Antimicrobial Activity of Geometric Isomers of Etherolenic Acid—the Products of Plant Lipoxygenase Cascade

Toporkova, Yana Y.; Bessolitsyna, E.K.; Смирнова, Е О; Gorina, Svetlana S.; Petrova, Olga; Mukhtarova, Lucia S.; Grechkin, Alexander N.

doi:10.1134/s1607672918030031

Cited by 6 publications

(3 citation statements)

References 14 publications

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“…Also, cis forms may induce greater membrane deformation than trans forms. In addition, conjugated cis bonds activation energy is lower and, apparently, more active against pathogens than monounsaturated FA [77].…”

Section: The Road To the Next Levelmentioning

confidence: 99%

Plant–Pathogen Interactions: Underestimated Roles of Phyto-oxylipins

Deboever

Deleu

Mongrand

et al. 2020

Trends in Plant Science

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Almost 30 years ago, the term 'oxylipin' (see Glossary) appeared in the literature and since then, publications on the topic have increased steadily. Oxylipins are found in almost all organisms and are present in free forms, esterified to phospholipids or galactolipids, or combined with other compounds (e.g., methyl groups, isoleucine) [1-10]. The precursors of oxylipin synthesis vary among organisms, as do the enzymes that will oxidise them. Because aerobic biological systems are continuously subject to autooxidation, oxylipins (e.g., phytoprostanes) are also produced through nonenzymatic routes in the presence of singlet oxygen or reactive oxygen species (ROS) [3,11-15]. Both pathways have been extensively reviewed. Figure 1 summarises the enzymatic production pathways of oxylipins (free forms) in mammals, fungi, and flowering plants (for detailed information see [8,13-21]).

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Section: The Road To the Next Levelmentioning

confidence: 99%

Plant–Pathogen Interactions: Underestimated Roles of Phyto-oxylipins

Deboever

Deleu

Mongrand

et al. 2020

Trends in Plant Science

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“…The last group of enzymes, DESs, is apparently the last of the described evolutional acquisitions of plants. DESs produce antimicrobial and fungicide compounds, divinyl ethers [20,45,150,151]. DESs are detected in several plant species that are phylogenetically distant from each other.…”

Section: Correlation Between Primary Structure and Catalytic Activity...mentioning

confidence: 99%

Epoxyalcohol Synthase Branch of Lipoxygenase Cascade

Toporkova,

Smirnova,

Gorina

2024

CIMB

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Oxylipins are one of the most important classes of bioregulators, biosynthesized through the oxidative metabolism of unsaturated fatty acids in various aerobic organisms. Oxylipins are bioregulators that maintain homeostasis at the cellular and organismal levels. The most important oxylipins are mammalian eicosanoids and plant octadecanoids. In plants, the main source of oxylipins is the lipoxygenase cascade, the key enzymes of which are nonclassical cytochromes P450 of the CYP74 family, namely allene oxide synthases (AOSs), hydroperoxide lyases (HPLs), and divinyl ether synthases (DESs). The most well-studied plant oxylipins are jasmonates (AOS products) and traumatin and green leaf volatiles (HPL products), whereas other oxylipins remain outside of the focus of researchers’ attention. Among them, there is a large group of epoxy hydroxy fatty acids (epoxyalcohols), whose biosynthesis has remained unclear for a long time. In 2008, the first epoxyalcohol synthase of lancelet Branchiostoma floridae, BfEAS (CYP440A1), was discovered. The present review collects data on EASs discovered after BfEAS and enzymes exhibiting EAS activity along with other catalytic activities. This review also presents the results of a study on the evolutionary processes possibly occurring within the P450 superfamily as a whole.

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“…These branches are less studied. The literature describes the participation of divinyl ethers in protection against a number of pathogens: bacteria [ 18 ], oomycetes [ 19 ] and fungi [ 20 ]. The cloning and characteristics of several AOSs, HPLs, DESs and EASs from different plant species revealed that they are closely related members of the cytochrome P450 family, and form the CYP74 family, which is specialized in the metabolism of hydroperoxides [ 21 ].…”

Section: Introductionmentioning

confidence: 99%

Gene Expression Analysis of Potato (Solanum tuberosum L.) Lipoxygenase Cascade and Oxylipin Signature under Abiotic Stress

Gorina

Ogorodnikova

Mukhtarova

et al. 2022

Plants

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The metabolism of polyunsaturated fatty acids through the lipoxygenase-catalyzed step and subsequent reactions is referred to as the lipoxygenase (LOX) pathway. The components of this system, such as jasmonates, are involved in growth, development and defense reactions of plants. In this report, we focus on dynamics of expression of different LOX pathway genes and activities of target enzymes with three abiotic stress factors: darkness, salinity and herbicide toxicity. To obtain a more complete picture, the expression profiles of marker genes for salicylic acid, abscisic acid, ethylene, auxin and gibberellin-dependent signaling systems under the same stresses were also analyzed. The gene expression in Solanum tuberosum plants was analyzed using qRT-PCR, and we found that the LOX-cascade-related genes responded to darkness, salinity and herbicide toxicity in different ways. We detected activation of a number of 9-LOX pathway genes; however, in contrast to studies associated with biotic stress (infection), the 9-divinyl ether synthase branch of the LOX cascade was inhibited under all three stresses. GC-MS analysis of the oxylipin profiles also showed the main activity of the 9-LOX-cascade-related enzymes after treatment with herbicide and darkness.

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Antimicrobial Activity of Geometric Isomers of Etherolenic Acid—the Products of Plant Lipoxygenase Cascade

Cited by 6 publications

References 14 publications

Plant–Pathogen Interactions: Underestimated Roles of Phyto-oxylipins

Plant–Pathogen Interactions: Underestimated Roles of Phyto-oxylipins

Epoxyalcohol Synthase Branch of Lipoxygenase Cascade

Gene Expression Analysis of Potato (Solanum tuberosum L.) Lipoxygenase Cascade and Oxylipin Signature under Abiotic Stress

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