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Article
Open AccessDosage differences in 12-OXOPHYTODIENOATE REDUCTASE genes modulate wheat root growth
Wheat, an essential crop for global food security, is well adapted to a wide variety of soils. However, the gene networks sha** different root architectures remain poorly understood. We report here that dosa...
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Article
Ligand-receptor co-evolution shaped the jasmonate pathway in land plants
The phytohormone jasmonoyl-isoleucine (JA-Ile) regulates defense, growth and developmental responses in vascular plants. Bryophytes have conserved sequences for all JA-Ile signaling pathway components but lack...
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Article
An OPR3-independent pathway uses 4,5-didehydrojasmonate for jasmonate synthesis
OPR3 is required to reduce the JA-Ile precursor OPDA. Analyses of JA levels in a loss-of-function opr3-3 mutant identified an OPR3-independent pathway for JA-Ile biosynthesis, based on OPDA conversion to 4,5-ddh-...
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Article
Open AccessThe Physcomitrella patens unique alpha-dioxygenase participates in both developmental processes and defense responses
Plant α-dioxygenases catalyze the incorporation of molecular oxygen into polyunsaturated fatty acids leading to the formation of oxylipins. In flowering plants, two main groups of α-DOXs have been described. W...
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Article
Rational design of a ligand-based antagonist of jasmonate perception
(+)-7-iso-jasmonoyl-L-isoleucine (JA-Ile) is a plant hormone involved in plant development and stress response that signals through a COI1–JAZ co-receptor complex. Structure-guided design led to the identificatio...
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Article
The convergent evolution of defensive polyacetylenic fatty acid biosynthesis genes in soldier beetles
The defensive and bioactive polyacetylenic fatty acid, 8Z-dihydromatricaria acid, is sequestered within a wide range of organisms, including plants, fungi and soldier beetles. The 8Z-dihydromatricaria acid is con...
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Article
Open AccessIdentification of avian wax synthases
Bird species show a high degree of variation in the composition of their preen gland waxes. For instance, galliform birds like chicken contain fatty acid esters of 2,3-alkanediols, while Anseriformes like goose o...
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Article
Applications of Stereospecifically-Labeled Fatty Acids in Oxygenase and Desaturase Biochemistry
Oxygenation and desaturation reactions are inherently associated with the abstraction of a hydrogen from the fatty acid substrate. Since the first published application in 1965, stereospecific placement of a l...
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Article
Linolenate 9R-Dioxygenase and Allene Oxide Synthase Activities of Lasiodiplodia theobromae
Jasmonic acid (JA) is synthesized from linolenic acid (18:3n-3) by sequential action of 13-lipoxygenase, allene oxide synthase (AOS), and allene oxide cyclase. The fungus Lasiodiplodia theobromae can produce larg...
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Article
Open AccessFatty acyl-CoA reductases of birds
Birds clean and lubricate their feathers with waxes that are produced in the uropygial gland, a holocrine gland located on their back above the tail. The type and the composition of the secreted wax esters are...
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Article
Efficient and Specific Conversion of 9-Lipoxygenase Hydroperoxides in the Beetroot. Formation of Pinellic Acid
The linoleate 9-lipoxygenase product 9(S)-hydroperoxy-10(E),12(Z)-octadecadienoic acid was stirred with a crude enzyme preparation from the beetroot (Beta vulgaris ssp. vulgaris var. vulgaris) to afford a product...
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Article
Stereochemistry of Hydrogen Removal During Oxygenation of Linoleic Acid by Singlet Oxygen and Synthesis of 11(S)-Deuterium-Labeled Linoleic Acid
Exposure of unsaturated fatty acids to singlet oxygen results in the formation of hydroperoxides. In this process, each double bond in the acyl chain produces two regioisomeric hydroperoxides having an (E)-config...
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Article
Biosynthesis of 14,15-Hepoxilins in Human L1236 Hodgkin Lymphoma Cells and Eosinophils
Hepoxilins are epoxy alcohols synthesized through the 12-lipoxygenase (12-LO) pathway in animal cells. The epidermis is the principal source of hepoxilins in humans. Here we report on the formation of novel he...
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Article
Thromboxane synthase expression and thromboxane A2 production in the atherosclerotic lesion
Thromboxane A2 (TXA2) is a potent prothrombotic and immune modulating lipid mediator, which is implicated in cardiovascular diseases, in particular, atherosclerotic lesion development and thrombogenicity. Here, w...
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Article
A tomato enzyme synthesizes (+)-7-iso-jasmonoyl-l-isoleucine in wounded leaves
Jasmonoyl-l-isoleucine (JA-Ile) is a key jasmonate signal that probably functions in all plant species. The JASMONATE RESISTANT 1 (JAR1) enzyme synthesizes JA-Ile in Arabidopsis [Arabidopsis thaliana (L.) Heynh.]...
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Article
(+)-7-iso-Jasmonoyl-L-isoleucine is the endogenous bioactive jasmonate
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Article
Diversity of the Enzymatic Activity in the Lipoxygenase Gene Family of Arabidopsis thaliana
Lipoxygenases (LOX) catalyze the oxygenation of polyunsaturated fatty acids, the first step in the biosynthesis of a large group of biologically active fatty acid metabolites collectively named oxylipins. In t...
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Article
Structural insights into the evolutionary paths of oxylipin biosynthetic enzymes
The oxylipin pathway generates not only prostaglandin-like jasmonates but also green leaf volatiles (GLVs), which confer characteristic aromas to fruits and vegetables. Although allene oxide synthase (AOS) and...
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Article
Synthesis of 3-oxalinolenic acid and β-oxidation-resistant 3-oxa-oxylipins
3-Oxalinolenic acid (3-oxa-9(Z), 12(Z), 15(Z)-octadecatrienoic acid or (6(Z), 9(Z), 12(Z)-pentadecatrienyloxy)acetic acid) was synthesized from 5(Z), 8(Z), 11(Z), 14(Z), 17(Z)-eicosapentaenoic acid by a sequen...
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Article
Conversion of linoleic acid into novel oxylipins by the mushroom Agaricus bisporus
Oxylipins are associated with important processes of the fungal life cycle, such as spore formation. Here, we report the formation of FA metabolites in Agaricus bisporus. Incubation of a crude extract of lamellae...
