene scaffold

Kyle C. Van de Bittner; Rosannah C. Cameron; Leyla Y. Bustamante; Rudranuj Bundela; Sarah A. Kessans; Jan Vorster; Matthew J. Nicholson; Emily J. Parker

doi:10.1039/C9MD00143C

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Nodulisporic acid E biosynthesis: in vivo characterisation of NodD1, an indole-diterpene prenyltransferase that acts on an emindole SB derived indole-diterpene scaffold†

Kyle C. Van de Bittner,

‡^a Rosannah C. Cameron,‡^a Leyla Y. Bustamante,‡^a Rudranuj Bundela,^a Sarah A. Kessans,

^b Jan Vorster,^c Matthew J. Nicholson*^a and Emily J. Parker

*^ad

Author affiliations

* Corresponding authors

^a Ferrier Research Institute, Victoria University of Wellington, Kelburn, Wellington 6012, New Zealand
E-mail: matthew.nicholson@vuw.ac.nz, Emily.parker@vuw.ac.nz

^b Biomolecular Interaction Centre and School of Biological Sciences, University of Canterbury, PO Box 4800, Christchurch 8140, New Zealand

^c School of Chemical and Physical Sciences, Victoria University of Wellington, PO Box 6012, Wellington, New Zealand

^d Maurice Wilkins Centre for Molecular Biodiscovery, New Zealand

Abstract

Prenylation of aromatic compounds is a key tailoring reaction in biosynthesis of bioactive indole-diterpenes. Here, we identify NodD1 as the enzyme responsible for the bisprenylation of nodulisporic acid F. This prenyltransferase showed a preference for its natural indole-diterpene substrate whereas other related enzymes were not able to catalyse this conversion.

This article is part of the themed collection: Natural Products

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Article information

DOI: https://doi.org/10.1039/C9MD00143C
Article type: Research Article
Submitted: 08 Mar 2019
Accepted: 22 May 2019
First published: 27 May 2019

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Med. Chem. Commun., 2019,10, 1160-1164

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Nodulisporic acid E biosynthesis: in vivo characterisation of NodD1, an indole-diterpene prenyltransferase that acts on an emindole SB derived indole-diterpene scaffold

K. C. Van de Bittner, R. C. Cameron, L. Y. Bustamante, R. Bundela, S. A. Kessans, J. Vorster, M. J. Nicholson and E. J. Parker, Med. Chem. Commun., 2019, 10, 1160 DOI: 10.1039/C9MD00143C

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Nodulisporic acid E biosynthesis: in vivo characterisation of NodD1, an indole-diterpene prenyltransferase that acts on an emindole SB derived indole-diterpene scaffold†

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Nodulisporic acid E biosynthesis: in vivo characterisation of NodD1, an indole-diterpene prenyltransferase that acts on an emindole SB derived indole-diterpene scaffold

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