Content and Fatty Acid Composition of Neutral Acylglycerols in <i>Euonymus</i> Fruits

Sidorov, Roman A.; Жуков, А. В.; Пчелкин, В. П.; Верещагин, А. Г.; Цыдендамбаев, В. Д.

doi:10.1007/s11746-014-2425-2

Cited by 21 publications

(40 citation statements)

References 13 publications

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“…Euonymus europaeus L., E. bungeanus MAXIM., E. hamiltonianus WALL., E. phellomanus LOES., E. semiexcertus KOEHNE, E. sieboldianus BLUME, E. macropterus RUPR., E. maximowiczianus (PROKH.) VOROSCH., E. latifolius MILL., E. sachalinensis MAXIM., E. pauciflorus MAXIM., E. alatus, E. verrucosus, and E. sacrosanctus KOIDZ., belonging to several sections of both subgenera of this genus [11] [12]. We have found that the separate taxonomic units of this genus differ from each other at the concentration of major FAs.…”

Section: Introductionmentioning

confidence: 78%

“…However, these authors have not taken into account that Euonymus seeds along with AcDAGs containing some quantity of TAGs were also well hexane extractable. Despite the identification of AcDAGs peaks was based on APCI‐MS data ( M + and M + H + ) , it is possible that quantitative data were distorted by TAGs admixture.…”

Section: Resultsmentioning

confidence: 99%

“…, E. sachalinensis Maxim ., E. pauciflorus Maxim . , E. alatus , E. verrucosus , and E. sacrosanctus Koidz ., belonging to several sections of both subgenera of this genus . We have found that the separate taxonomic units of this genus differ from each other at the concentration of major FAs.…”

Section: Introductionmentioning

confidence: 82%

“…The taxonomic classification of Euonymus L. genus is still debatable and different morphological characters as well as chemotaxonomic approaches were used for the infrageneric division and delimitation of Euonymus species. Recently, we successfully applied the PSC data of aril TAGs to confirm the existing systems of taxonomic classification of Euonymus L. genus or raise a question about the relevance of placing of some species ( e.g.…”

Section: Discussionmentioning

confidence: 99%

“…We have found that the separate taxonomic units of this genus differ from each other at the concentration of major FAs. Using statistical analysis, we have demonstrated that the aril TAGs of the Euonymus subgenus species were characterized by the increased content of linoleate, while those of the Kalonymus subgenus, by the predominance of octadecenoate . In this connection, it would be worthwhile to compare the PSC of aril TAGs and the PSC of the quite unusual AcDAGs predominating in the seed oils of the same Euonymus fruits .…”

Section: Introductionmentioning

confidence: 96%

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Positional‐Species Composition of Diacylglycerol Acetates from Mature Euonymus Seeds

Sidorov

Пчелкин

Жуков

et al. 2016

Chemistry & Biodiversity

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The positional-species composition (PSC) of 3-acetyl-1,2-diacyl-sn-glycerols (AcDAGs) from the seeds of mature fruits of 14 species of the genus Euonymus L. was established. The residues of six major fatty acids (FAs), palmitic (P), stearic (St), hexadecenoic (H), octadecenoic (O), linoleic (L), and linolenic (Ln), were present in the AcDAGs. Here, we demonstrated that the profile of PSC of AcDAGs could serve as chemotaxonomic factor to divide euonymus species studied here into groups which completely correlate with the present day systematic of the genus. In particular, the Euonymus section greatly exceeded other sections of the Euonymus subgenus as well as the Kalonymus one in the total levels of AcDAGs positional species having one and two O residues and was characterized by significantly lesser concentrations of species with one and two L residues. Moreover, in seed, AcDAGs of almost all Euonymus species EFL values were slightly higher than EFO ones, but all EFL and EFO values were higher than 1.0, and therefore, it can be concluded that both FAs mainly esterified sn-2-position of the glycerol moiety and saturated FAs residues were always virtually absent in the sn-2 position of Euonymus seed AcDAGs, as it is also the case in nearly all TAGs molecules of plant origin.

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Section: Introductionmentioning

confidence: 78%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 82%

Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 96%

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Positional‐Species Composition of Diacylglycerol Acetates from Mature Euonymus Seeds

Sidorov

Пчелкин

Жуков

et al. 2016

Chemistry & Biodiversity

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Defining the physical properties of blends of acetyl‐triacylglycerols derived from transgenic oil seeds

