Kinetic profile of the cellular lipid composition in an oleaginous Yarrowia lipolytica capable of producing a cocoa-butter substitute from industrial fats

Cell growth, lipid accumulation and cellular lipid composition of Yarrowia lipolytica growing on mixtures of industrial fats containing stearic, oleic, linoleic and palmitic acid have been studied. During growth, the strain incorporated oleic and linoleic acids more rapidly than the saturated fatty acids. Relatively high lipid accumulation (up to 0.44 g of lipids per g of dry matter) was observed when stearic acid was included in the culture medium. In contrast, substrates rich in oleic acid did not favor cellular lipid accumulation. The accumulated lipids, mainly composed of triacylglycerols (45-55% w/w), demonstrated a different total fatty acid composition compared with that of the substrate; in all cases, the microorganism showed the unusual capacity to increase its cellular stearic acid level, even if this fatty acid was not found in high concentrations in the substrate. This permitted the synthesis of interesting lipid profiles with high percentages of stearic acid and non-negligible percentages of palmitic and oleic acid, with a composition resembling that of cocoa-butter.     

Effects of linoleic acid and mitogenic stimulation on the fatty acid composition of human lymphocytes

Perturbation of the fatty acid composition of human lymphocytes in vitro was investigated by addition of linoleic acid complexed to bovine serum albumin (BSA-LA) and by mitogenic stimulation with phytohaemagglutinin (PHA). BSA-LA resulted in a 45% increase in linoleic acid in phosphatidylethanolamine (PE) and over 100% in phosphatidylcholine (PC) in peripheral blood cells. Supplementation with BSA-LA in PHA-stimulated lymphocytes produced even greater changes: 100% increase in linoleic acid content for PE and over 300% for PC. There was a large decrease in oleic acid: 40% for PE and almost 100% in PC. Significant decreases in arachidonic acid occurred in both phospholipid fractions. PHA alone also altered membrane phospholipid fatty acid composition, with reductions in palmitic, stearic and linoleic acid for PE and increases in oleic acid and arachidonic acid (almost 100%). For PC, there were large decreases in stearic (40%), linoleic (30%) and arachidonic (40%) acids, together with an increase in oleic acid (65%). Cells supplemented with linoleic acid grown in the presence of PHA, compared with those grown in linoleic acid-supplemented medium alone, showed a 40% decrease in palmitic acid and a 55% increase in arachidonic acid in PE. For PC, there were large decreases in stearic acid (40%) and arachidonic acid (57%). Antibody-induced redistribution of surface molecules ('capping') was inhibited by some 14% after incubation with BSA-LA. However, no consistent alterations in PHA-induced cell proliferation were observed. These data suggest that profound alterations of membrane fatty acid composition occur spontaneously during the mitotic cycle, and may be further induced by experimental manipulation, without gross perturbation of cell function.     

Platelet membrane fatty acids in thrombocytosis due to myeloproliferative disorders

The fatty acid composition of platelet membranes has been analysed in patients with thrombocytosis due to myeloproliferative disorders, who had not taken any drugs. A significant increase in palmitic and oleic acid, together with a decrease in stearic, linoleic and arachidonic acids was observed. The fatty acid pattern of platelet membranes was also analysed in patients during treatment with ASA (acetylsalicylic acid). ASA ingestion completely normalizes the platelet content of palmitic acid and partially that of stearic and arachidonic acid, whereas it has no effect on the level of linoleic acid and raises that of oleic acid. The altered pattern of fatty acids observed in patients may interfere with platelet function by decreasing membrane fluidity. Treatment of patients with ASA seems to act on platelet membranes by partially normalizing the fatty acid composition.     

