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PubMed2002

Use of triolein-semipermeable membrane devices to assess the bioconcentration and sediment sorption of hydrophobic organic contaminants in the Huaihe River, China.

Triolein-containing semipermeable membrane devices (triolein-SPMD) were deployed I m above the sediments at two sampling sites in the Huaihe River, China, for a period of 28 d. Sediment and fish samples were simultaneously collected from the same sampling sites. Concentrations of substituted benzenes, selected pesticides, polycyclic aromatic hydrocarbon (PAH), and polychlorinated biphenyls (PCBs) were measured in triolein-SPMDs, sediments, and fishes. The concentrations of these hydrophobic organic contaminants (HOCs) in fish and in sediment organic carbon were correlated with HOCs accumulation in triolein-SPMDs. Our results showed reasonably good correlations between the log concentrations of contaminants in fish lipid and in triolein-SPMDs. Good correlations were also found between the log concentrations of contaminants in sediment organic carbon and in triolein-SPMDs (except for PAHs). The results were discussed in terms of the partitioning of hydrophobic organic contaminants among different compartments in the aquatic environment and the suitability of using triolein-SPMDs to predict bioconcentration factor (BCF) and sediment-water partitioning coefficient (K(oc)).

Adsorption↗
PubMed1999

Non-volatile products of triolein produced at frying temperatures characterized using liquid chromatography with online mass spectrometric detection.

Oxidation products from triolein under model heated frying conditions have been analyzed using liquid chromatography with an evaporative light scattering detector and atmospheric pressure chemical ionization (APCI) mass spectrometric detection. Triolein was heated at 190 degrees C with 2% water added each hour, to simulate the moisture of a frozen product, until polar components reached approximately 30%. The samples were separated using reversed-phase high-performance liquid chromatography with APCI-MS detection. Triolein oxidation products included hydroperoxides, epoxides and a ketone. Other products were formed by shortening of an acyl chain on the intact triolein. Normal and oxygen-containing products formed by the dimerization of triolein were also observed. Other products included chain addition products formed by addition of acyl chain subunits to intact triolein to form higher molecular weight products.

Chromatography, High Pressure Liquid↗
PubMed1988

Rapid inhibition by intragastric triolein of the re-activation of glucose utilization and lipogenesis in the mammary gland during the starved-refed transition in lactating rats. Evidence for a direct effect of oral lipid on mammary tissue.

1. Oral administration of triacylglycerol (triolein) to starved/chow-refed lactating rats suppressed the lipogenic switch-on in the mammary gland in vivo. 2. A time-course study revealed that triolein, administered at 30 min after the onset of refeeding, had no influence on lipogenic rate in the mammary gland between 30 and 60 min, but markedly decreased it between 60 and 90 min. Glucose uptake by the mammary gland (arteriovenous difference) increased by 30 min of refeeding, as did lactate production. Between 30 and 90 min glucose uptake remained high in the control animals, but glucose uptake and net C3-unit uptake were decreased in the triolein-loaded animals by 90 min. 3. Triolein increased [glucose 6-phosphate] in the gland and simultaneously decreased [fructose 1,6-bisphosphate], indicative of a decrease in phosphofructokinase activity. This cross-over occurred at 60 min, i.e. immediately before the inhibition of lipogenesis, and by 90 min had reached 'starved' values. 4. Triolein had no effect on plasma [insulin] nor on whole-blood [glucose], [lactate] or [3-hydroxybutyrate]; a small increase in [acetoacetate] was observed. 5. Infusion of the lipoprotein lipase inhibitor, Triton WR1339, abolished the suppression of mammary-gland lipogenesis by triolein and the increase in the [glucose 6-phosphate]/[fructose 1,6-bisphosphate] ratio, suggesting a direct influence of dietary lipid on mammary-gland glucose utilization and phosphofructokinase activity.

Animals↗
PubMed1987

Regulation of cholesteryl oleate and triolein miscibility in monolayers and bilayers.

The miscibility of triolein and cholesteryl oleate with 1-palmitoyl-2-oleoyl phosphatidylcholine was studied at the argon-buffer interface. The surface phase behavior of the system was analogous to that for cholesteryl ester-phospholipid mixtures in that both monolayer and double layer surface phases were formed. By considering the bulk properties of cholesteryl oleatetriolein mixtures and the two-dimensional phase rule, the entire system could be described. Double layer properties suggest that it consists of mostly triolein and phospholipid in the layer adjacent to the aqueous phase. The monolayer phase shows the formation of complexes between the neutral lipids and the phospholipid with stoichiometries nearly identical with those reported for bilayers (Hamilton, J. A., Miller, K. W., and Small, D. M. (1983) J. Biol. Chem. 258, 12821-12826). A second complex with a 3:1 stoichiometry is formed between triolein and cholesteryl oleate independently of interactions with phospholipid. Upon interaction with phospholipid, the triolein-cholesteryl oleate complex loses proportionately more area than either lipid alone. Because the area of complexes with phospholipid is constant, overall neutral lipid miscibility in such complexes is enhanced by the cholesteryl oleate-triolein interaction. Thus, our data explain the apparently nonideal mixing of cholesteryl oleate, triolein, and phospholipid in monolayers and in bilayers.

