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PubMedDate not supplied

In situ evading of phagocytic uptake of stealth solid lipid nanoparticles by mouse peritoneal macrophages.

Stealth solid lipid nanoparticles (SSLN) were prepared and evaluated for the effect of evading phagocytic uptake by mouse peritoneal macrophages in situ. Fluorescent SSLNs were prepared by emulsion/evaporation with rhodamine B as the fluorescent marker and polyoxyethylene stearate as stealth agent in a stearic acid matrix. Macrophages were induced chemically through intraperitoneally injecting 1% sodium thioglycolate. After 4 days of cultivation, SSLNs suspension was injected intraperitoneally and phagocytosis taken out in situ. At definite time intervals, peritoneal fluid was drawn out and analyzed by flow cytometer. Maximum uptake by macrophages was observed at 2 hr after injection of nanoparticles. At all time intervals, phagocytic uptake of Solid lipid nanoparticles (SLNs) was better than SSLNs. Longer and dense polyethylene glycol chains led to reduced uptake by macrophages. Both SSLNs and SLN had uptake by macrophages to some extent, and the in situ model was suitable for evaluating interactions between cells and nanoparticles.

Animals↗
PubMed1980

Use of fluorescent probes in the study of phospholipid--sterol bilayers.

1. The transfer of excitation energy between the fluorescent probes 1,6-diphenylhexa-1,3,5-triene and 12-(9-anthroyl)stearic acid and the cholesterol analogue cholesta-4,6-dien-3-one in phosphatidylcholine liposomes has been investigated. 2. The results indicate that probes and steroid are randomly distributed in the bilayer at steroid concentrations up to 35 mol%. 3. The degree of polarization of diphenylhexatriene fluorescence increases with increasing cholesterol content. Other sterols, differing in structure in the region of the polar group or in the side chain at position-17, produce similar but not identical effects. 4. the results are consistent with the proposal that diphenylhexatriene gives a general picture of the state of the bilayer and that there is no segregation of sterols in liquid-crystalline phosphatidylcholine bilayers.

Cholestenes↗
PubMed2006

Starch nanocrystals with large chain surface modifications.

Nanoscale monocrystalline starch particles were successfully modified using stearic acid chloride and poly(ethylene glycol) methyl ether. Surface modification was confirmed using FTIR, XPS spectroscopy, and contact angle measurements. X-ray diffraction and DSC analysis confirmed that there was no alteration of the starch crystalline structure due to the surface modification. The grafts at the starch surface were also found to crystallize on the surface. TEM showed the individualization of nanoparticles as a result of the reduction of polar and hydrogen bonding forces. These results show our ability to modify the starch nanocrystal surface with plasticizing chains. Modified nanoparticles can find applications as compatibilized polymer additives, surface-active particles, and co-continuous nanocomposite precursors.

Calorimetry, Differential Scanning↗
PubMed2005

[Synthesis, characterization and evaluation of octadecyl ester-bonded monolithic column].

An ester-bonded monolithic silica column for reversed-phase high performance liquid chromatography was synthesized by reacting stearic acid with gamma-glycidoxypropyltrimethoxysilane and coupling the intermediate product onto monolithic silica column. Characterization of the prepared column was carried out with Fourier transformation infrared spectrometry and elemental analysis. The chromatographic properties of the packing were evaluated by using benzene, biphenyl, and anthracene as samples and methanol-water as binary mobile phase. The column back-pressure and separation effect were also evaluated for fast separation. The results show that the stationary phase has satisfactory chromatographic properties and resists hydrolysis between pH = 2 - 8, and it can be used for the fast-separation of solutes efficiently.

Anthracenes↗
PubMed1996

Reduced digestibility of beef tallow and cocoa butter affects bile acid excretion and reduces hepatic esterified cholesterol in rats.

