Plants utilize a protection/deprotection strategy in limonoid biosynthesis: A “missing link” carboxylesterase boosts yields and provides insights into furan formation

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Hodgson, Hannah, Stephenson, Michael J., Kikuchi, Shingo, Martin, Laetitia B. B., Liu, Jack C. T., Casson, Rebecca, Rejzek, Martin, Sattely, Elizabeth S. and Osbourn, Anne (2024) Plants utilize a protection/deprotection strategy in limonoid biosynthesis: A “missing link” carboxylesterase boosts yields and provides insights into furan formation. Journal of the American Chemical Society, 146 (43). pp. 29305-29310. ISSN 0002-7863

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Abstract

The furan ring is a defining feature of limonoids, a class of highly rearranged and bioactive plant tetranortriterpenoids. We recently reported an apparent complete biosynthetic pathway to these important natural furanoids. Herein, we disclose the subsequent discovery of a yield-boosting “missing link” carboxylesterase that selectively deprotects a late-stage intermediate, so triggering more efficient furan biosynthesis. This has allowed, for the first time, the isolation and structural elucidation of unknown intermediates, refining our understanding of furan formation in limonoid biosynthesis.

Item Type: Article
Additional Information: Funding information: The work undertaken in A.O.’s laboratory was partly funded through a Biotechnology and Biological Sciences Research Council Industrial Partnership (BBSRC) Award with Syngenta (BB/T015063/1), and A.O.’s lab is also supported by the John Innes Foundation and the BBSRC Institute Strategic Programme Grant “Molecules from Nature–Products and Pathways” (BBS/E/J/00PR9790). E.S.’s lab is supported by NIH U01 GM110699 and R01 GM121527 and M.J.S by internal University of East Anglia funding.
Uncontrolled Keywords: catalysis,chemistry(all),biochemistry,colloid and surface chemistry ,/dk/atira/pure/subjectarea/asjc/1500/1503
Faculty \ School: Faculty of Science > School of Chemistry, Pharmacy and Pharmacology
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Depositing User: LivePure Connector
Date Deposited: 05 Feb 2025 16:30
Last Modified: 09 Feb 2025 07:30
URI: https://ueaeprints.uea.ac.uk/id/eprint/98402
DOI: 10.1021/jacs.4c11213

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