Cholesterol Esters↗
PubMed1985

Human plasma carboxyl esterase-catalyzed triolein hydrolysis. Existence of promoting factor in serum.

The possibility that some factor in serum changes the substrate specificity of purified human plasma carboxyl esterase, which hydrolyzes the short chain fatty acid ester, tributyrin, was investigated. The purified carboxyl esterase from human plasma hydrolyzed 48 mmol of tributyrin/mg of protein/h, monoolein at 1560 mumol of released fatty acids/mg of protein/h, diolein at 133 mumol of released fatty acids/mg of protein/h, and triolein at less than 10 mumol of released fatty acids/mg of protein/h. When human serum was applied to phenyl-Sepharose, a triolein hydrolysis-promoting factor (THPF) for purified carboxyl esterase was bound to the gel and was eluted with water. This partially purified human serum THPF enhanced carboxyl esterase-catalyzed triolein hydrolysis about 30-fold, diolein hydrolysis 2-fold, and monoolein hydrolysis 1.5-fold. Hydrolysis of triolein in very low density lipoproteins (d less than 1.006) and intermediate lipoproteins (1.006 less than d less than 1.019) by carboxyl esterase was also enhanced by addition of THPF. THPF activity was reduced by treatment of delipidation, but resistant to trypsin treatment or heating at 50 degrees C. These results indicated that serum carboxyl esterase can hydrolyze the long chain fatty acid ester, triolein, in the presence of triolein hydrolysis-promoting factor in serum.

Carboxylic Ester Hydrolases↗
PubMed1983

Hydrolysis of triolein in phospholipid vesicles and microemulsions by a purified rat liver acid lipase.

An acid lipase was purified from rat liver lysosomes. Lipase purification involved affinity chromatography, gel filtration, and stabilization of the purified preparation using ethylene glycol and Triton X-100. A molecular weight of 67,000-69,000 was determined independently using density gradient centrifugation, sodium dodecyl sulfate-polyacrylamide gel electrophoresis, and gel filtration. To study enzyme action, model substrates were prepared by incorporating radiolabeled triolein into either unilamellar vesicles or microemulsions. Substrates were prepared by cosonicating aqueous dispersions of lecithin and triolein. Formation of vesicles or emulsions depended on the relative amount of each lipid and on sonication conditions. Vesicles were prepared at molar ratios between 70:1 and 26:1 (lecithin:triolein) and the microemulsion preparation at a molar ratio of 1:1. The substrate particles were of similar size (220-250 A) as determined by Bio-Gel A-15m chromatography. Hydrolysis of triolein contained in vesicles or emulsions was similar with respect to pH, temperature, and reaction products. Kinetic studies on vesicles with increasing triolein content showed progressively greater Vmax values (0-0.6 mumol/min/mg), and Vmax for the emulsion was 3.1 mumol/min/mg. Addition of human very low or low density lipoprotein produced a dose-dependent inhibition with both substrates. The results show that synthetically prepared microemulsions are stable and effective substrates for the acid lipase and indicate that surface-oriented triolein is hydrolyzed in both preparations.

Animals↗
PubMed1984

Estimation of assimilation of simultaneously ingested 14C-triolein and 3H-oleic acid as a test of pancreatic digestive function.

The ratio between assimilation of simultaneously ingested 14C-triolein and 3H-oleic acid was investigated as a test of pancreatic digestive function in 48 consecutive patients suspected of malassimilation. Faecal excretion of 14C-triolein and 3H-oleic acid was measured by means of a combustion/liquid scintillation counting technique. Compared with the patients in whom the clinical investigation showed normal lipid assimilation (no. = 31) the assimilation of both 14C-triolein and 3H-oleic acid was significantly reduced in the patients with malabsorption (no. = 6) and maldigestion (no. = 11). However, in all except one patient with maldigestion the assimilation of 14C-triolein was more reduced than that of 3H-oleic acid, whereas there was no difference in 14C-triolein and 3H-oleic acid assimilation in the patients with malabsorption and normal lipid assimilation. Measurement of the postprandial serum radioactivities of 14C and 3H, like the faecal measurements, indicated more severely reduced assimilation of 14C-triolein than of 3H-oleic acid in the patients with maldigestion than in the other patient groups. In fact, the 2-h postprandial 3H/14C ratio at a level of 1.3 correctly classified digestive function in 47 of the 48 patients.