We investigated stearic acid (18:0) digestibility and how it affects bile acid excretion in male Sprague-Dawley rats fed diets containing (g 18:0/ 100 g fatty acids): pork lard (13); beef tallow (19); cocoa butter (35); corn oil (2) or corn oil plus cholestyramine for 25 d. Apparent lipid digestibility was reduced with increased dietary intake of 18:0 as follows: lard (90%), beef tallow (82%), cocoa butter (78%), cholestyramine (87%), and corn oil (94%); P < 0.001, pooled SD = 2. Hepatic concentrations of total and esterified cholesterol were significantly less in cocoa butter-, beef tallow- and cholestyramine-fed groups compared with lard- and corn oil-fed groups. Fecal bile acid excretion was significantly greater in rats fed cocoa butter or cholestyramine compared with those fed corn oil. The half-life of intraperitoneally administered 14C-cholic acid was significantly longer in rats fed cocoa butter (1.36 +/- 0.02 d) compared with cholestyramine (0.98 +/- 0.03 d) and intermediate in those fed corn oil, lard or beef tallow (1.11-1.21 +/- 0.05 d). Fecal excretion of muricholic acids (bile acids) correlated strongly with dietary intake of 18:0 (r2 = 0.98, P < 0.01), whereas excretion of bile acids derived from cholic and chenodeoxycholic acids was similar among groups. In summary, the lower digestibility of cocoa butter is associated with increased fecal bile acid excretion, reduced hepatic concentration of esterified cholesterol, decreased fractional turnover of 14C-cholic acid and increased excretion of muricholic acids in rats. The mechanism by which stearate-rich dietary fats alter bile acid and cholesterol metabolism is, however, uncertain.

Analysis of Variance↗
PubMed1978

A fluorescence approach of the determination of translational diffusion coefficients of lipids in phospholipid monolayer at the air-water interface.

In the present work, it is shown that the photobleaching technique as well as experimentation based on fluorescence recovery after bleaching can be extended to monolayers spread at the air-water interface. A mathematical model is derived which allows the determination of translational diffusion coefficients of species diffusing in such a system. Using 12-(9-anthroyl)stearic acid (anthroylstearate) as a fluorescent probe, dispersed either in dipalmitoylphosphatidylcholine or in dipalmitoylphosphatidylglycerol in various conditions of subphase ionic composition and surface pressure of the monolayer, including phase transition domains, we are led to the following conclusions: 1. Anthroylstearate molecules seem to aggregate in 'microdomains' where their fluorescence properties remain unchanged regardless of the compression states of the host monolayer. 2. In any case, a break in the diffusion constants appears on compressing films of both dipalmitoylphosphatidylcholine and dipalmitoylphosphatidylglycerol. In particular, this break coincides with the liquid expanded to gel phase transition of these lipids when it occurs. 3. Diffusion of anthroylstearate in dipalmitoylphosphatidylglycerol depends strongly on the subphase ionic strength and on the nature of cations: Na+, Mg2+, Ca2+.

Diffusion↗
PubMed1984

[Characteristics of the structural organization of lipoproteins in the blood plasma of patients with ischemic heart disease using the spin probe method].

Structural properties of lipoprotein organization in blood plasma of the patients with ischemic heart disease have been studied by means of electronic paramagnetic resonance method, using a derivate of stearic acid (5-doxylsteararte) as a spin probe. Significant differences in the patterns of thermo-induced structural reorganizations of all the lipoprotein types in normal and pathological states were shown. However, these differences were not found in the lipids isolated from the lipoproteins. In high density lipoproteins HDL2 and HDL3 from blood plasma of the patients with ischemic heart disease a decrease in the micro-environment polarity was shown to take place at the depth of 8 A from the lipoprotein surface. The data obtained suggest the distinct changes in structural organization of all the lipoprotein types in heart ischemic disease, which appear to occur as a result of modification of apoproteins and/or protein-lipid interactions in lipoproteins.

Coronary Disease↗
PubMed2002

[Edible coating effects on the sensory quality of green bell pepper fruits (Capsicum annuum L.) during storage].

Edible coating based on carboxymethyl cellulose (CMC) and stearic acid were applied on green bell peppers (Capsicum annuum L.) samples in order to investigate its effects as protecting agent to enhance natural characteristics of products. Samples were submitted to three lots according to: (T1) uncoated; (T2) coated in lower part of the stem; (T3) coated all over the surface (T3). During storage at 5 +/- 1 degrees C, for 28 days, sensory quality and weight loss were evaluated. Sensory characteristics such as color, appearance and firmness were controlled using a composite scoring test. At the end of the study, T3 treatment showed better sensory stability than T1 (p < 0.05), none significant changes between T2 and T3 were found. The coated samples showed less firmness deterioration compared with control samples. The color was the attribute that changed less, without significant difference between treatments (p > 0.05).

Capsicum↗
PubMed1992

A fatty neuropeptide. Potential drug for noninvasive impotence treatment in a rat model.

