Plants Utilize a Protection/Deprotection Strategy in Limonoid Biosynthesis: A “Missing Link” Carboxylesterase Boosts Yields and Provides Insights into Furan Formation

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.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2024-10-17
DOI
https://doi.org/10.1021/jacs.4c11213
Citations
11
Primary Topic
Phytochemical compounds biological activities
Type
article
Field-Weighted Citation Impact
2.57

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article

Plants Utilize a Protection/Deprotection Strategy in Limonoid Biosynthesis: A “Missing Link” Carboxylesterase Boosts Yields and Provides Insights into Furan Formation

Chun‐Ting Liu, Rebecca Casson, Elizabeth S. Sattely, Laetitia B. B. Martin et al.
11 citations
Journal of the American Chemical Society
Phytochemical compounds biological activities
2.57
article

Plants Utilize a Protection/Deprotection Strategy in Limonoid Biosynthesis: A “Missing Link” Carboxylesterase Boosts Yields and Provides Insights into Furan Formation

Chun‐Ting Liu, Rebecca Casson, Elizabeth S. Sattely, Laetitia B. B. Martin, Michael J. Stephenson, Hannah Hodgson, Shingo Kikuchi, Anne Osbourn, Martin Rejzek
article en
11 citations

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.

Journal of the American Chemical SocietyVol. 146(43)
John Innes Centre (GB), University of East Anglia (GB), Howard Hughes Medical Institute (US), Norwich Research Park (GB), Stanford University (US)
University of East Anglia, John Innes Foundation, National Institutes of Health, Directorate for Biological Sciences, Biotechnology and Biological Sciences Research Council
Zero hunger
Openalex Percentile: Top 10%
Phytochemical compounds biological activities
2.57
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