Digestion↗
PubMed1994

Enrichment of selected serum fatty acids after a small oral dosage of (1-13C)- and (8-13C)triolein in human volunteers analysed by gas chromatography/combustion isotope ratio mass spectrometry.

In this study the fate of 100 mg orally administered (1-13C)- and (8-13C)triolein was traced in the serum lipids of four healthy human subjects. After an overnight fast the subjects consumed hourly meals of a liquid formula diet over 12 h. Ninety minutes after the first meal in the first study (1-13C)triolein was given and in the repeat study the same subject received (8-13C)triolein. Triacylglycerol (TG), phospholipid (PL) and cholesterol ester (CE) were isolated from serum sampled prior to and in intervals after isotope administration. Fatty acid composition of serum lipids was measured using gas chromatography/mass spectrometry. 13C enrichment in palmitic, stearic, oleic and linoleic acids of these fractions was determined by gas chromatography/isotope ratio mass spectrometry. With (8-13C)triolein a significantly higher enrichment (peak +17.1 +/- 14.3/1000 delta 13C) was found in the oleic acid of TG fraction than with (1-13C)triolein (peak -7.1 +/- 4.2/1000), which may be due to a faster elimination of (1-13C)oleic acid from serum TG. 13C enrichments in the other fatty acids of the TG fraction as well as of PL and CE fractions were in the range of natural 13C abundance (-25 to -32/1000).

Adult↗
PubMed2006

Production of 7, 10-dihydroxy-8(E)-octadecenoic acid from triolein via lipase induction by Pseudomonas aeruginosa PR3.

Hydroxy fatty acids (HFA) have gained importance because of their special properties such as higher viscosity and reactivity compared with other non-hydroxy fatty acids. The bacterial isolate Pseudomonas aeruginosa (PR3) was reported to produce mono-, di-, and trihydroxy fatty acids from different unsaturated fatty acids. Of those, 7,10-dihydroxy-8(E)-octadecenoic acid (DOD) was produced with high yield from oleic acid by PR3. Up to now, the substrates used for microbial HFA production were free fatty acids. However, it is possible to utilize triacylglycerides, specifically triolein containing three oleic groups, as a substrate by microbial enzyme system involved in HFA production from oleic acid. In this study we used triolein as a substrate and firstly report that triolein could be efficiently utilized by PR3 to produce DOD. Triolein was first hydrolyzed into oleic acid by the triolein-induced lipase and then the released oleic acid was converted to DOD by PR3. Results from this study demonstrated that natural vegetable oils, without being intentionally hydrolyzed, could be used as efficient substrates for the microbial production of value-added hydroxy fatty acids.

Biotechnology↗
PubMed1997

Effects of triolein or oleic acid on lymphatic recovery of docosahexaenoic acid given as ethyl ester and their intramolecular distribution in lymph triglyceride of rats.

Effects of oleic acid or triolein on lymphatic recovery of docosahexaenoic acid (DHA) given as an ethyl ester were examined in rats with cannulated thoracic ducts. Lymphatic recovery of ethyl DHA given with oleic acid or triolein was significantly higher than in rats given ethyl DHA alone. DHA distributed almost exclusively at the 1- and 3-position of triglyceride in lymph collected at 0-3 h after the administration, when it was given with oleic acid or triolein. A small part of DHA distributed at the 2-position when ethyl DHA was the sole fatty acid given. Oleic acid given as free acid or triolein with ethyl DHA was a major fatty acid at the 2-position. Intramolecular distribution of DHA and oleic acid in lymph triglyceride was similar when ethyl DHA was given with oleic acid or triolein.

Absorption↗
PubMed2003

Role of gustation in the recognition of oleate and triolein in anosmic rats.

Recent studies suggest a chemical perception of dietary fat in the oral cavity. To examine the role of gustation for the recognition of oleate and triolein, very short-term (5-min), two-bottle preference tests were conducted in anosmic rats. To minimize the effects of olfaction, texture and postingestive effects, rats were rendered anosmic with intranasal zinc sulfate, test substances were suspended in 0.3% xanthan gum solution and test fluids were offered for 5 min. Rats preferred oleate fluid but not triolein fluid to the control of 0.3% xanthan gum solution. The preference threshold for oleate in the rat oral cavity was between 0.2% and 0.5%. In the two-bottle preference tests between oleate and triolein, rats preferred oleate fluid to triolein fluid, showing discrimination of oleate and triolein. The results suggest that rat recognizes oleate by a gustatory cue and that fatty acid but not triglyceride is important for gustatory recognition of fat.