Variations in fatty acid composition of neem seeds collected from the Rajasthan state of India

Neem (Azadirachta indica) is a multipurpose tree native to the Indian subcontinent and South-East Asian countries. Products derived from neem have been used for centuries, particularly in India, for medicinal and pest-management purposes. Azadirachtin and neem oil are the two major commercially important products derived from the tree. The oil contains palmitic, stearic, oleic and linoleic acids in good proportion. Although there is growing demand for quality planting material for plantation of neem, efforts are lacking for the selection of neem trees based on their biochemical composition. In the present study, 60 Neem seed samples were collected from different provinances of the Rajasthan state in India. These samples were analysed by GLC to study the variability of fatty acid composition. Significant variability in individual fatty acids was observed. The palmitic acid ranged from 16 to 34%, stearic acid from 6 to 24%, oleic acid from 25 to 58% and linoleic acid from 6 to 17%. This variability can be exploited for selection of trees and for studying the genetic variability in neem. These selections can also be utilized for genetic improvement of the tree.     

NEW WORLD JUGLANDACEAE. II. HICKORY NUT OILS,PHENETIC SIMILARITIES,AND EVOLUTIONARY IMPLICATIONS IN THE GENUS CARYA

Gas chromatographic analyses of the nut oils of 155 samples, representing 15 taxa of Carya, confirm the basic uniformity of fatty-acid composition within the walnut family. All taxa contain small amounts of the saturated fatty acids—palmitic and stearic—and variable amounts of the unsaturated oleic and linoleic acids, and at least trace amounts of linolenic. Quantitative differences in the relative amounts of the five fatty acids support the morphologic recognition of two sections within the genus. Members of the section Carya are characterized by higher linoleic and lower oleic acid percentages than are those of section Apocarya. It is also true, however, that tetraploids of section Carya tend to have higher linoleic and lower oleic acid percentages than diploids within the same section. Numerical analyses of the oil data reveal close similarities between certain members of the more “primitive” section Apocarya and the diploid members of section Carya. The highly heterogeneous assemblage within section Apocarya could be split into three groups on the basis of oil data. It is equally obvious, however, that the American taxa of the genus Carya have had a long and reticulate phylogeny and that recognition of additional categories above the species level would not result in natural assemblages.     

Hydrocarbon site of synthesis and circulation in the desert ant Cataglyphis niger

Chemical analyses revealed that in Cataglyphis niger both the hemolymph and the crop contain the same hydrocarbons that are found in the postpharyngeal gland (PPG). On the cuticle, on the other hand, alkanes, and in particular nonacosane, were more abundant than in the PPG. Studies of their biosynthesis in vivo, using intact ants, revealed the presence of newly synthesized hydrocarbons in both the PPG and the crop. In decapitated ants (in the absence of the PPG), however, the crop did not contain any newly synthesized hydrocarbons, indicating the PPG as the major source of crop hydrocarbons. The fat body, as demonstrated by in vitro studies, is the major tissue that biosynthesizes hydrocarbons. The PPG failed to do so, but showed good de novo biosynthesis of other lipid constituents. The large amount of hydrocarbons in the crop suggests that the alimentary canal may serve as an outlet for the overflow of PPG hydrocarbons, or as a route for the directed clearance of hydrocarbons from the PPG.These results confirm and enlarge the model proposed for hydrocarbon circulation in C. niger. They are synthesized by the fat body, released to the hemolymph and transported to the cuticle and the PPG. The PPG hydrocarbons are applied to the cuticle by self-grooming, but can also be cleared via the alimentary canal. Partial emptying of the PPG may facilitate the admixing of recognition cues that the ant may acquire from nestmates by trophallaxis. The reason for the dissimilarity in hydrocarbon composition between the PPG and the cuticle is not yet clear; it may be due to secretions from additional glands, or reflect deviant hydrocarbon transport mechanisms between the PPG and the cuticle.     

甘肃胡麻地方种质资源品质特性研究

对甘肃省116份胡麻地方品种的重要品质指标———粗脂肪、硬脂酸、棕榈酸、油酸、亚油酸、亚麻酸含量和碘值进行测定,并根据这些品质指标对供试品种进行聚类分析。结果显示:(1)供试品种粗脂肪含量平均值为37.48%,变异系数3.8%;硬脂酸、油酸含量平均值分别为5.32%和29.05%,变异系数分别为19.5%和11.6%;棕榈酸、亚麻酸、亚油酸含量平均值分别为5.9%、48.76%、10.95%,变异系数分别为8.4%、8%、8%;平均碘价175.60,变异系数2.76%;(2)聚类分析结果显示,116个品种聚为7大类,其中:b亚组群硬脂酸和油酸含量最高,而亚麻酸含量最低;d亚组群品种亚麻酸含量最高;e亚组群粗脂肪含量和碘价最高,油酸含量最低;f亚组群硬脂酸含量最低;g亚组群棕榈酸含量最高,碘价最低。     