Vasoactive intestinal peptide (VIP), a key penile neurotransmitter, induces erection after local injection in man. To augment the therapeutic potential of VIP for impotence treatment and circumvent difficulties of direct penile injections, a strategy was designed to increase peptide hydrophobicity. This was accomplished by the synthesis of a conjugate of VIP and stearic acid (stearyl-VIP). Upon penile topical application, stearyl-VIP, in contrast to native VIP, significantly increased sexual function as measured by copulatory activity and penile reflexes (erections) in testosterone-treated, castrated rats. In addition, stearyl-VIP penetrated the body in amounts severalfold greater than VIP. Pharmacokinetic studies demonstrated 10-fold higher penile concentrations of stearyl-VIP, as compared with that measured in the blood 15 min after application, with a gradual decrease thereafter. The peak of incorporation into peripheral tissues that was observed 30 min after administration was 1,000-fold less than that found in the penile tissue. Tissue extraction and chromatographic analysis revealed that stearyl-VIP remained essentially intact for greater than or equal to 15 min and was cleared after 1 h. Thus, topically administered stearyl-VIP had increased bioavailability in comparison with VIP without apparent toxicity, suggesting significant therapeutic potential.

Animals↗
PubMed1977

Selective enzymatic radioactive and spin labelling of phospholipids in biological membranes: application to study of temperature-induced changes of microsomal phosphatidylinositols and mitochondrial polyglycerophosphatides.

A new method for the covalent radioactive and spin labelling of lipids within isolated biological membranes has been described in detail and applied to studies of temperature-induced changes of microsomal and mitochondrial membranes. The method is based on the enzymatic use of radioactive substrates carrying covalently bound doxyl derivatives of stearic acid in the biosynthesis of phospholipids in isolated membranes. Radioactive-and spin-labelled lipids bound to the microsomal and mitochondrial membranes were then used as internal probes in monitoring temperature-induced changes of these membranes. Since the analysis of isolated radioactive-and spin-labelled lipids revealed the exact composition of membrane-bound labelled lipids, specific temperature-induced changes were correlated with specific lipids of examined membranes. Phosphatidylinositol of microsomal membranes and polyglycerophosphatides (phosphatidyl-glycerol and cardiolipin) of mitochondrial and inner mitochondrial membranes were found to be involved in the apparent formation of lipid clusters at around 20-30 degrees C. Cardiolipin was found to be involved in the fluidization of inner mitochondrial membranes. These findings are discussed in view of the present state of knowledge of the organization of lipids in biological membranes.

Animals↗
PubMed1968

De novo synthesis and elongation of fatty acids by subcellar fractions of monkey aorta.

Subcellular fractions of aorta of squirrel monkey (Saimiri sciureus) were examined for their ability to synthesize and elongate fatty acids. High-speed supernate (HSS) incorporated substantial quantities of malonyl CoA into fatty acids while acetyl CoA was much less effectively utilized. Acetyl-CoA carboxylase activity exceeded the amount of acetyl CoA incorporated into fatty acids and thus does not account for the low incorporation of this substrate. Microsomes used malonyl CoA and acetyl CoA equally well; mitochondria incorporated either acetyl CoA or acetate. The amounts of substrate incorporated into fatty acids (m micro moles/mg of protein per hr) were 2.3 for HSS, 1.2 for microsomes, and 0.9 for mitochondria. The synthesized fatty acids were separated by gas-liquid chromatography, radioassayed, extracted from the scintillation fluid, and decarboxylated. HSS completely synthesized palmitic and stearic acids from malonyl CoA. Microsomes and mitochondria utilized acetyl CoA to elongate endogenous fatty acids and gave mainly palmitic, stearic, and C(18) and C(20) monoenoic acids, with lesser amounts of other saturated and unsaturated fatty acids. A significant quantity of malonyl CoA was utilized by microsomes to yield a fatty acid tentatively identified as docosapentaenoic. Radioactive fatty acids are incorporated into various lipid classes by the particulate preparations. These studies demonstrate that aortic tissue in a nonhuman primate is able to carry out several processes of fatty acid metabolism and that the aortic synthesis and elongation of fatty acids may play an important role in providing fatty acids for incorporation into aortic lipids.

Animals↗
PubMed2006

Distance-dependent metal-enhanced fluorescence from Langmuir-Blodgett monolayers of alkyl-NBD derivatives on silver island films.