Animals↗
PubMed1987

Effect of free cholesterol on incorporation of triolein in phospholipid bilayers.

Triacylglycerols are the major substrates for lipolytic enzymes that act at the surface of emulsion-like particles such as triglyceride-rich lipoproteins, chylomicrons, and intracellular lipid droplets. This study examines the effect of cholesterol on the solubility of a triacylglycerol, triolein, in phospholipid surfaces. Solubilities of [carbonyl-13C]triolein in phospholipid bilayer vesicles containing between 0 and 50 mol % free cholesterol, prepared by cosonication, were measured by 13C NMR. The carbonyl resonances from bilayer-incorporated triglyceride were shifted downfield in the 13C NMR spectra from those corresponding to excess, nonincorporated material. This enabled solubilities to be determined directly from carbonyl peak intensities at most cholesterol concentrations. The bilayer solubility of triolein was inversely proportional to the cholesterol/phospholipid mole ratio. In pure phospholipid vesicles the triolein solubility was 2.2 mol %. The triglyceride incorporation decreased to 1.1 mol % at a cholesterol/phospholipid mole ratio of 0.5, and at a mole ratio of 1.0 for the bilayer lipids, the triolein solubility was reduced to just 0.15 mol %. The effects of free cholesterol were more pronounced and progressive than observed previously on the bilayer solubility of cholesteryl oleate (Spooner, P. J. R., Hamilton, J. A., Gantz, D. L., & Small, D. M. (1986) Biochim. Biophys. Acta 860, 345-353]. As with cholesteryl oleate, we suggest that cholesterol also displaces solubilized triglyceride to deeper regions of the bilayer.

Carbon Isotopes↗
PubMed2005

Accumulation of organochlorine pesticides from water using triolein embedded cellulose acetate membranes.

A new type of composite membrane, triolein embedded cellulose acetate membrane (TECAM), was produced by embedding triolein drops in the matrix of cellulose acetate polymers. The distribution of six organochlorine pesticides (OCPs) between water and TECAM was investigated in a static water system. Its field application was tested in Taihu Lake (China). Results from both laboratory and field experiments indicate that TECAM quickly and efficiently accumulated hydrophobic OCPs from water. Under laboratory conditions, uptake equilibrium was achieved within 24 h for all of the six OCPs. Significant correlations were obtained between log Kp TECAM (TECAM-water partition coefficient) and log Kow (octanol-water partition coefficient); between log Ktw (triolein-water partition coefficient, triolein in TECAM) and log Kow; and between log Ktw and log BCF (bioconcentration factor in rainbow trout calculated from literatures). Triolein in TECAM significantly increased the accumulation of strongly hydrophobic OCPs when compared to the use of cellulose acetate polymers alone. Temperature had only slight effects on the Kp TECAM values of the strongly hydrophobic OCPs. The partition coefficient obtained by measuring OCP concentrations in TECAM under field conditions could be successfully applied to estimate OCPs concentrations in surface water.

Animals↗
PubMed2000

Triolein increases microvascular permeability in isolated perfused rabbit lungs: role of neutrophils.

BACKGROUND: Pathophysiologic mechanisms of the fat embolism syndrome are poorly understood. Neutrophils are thought to play a role in the development of many forms of acute lung injury. The objective of this study was to examine the role of intrapulmonary neutrophils in lung injury resulting from fat infusion. METHODS: Triolein (0.08 mL/kg) was infused into isolated rabbit lungs perfused with Krebs-Henseleit buffer. Pulmonary arterial pressure was monitored, and pulmonary vascular resistance and microvascular permeability (Kf) were measured at baseline and 60 minutes after triolein infusion. RESULTS: Triolein produced increases in pulmonary arterial pressure, pulmonary vascular resistance, and Kf. Neutrophil depletion or inhibition of neutrophil elastase prevented the increase in Kf after triolein, and catalase partially blocked this Kf increase. CONCLUSION: These results suggest that activated intrapulmonary neutrophils play a major role in developing triolein-induced lung injury, intrapulmonary neutrophils act chiefly via neutrophil elastase release, and reactive oxygen species are involved in the lung injury.

Animals↗
PubMed1989

Rates of triolein absorption in suckling and adult rats.