Is the postpharyngeal gland of a solitary digger wasp homologous to ants? Evidence from chemistry and physiology

The postpharyngeal gland (PPG) was thought to be restricted to ants where it serves a crucial function in the generation of the colony odour. Recently, head glands that closely resemble the PPG of ants were discovered in females of a solitary digger wasp, the European beewolf. The function of this gland necessarily differs from ants: beewolf females apply the secretion of their PPG onto the bodies of paralysed honeybees that serve as larval provisions in order to delay fungus growth. Since ants and digger wasps are not closely related, the occurrence of this gland in these two taxa might either be due to convergent evolution or it is a homologous organ inherited from a common ancestor. Here we test the hypothesis that the PPGs of both taxa are homologous by comparing characteristics of chemical composition and physiology of the PPG of beewolves and ants. Based on reported characteristics of the PPG content of ants, we tested three predictions that were all met. First, the PPG of beewolves contained mainly long-chain hydrocarbons and very few compounds with functional groups. Second, the composition of hydrocarbons in the beewolf PPG was similar to that of the hemolymph. Taking the structure of the gland epithelium and the huge requirements of beewolf females for gland secretion into account this result suggests that the content of the PPG is also sequestered from the hemolymph in beewolves. Third, the chemical composition of the PPG and the cuticle was similar in beewolves since cuticular hydrocarbons derive either from the hemolymph or the PPG. Taking the considerable morphological similarities into account, our results support the hypothesis of a homologous origin of the PPG in beewolves and ants.     

A Study of Fatty Acids as a Taxonomic Tool for Dermatophyte Fungi

The fatty acid composition of 64 strains from 15 species of dermatophyte fungi was studied by gas-liquid chromatography. The percentage amounts of palmitic, palmitoleic, stearic, oleic and linoleic acids were measured. These proved to be very similar for all species, with considerable intraspecific variation. As a group, Epidermophyton floccosum strains could be distinguished but individual strains could not be assigned reliably to any species or genus. No significant changes due to age or formaldehyde treatment were noted.     

脂肪酸对红火蚁搬尸行为的影响

【目的】工蚁死亡后易受病原菌的侵染,进而危害蚁巢的健康。为了避免病菌横向传播,活工蚁根据尸体体内特定的化学物质的变化来识别尸体并将其搬运到弃尸堆。本实验旨在研究6种脂肪酸(油酸、亚油酸、棕榈油酸、棕榈酸、硬脂酸和肉豆蔻酸)对红火蚁Solenopsis invicta工蚁搬尸行为的影响,明确不同脂肪酸在其搬尸行为中发挥的作用。【方法】本实验利用GC-MS分析了工蚁活体和尸体提取物的脂肪酸成分,并在室内用滤纸片法测定了红火蚁对6种脂肪酸(10 μg/μL)、不同浓度(0.75和3 μg/μL)的单组分油酸或亚油酸以及不同浓度(0.01, 0.1, 1和10 μg/μL)的这两种酸的混合液的反应。【结果】结果表明,红火蚁尸体仅含有亚油酸和油酸两种脂肪酸;另外4种脂肪酸(棕榈油酸、棕榈酸、硬脂酸和肉豆蔻酸)对红火蚁的搬尸行为无显著影响;单组分的油酸和亚油酸均能促进红火蚁的搬尸行为,浓度越高,搬尸行为越显著。10 μg/μL的油酸和亚油酸混合液对工蚁的搬尸行为也具有显著的促进效果,低浓度的混合液对其无明显的促进作用(P>0.05)。【结论】结果提示油酸和亚油酸可调控红火蚁的搬尸行为,其他脂肪酸对红火蚁搬尸行为不产生影响。     

Sulfoquinovosyldiglyceride and Triglycosyldiglyceride in Rice Grains

Sulfoquinovosyldiglyceride and triglycosyldiglyceride were isolated from rice grains, mainly by column chromatography and thin-layer chromatography. The major component fatty acids were palmitic, oleic, stearic and linoleic acids in sulfoquinovosyldiglyceride whereas they were linoleic, palmitic and oleic acids in triglycosyldiglyceride, in decreasing order of amount. The component sugar in sulfoquinovosyldiglyceride was sulfoquinovose, while those in triglycosyldiglyceride were galactose and glucose, the latter being predominant.     

