Biosynthesis of barley wax β-diketones: a type-III polyketide synthase condensing two fatty acyl units

Abstract The surface coatings of cereal plants are dominated by waxy β-diketones crucial for drought resistance and, therefore, grain yield. Here, barley (Hordeum vulgare) wax analyses reveal β-diketone and associated 2-alkanol ester profiles suggesting a common C16 3-ketoacid precursor. Isotope ana...

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Main Authors: Yulin Sun, Alberto Ruiz Orduna, Zhonghang Zhang, Sarah J. Feakins, Reinhard Jetter
Format: Article
Language:English
Published: Nature Portfolio 2023-11-01
Series:Nature Communications
Online Access:https://doi.org/10.1038/s41467-023-42917-9
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author Yulin Sun
Alberto Ruiz Orduna
Zhonghang Zhang
Sarah J. Feakins
Reinhard Jetter
author_facet Yulin Sun
Alberto Ruiz Orduna
Zhonghang Zhang
Sarah J. Feakins
Reinhard Jetter
author_sort Yulin Sun
collection DOAJ
description Abstract The surface coatings of cereal plants are dominated by waxy β-diketones crucial for drought resistance and, therefore, grain yield. Here, barley (Hordeum vulgare) wax analyses reveal β-diketone and associated 2-alkanol ester profiles suggesting a common C16 3-ketoacid precursor. Isotope analysis further shows that the major (C31) diketone is synthesized from two plastidial C16 acyl units. Previous studies identified a gene cluster encoding enzymes responsible for β-diketone formation in barley, but left their biochemical functions unknown. Various assays now characterize one of these enzymes as a thioesterase producing long-chain (mainly C16) 3-ketoacids, and another one as a polyketide synthase (PKS) condensing the 3-ketoacids with long-chain (mainly C16) acyl-CoAs into β-diketones. The two enzymes are localized to the plastids and Endoplasmic Reticulum (ER), respectively, implying substrate transfer between these two sub-cellular compartments. Overall, our findings define a two-step pathway involving an unprecedented PKS reaction leading directly to the β-diketone products.
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spelling doaj.art-4d23e7c710c9405fbf69ccae2e0417202023-11-12T12:24:00ZengNature PortfolioNature Communications2041-17232023-11-0114111610.1038/s41467-023-42917-9Biosynthesis of barley wax β-diketones: a type-III polyketide synthase condensing two fatty acyl unitsYulin Sun0Alberto Ruiz Orduna1Zhonghang Zhang2Sarah J. Feakins3Reinhard Jetter4Department of Botany, University of British ColumbiaDepartment of Chemistry, University of British ColumbiaDepartment of Botany, University of British ColumbiaDepartment of Earth Sciences, University of Southern CaliforniaDepartment of Botany, University of British ColumbiaAbstract The surface coatings of cereal plants are dominated by waxy β-diketones crucial for drought resistance and, therefore, grain yield. Here, barley (Hordeum vulgare) wax analyses reveal β-diketone and associated 2-alkanol ester profiles suggesting a common C16 3-ketoacid precursor. Isotope analysis further shows that the major (C31) diketone is synthesized from two plastidial C16 acyl units. Previous studies identified a gene cluster encoding enzymes responsible for β-diketone formation in barley, but left their biochemical functions unknown. Various assays now characterize one of these enzymes as a thioesterase producing long-chain (mainly C16) 3-ketoacids, and another one as a polyketide synthase (PKS) condensing the 3-ketoacids with long-chain (mainly C16) acyl-CoAs into β-diketones. The two enzymes are localized to the plastids and Endoplasmic Reticulum (ER), respectively, implying substrate transfer between these two sub-cellular compartments. Overall, our findings define a two-step pathway involving an unprecedented PKS reaction leading directly to the β-diketone products.https://doi.org/10.1038/s41467-023-42917-9
spellingShingle Yulin Sun
Alberto Ruiz Orduna
Zhonghang Zhang
Sarah J. Feakins
Reinhard Jetter
Biosynthesis of barley wax β-diketones: a type-III polyketide synthase condensing two fatty acyl units
Nature Communications
title Biosynthesis of barley wax β-diketones: a type-III polyketide synthase condensing two fatty acyl units
title_full Biosynthesis of barley wax β-diketones: a type-III polyketide synthase condensing two fatty acyl units
title_fullStr Biosynthesis of barley wax β-diketones: a type-III polyketide synthase condensing two fatty acyl units
title_full_unstemmed Biosynthesis of barley wax β-diketones: a type-III polyketide synthase condensing two fatty acyl units
title_short Biosynthesis of barley wax β-diketones: a type-III polyketide synthase condensing two fatty acyl units
title_sort biosynthesis of barley wax β diketones a type iii polyketide synthase condensing two fatty acyl units
url https://doi.org/10.1038/s41467-023-42917-9
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