To determine the extent to which suckling animals differ from adults in their capacity to absorb fat, we compared the rate of absorption of orally administered [14C]triolein in 11- to 12-day-old suckling rats with that of 10-wk-old adults by three distinct methods. In the first, the rate of [14C]triolein disappearance was determined by quantitating substrate remaining in the gastrointestinal tract after oral administration. In the second, 14CO2 expiration in breath was measured continuously for 6 h after an identical feeding. In the third, intestinal triglyceride output was estimated by the lipoprotein lipase inhibitor, Triton WR-1339. Triolein disappearance, 14CO2 excretion, and intestinal triglyceride output were two- to threefold higher in suckling rats compared with adults (P less than 0.01, P less than 0.0001, and P less than 0.01, respectively). There was also a highly significant linear relationship between 14CO2 excretion and both triolein disappearance and intestinal triglyceride output for both age groups (P less than 0.0001 and P less than 0.003, respectively). These data show that consistent with its high dietary intake, the suckling rat can absorb triolein at rates significantly higher than the adult.

Absorption↗
PubMed2005

Specificity of the 3H-triolein assay for pancreatic lipase in blood plasma.

The aim of this study was to investigate the specificity of the 3H-triolein assay and to investigate the recovery of highly purified pancreatic lipase and pancreatic lipase in the form of pure non-activated pig pancreatic juice. Blood plasma from pigs was analysed for pancreatic lipase activity using the 3H-triolein substrate assay, with a method specific for lipoprotein lipase and with a method specific for hepatic lipase. The recovery of pancreatic lipase from pancreatic juice was approximately 100%, while the recovery of highly purified pancreatic lipase in plasma or whole blood was found to be approximately 1%. Preparations of highly concentrated, purified lipoprotein lipase showed activity in the 3H-triolein assay designed for pancreatic lipase, but the activity did not exceed 1% of the activity of this enzyme measured in an assay specific for lipoprotein lipase (samples containing physiological levels of lipoprotein lipase did not show any activity in the assay). Hepatic lipase was not measurable under the conditions of the 3H-triolein assay. In conclusion, the 3H-triolein assay showed pronounced specificity for pancreatic lipase compared with lipoprotein lipase or hepatic lipase.

Animals↗
PubMed1979

Triolein breath test: a sensitive and specific test for fat malabsorption.

In order to develop a simple and accurate screening test for steatorrhea, the authors compared quantitative stool fat excretion with breath excretion of 14CO2 after the ingestion of 14C-labeled trioctanoin, tripalmitin, or triolein. The study group included 24 nonobese subjects without steatorrhea but with diarrhea secondary to irritable bowel syndrome and 40 subjects with steatorrhea. The triolein breath test provided the most reliable discrimination, with 100% sensitivity and 96% specificity. The trioctanoin and tripalmitin breath tests were sensitive, but lacked specificity (69% and 58% false-positive results, respectively). Three of the 12 obese patients with irritable bowel syndrome had false-positive triolein breath results. In detecting steatorrhea, the triolein breath test was moderately superior to the measurement of serum carotene and to qualitative stool fat. Thus, the triolein breath test appears to be a sensitive, specific, noninvasive, and relatively simple screening test for the detection of steatorrhea.

Adult↗
PubMed1993

Different (13)CO(2) recovery of orally administered [1-(13)C]- and [8-(13)C] triolein in postprandial humans: an effect of phosphoenolpyruvate-carboxykinase (EC 4.1.1.32) in peripheral tissues?

In this study the conversion of orally administered [1-(13)C]- and [8-(13)C]triolein to CO(2) was compared in normal postprandial human subjects (3 female, 3 male). After an overnight fast the subjects consumed hourly meals of a liquid formula diet over 12 h (8.3% of the predicted 24 h resting energy expenditure/h). 90 min after the first meal on one occasion a bolus of [1-(13)C]triolein was given and in the repeat study the same subject received [8-(13)C]triolein. The order of isotope substrate was randomized. Isotope ratio mass spectrometry analysis of breath samples an recorded CO(2) production rate resulted in a significant 1.31 times greater (13)CO(2) recovery of [1-(13)C]triolein compared to [8-(13)C]triolein within 7.5 h. 10 h after bolus the significant difference disappeared. The different (13)CO(2) recovery is probably due to a different metabolic fate of (13)C at odd and even numbered carbon positions in the fatty acid chain caused by beta-oxidation, citric acid cycle and the phosphoenolpyruvate carboxykinase (EC 4.1.1.32) reaction in peripheral tissues. A contribution of a chain shortening in peroxisomes seems unlikely.

Journal Article↗