Triglyceride metabolism in germinating Andropogon gayanus seeds

Seed triglycerides of Andropogon gayanus contained 17 fatty acid moieties, principally palmitic, oleic and linoleic acids. These were distributed in an essentially random manner amongst the triglycerides to form the following main types: POL, PLL, OOL, LLO and LLL. Triglycerides decreased during both light and dark germination but there was no evidence for selective hydrolysis. Free fatty acids appear to be derived from triglyceride hydrolysis but the free and triglyceride fatty acid composition differed. Less palmitic, oleic and linoleic acids and more stearic, linolenic and C₂₀-acids were found in the free state than combined in the triglycerides. Free fatty acids did not accumulate during germination.     

Rapid changes in soybean root membrane lipids with altered temperature

In soybean roots, as temperature was increased between 15° and 30°, palmitic and stearic acids increased, and oleic, linoleic, and linolenic acids decreased in both plasmalemma and mitochondrial membrane fractions. As temperature was decreased, the reverse trend occurred. Membranes in both the mitochondria and plasmalemma responded with a significant shift in fatty acid composition in 48 hr, often in 24 hr. Mitochondria responded more quickly than the plasmalemma, particularly at the lower temperature.     

Fatty Acid Transport and Utilization for the Developing Brain

Abstract: To determine the transport and utilization of dietary saturated, monounsaturated, and n-6 and n-3 polyunsaturated fatty acids for the developing brain and other organs, artificially reared rat pups were fed a rat milk substitute containing the perdeuterated (each 97 atom% deuterium) fatty acids, i.e., palmitic, stearic, oleic, linoleic, and linolenic, from day 7 after birth to day 14 as previously described. Fatty acids in lipid extracts of the liver, lung, kidney, and brain were analyzed by gas chromatography-mass spectrometry to determine their content of each of the deuterated fatty acids. The uptake and metabolism of perdeuterated fatty acid lead to the appearance of three distinct groups of isotopomers: the intact perdeuterated, the newly synthesized (with recycled deuterium), and the natural unlabeled fatty acid. The quantification of these isotopomers permits the estimation of uptake and de novo synthesis of these fatty acids. Intact perdeuterated palmitic, stearic, and oleic acids from the diet were found in liver, lung, and kidney, but not in brain. By contrast, perdeuterated linoleic acid was found in all these organs. Isotopomers of fatty acid from de novo synthesis were observed in palmitic, oleic, and stearic acids in all tissues. The highest enrichment of isotopomers with recycled deuterium was found in the brain. The data indicate that, during the brain growth spurt and the prelude to myelination, the major saturated and monounsaturated fatty acids in brain lipids are exclusively produced locally by de novo biosynthesis. Consequently, the n-6 and n-3 polyunsaturated fatty acids must be transported and delivered to the brain by highly specific mechanisms.     

The long-chain fatty acid composition of yeasts used in the brewing industry

Summary The cellular long-chain fatty acids of 69 strains of yeasts, representing 29 species associated with the brewing industry, were extracted by saponification and analyzed asmethyl esters by gas chromatography. The strains were characterized by the presence of palmitic, palmitoleic, stearic, oleic, linoleic and linolenic acid as the major fatty acids. The strains were divided into six groups on the basis of their fatty acid content. With this method it was possible to differentiate between the yeasts on species and, in some instances, on strain level.     

Fatty acid composition of fern spore lipids

Fatty acid composition of lipids isolated from spores of different fern groups show differences between the families whereas species variations within the families are smaller. As in seed fats, the spore lipids are mainly triglycerides, with the exception of Osmunda where free fatty acids accumulate. The spore lipids contain as major components oleic, linoleic, and palmitic acid although those of the sporophylls contain C-20 polyunsaturated acids.     