Neumann,

Fei,

Wang

et al. 2023

J Americ Oil Chem Soc

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Acetyl‐TAG are unusually structured triacylglycerols (TAG) that possess an acetate group at their sn‐3 position. Acetyl‐TAG have different physical properties compared to regular TAG, including lower viscosity and improved cold temperature properties, making acetyl‐TAG useful for different applications, including as a diesel replacement. These unusual TAG molecules can be synthesized in the seeds of transgenic plants through the expression of diacylglycerol acetyltransferase (DAcT) enzymes isolated from different Euonymus species. In this study, the kinematic viscosity as well as the crystallization and melting behavior of blends of acetyl‐TAG and regular TAG were examined to define goals for acetyl‐TAG synthesis in transgenic plants. Even small amounts of regular TAG when blended with acetyl‐TAG had a disproportionate effect on the viscosity of mixture. This effect of regular TAG in increasing kinematic viscosity was more pronounced at lower temperatures. Under slow cooling conditions, the two different TAGs and their blends possessed two main crystallization events with different degree of separation of the thermal transition, and the lower crystallization temperature decreased with increasing amounts of acetyl‐TAG in the blend. At higher cooling rates, one broad and tailed crystallization peak was observed. Heating thermograms indicate similar polymorphic behavior of the blends and a general peak shift to lower transition range with increasing acetyl‐TAG compared to the two pure lipids. This information about the viscosity and thermal properties of blends of TAG and acetyl‐TAG will provide useful targets for engineering higher levels of acetyl‐TAG in transgenic seeds.

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2‐Acetyl‐1,3‐Diacyl–sn‐Glycerols with Unusual Acyl Composition in Seed Oils of the Genus Polygala

Smith

Zhang

Burton

et al. 2018

Euro J Lipid Sci & Tech

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Seed oils containing unusual triacylglycerol (TAG) molecules, where one fatty acid of a TAG is substituted by an acetate group (Ac), are uncommon but of considerable interest as potential low‐viscosity biofuels and lubricants or reduced calorie food ingredients. Although the properties and pathway of biosynthesis of 3‐acetyl‐1,2‐diacyl‐sn‐glycerols (sn‐3‐acTAGs) have been described, little is known about the occurrence of 2‐acetyl‐1,3‐diacyl‐sn‐glycerols (sn‐2‐acTAGs). Prompted by a report of sn‐2‐acTAGs in the seeds of Polygala virgata, a study of the seed oil of seven members of this genus, and two related species is conducted. The presence of sn‐2‐acTAG and lesser amounts of conventional TAG is conclusively demonstrated in Polygala seed oil by Matrix‐Assisted Laser Desorption/Ionization Time‐of‐Flight Mass Spectrometry (MALDI‐TOF MS) and high resolution C13 nuclear magnetic resonance spectroscopy (C13 NMR). Analysis of seed fatty acids reveals a diversity of composition with oils from P. myrtifolia and P. fruticosa dominated by the medium‐chain fatty acid (MCFA) myristic acid (tetradecanoic acid) at an average of 79.8 and 74.1% of total seed fatty acids, respectively. In contrast, MCFAs are absent from oils from P. tenuifolia and P. virgata, with the very‐long‐chain fatty acid (VLCFA) gondoic acid (cis‐11‐eicosenoic acid) being most abundant. Polygala species therefore represent a rich source of sn‐2‐acTAGs and uncommon fatty acids. Practical applications: The seed oils of Polygala species contain a highly unusual combination of sn‐2‐acTAGs and uncommon fatty acids. These plants can serve as a unique genetic resource for the elucidation of the pathways of biosynthesis of these lipids and the identification of genes for the engineering of novel oils in transgenic plants. As Polygala is morphologically diverse genus ranging from annual herbs to small trees, identification of species with suitable seed production and agronomic characteristics may allow the commercial production of novel oils for specific higher value uses. Plant seed oils are generally composed primarily of triacylglycerol (TAG). In this article, the authors examine the seed oils of seven species in the genus Polygala and report the occurrence of an unusual lipid, 2‐acetyl‐1,3‐diacyl–sn‐glycerol (sn‐2 acTAG). These plants also produce unusual fatty acids in their seed oil, with Polygala tenuifolia being enriched in gondoic acid (cis‐11‐eicosenoic acid, 20:1Δ11) and Polygala myrtifolia containing myristic acid (tetradecanoic acid, 14:0). The genus Polygala represents a potential source of novel oil and a resource for the characterization of sn‐2 acTAG biosynthesis.

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Content and Fatty Acid Composition of Neutral Acylglycerols in Euonymus Fruits

Cited by 21 publications

References 13 publications

Positional‐Species Composition of Diacylglycerol Acetates from Mature Euonymus Seeds

Positional‐Species Composition of Diacylglycerol Acetates from Mature Euonymus Seeds

Defining the physical properties of blends of acetyl‐triacylglycerols derived from transgenic oil seeds

2‐Acetyl‐1,3‐Diacyl–sn‐Glycerols with Unusual Acyl Composition in Seed Oils of the Genus Polygala

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