Studies on the Fat Metabolism of Light- and Dark-Germinated Seeds of Scots Pine (Pinus silvestris L.)

The aim of the present investigation has been to study whether the light factor influences the fat metabolism in the scots pine seeds in any way which could be correlated with its effect on the germination. The studies have been made on petroleum ether extracts. Gravimetric determinations showed small increases of extractable material during the first 24 hours of the germination process. After a longer time there was a small but insignificant consumption (72 hours). No effects of the light factor could be found. Investigations with gas-liquid chromatography on the corresponding extracts did not reveal any influence on the fatty acid composition, either of the light factor or of the germination period. The main identified fatty acids were linoleic, oleic, palmitic and stearic acid. One of the unidentified components (“c”) was also present in a large amount. Principally the same acids were found as free fatty acids but in different proportions: oleic, palmitic, linoleic and stearic acid. After the onset of the imbibition the linoleic acid appeared in the largest proportion. The total content of free fatty acids increased with increasing germination period. This was found both in titration experiments and in gas-liquid chromatography with an internal standard. The latter method permitted studies on the content of the individual acids. During the period 0–21 hours there were no evident differences between the content in light- and dark-germinated seeds, during the period up till 48 hours there was lower content in the light-germinated seeds concomitant with the onset of the mitotic activity in these seeds and after 48 hours there was a rapid increase in the same ones corresponding to the opening of the seed coats and the incipient protrusion of the rootlets. Thus changes of free fatty acid content were found only after the start of the light-induced growth but not under the preliminary phase, which earlier has been shown to be the determinative one in the light control of the germination.     

Nestmate recognition signals of the leaf-cutting ant Atta laevigata

Behavioral tests with field colonies of Atta laevigata were performed in order to identify the source of the odors used in nestmate recognition. We tested the postpharyngeal (PPG) and mandibular glands (MG) as putative organs producing chemical signals for nestmate recognition. Chemical analyses of PPG were also undertaken. With a series of bioassays, we confirmed that nestmate recognition is based on cephalic odors and that these odors come mainly from the mandibular gland secretion. We show chemical evidence that odors from MG are dispersed all over the cuticle. Although odors from PPG elicited colony-specific behavioral responses, the types of behaviors they elicited differed from those of nestmate recognition of whole ants or MG extracts. PPG secretion was characterized by long-chain alkanes and methyl branched alkanes of low volatility, whereas MG contained volatile ketones and alcohols.     

Covalently bound fatty acids in the gastrointestinal epithelial cell membrane.

Myristic, palmitic, stearic, oleic and linoleic acids have been identified as the covalently bound fatty acids in the monkey gastrointestinal mucosal membrane proteins and among them palmitolation was predominant. Distribution studies in various regions of the gastrointestinal mucosa showed no significant difference in the content and composition of covalently bound fatty acids in these membrane and most of the fatty acids were found to be ester linked. Total membranes from isolated crypt and villus enterocytes and colonocytes had similar composition of these fatty acids. Covalently bound fatty acid levels were higher in the small intestinal brush border membrane. As suggested for the mucus glycoproteins, covalently bound fatty acids in the intestinal epithelial cell membrane may protect these membranes from proteolytic damage from the luminal proteases.     

FATTY ACIDS IN LOTIC PERIPHYTON: ANOTHER MEASURE OF COMMUNITY STRUCTURE1

The fatty acid spectra of 6 periphyton communities developed in laboratory streams at different combinations of light intensity and current velocity were determined by gas-liquid chromatography and silver nitrate thin-layer chromatography. Differences in species composition of the communities apparently had no striking effect on proportions of palmitic and stearic acids, whereas concentrations of myristic, palmitoleic, oleic, linoleic, and linolenic acids and a C_20:5 acid were more closely related to taxonomic differences. In general, communities dominated by blue-green algae exhibited relatively high proportions of oleic, linolenic, and linolenic acids and low proportions of palmitoleic acid and a C_20:5 acid, as compared to communities consisting primarily of diatoms. The data also indicated an inverse relationship between fatty acid redundancy and species diversity.