We described the effect of fluorophore distance from the silver island films (SIFs) on the metal-enhanced fluorescence (MEF) from two newly developed long-chain nitrobenzoxadiazole derivatives (NBD-C16 and NBD-C18). The well-established Langmuir-Blodgett technique is used to deposit the fluorophores at defined distances from the SIFs surface, and an inert amphiphilic stearic acid is used to control the distance. NBD probes deposited directly on the SIFs surface show the highest metal-enhanced fluorescence of approximately 32-fold, and both of the probes that were studied show a consistent decrease in metal-enhanced fluorescence when increasing the distance from the fluorophore to the SIFs surface. The lowest fluorescence enhancement of approximately 4-fold is observed for the probes located 90 nm from the SIFs surface. Additionally, we also have noticed the shortest fluorescence lifetimes for the NBD probes deposited directly onto the SIFs surface, and the lifetimes are consistently increased when increasing the distances between the fluorophore and SIFs surfaces. These contrasting spectral changes, enhanced fluorescence, and decreased fluorescence lifetimes are in accordance with an increase in the rate of radiative decay for fluorophores near the silver particles. The present study provides significant information on the effect of fluorophore distance on the metal-enhanced fluorescence phenomenon.

4-Chloro-7-nitrobenzofurazan↗
PubMed2004

Hot air coating technique as a novel method to produce microparticles.

In this work a new technology to produce microparticles, as well as the equipment suitable for its application, is described. This technique, called hot air coating (HAC), was developed to overcome the drawbacks of the conventional spray-congealing technique and consists of a special venturimeter, deliberately designed to prevent any hindrance along the axial path through which the powder is conveyed. In HAC technology, the raw material is a solid, generally small granules, which is aspirated through the "Venturi effect" and accelerated in a flux of hot air to soften and then to melt the excipient, especially on the particle surface. The microparticles then solidify during falling in air at room temperature. Model formulations, containing acetaminophen or theophylline as drugs and glycerilmonostearate, stearic acid, or carnauba wax as coating waxes, were tested. The choice of the optimal operating parameters was found to be a function of the formulation and of the particle size of the starting material. A pressure of 3 atm and a temperature of 20-60 degrees C above the melting point of the excipient were found generally to be the optimal parameters for the coating process. The morphology, the in vitro dissolution profile, and the possible drug/excipient interactions of formulations containing different percentages (30%, 50%, and 70% w/w) of acetaminophen were evaluated. The results show that the morphology and dissolution profiles of the microparticles were quite different from those of the starting material; in particular the best coating was achieved by microparticles lower than 500 microm. Therefore, the HAC process could be a viable alternative to the conventional spray-congealing technique to produce microparticles with a high drug content.

Acetaminophen↗
PubMed1994

Depth profiling of dibucaine in sarcoplasmic reticulum vesicles by fluorescence quenching.

The location of molecules of the local anesthetic dibucaine in sarcoplasmic reticulum vesicles (SRV) was determined using the quenching of its intrinsic fluorescence by iodide and by nitroxide-labeled stearic acids (SASL) with the nitroxide group at different positions of the fatty acyl chain. The molar ratios of dibucaine to Ca(2+)-ATPase in the samples were less than 1. The acid-base titration of membrane bound dibucaine revealed a pK of 9.1, showing a negligible shift upon binding. The quenching data were obtained at pH 6.8 and are therefore related to protonated dibucaine. Quenching by iodide showed SRV-bound dibucaine to be more protected from collisions with iodide anion than dibucaine in buffer or even in neutral micelles. This shows the influence of negatively charged lipids in keeping iodide away from the ionic diffuse layer of the membrane surface where the dibucaine tertiary amine might be located. Analysis of the SASL quenching data indicates that dibucaine molecules are at a shallow position in the membrane bilayer. Their average depth was found to be at most that of the fourth carbon atom of the fatty acyl chain. The results do not exclude a preferential site for dibucaine in Ca(2+)-ATPase, but if there is such site it must be located at the protein/lipid interface.

Animals↗
PubMed1996

Phosphorylation of phospholamban by cAMP-dependent protein kinase enhances interactions between Ca-ATPase polypeptide chains in cardiac sarcoplasmic reticulum membranes.

We have used spin-label EPR spectroscopy to examine possible alterations in protein-protein interactions that accompany the activation of the cardiac sarcoplasmic reticulum (SR) Ca-ATPase following the phosphorylation of phospholamban (PLB). Using a radioactive derivative of a maleimide spin label (MSL), we have developed conditions for the selective spin-labeling of the Ca-ATPase in both native cardiac and skeletal sarcoplasmic reticulum membranes. The rotational dynamics of the cardiac and skeletal Ca-ATPase isoforms in native SR membranes were measured using saturation transfer EPR. We report that the phosphorylation of PLB in cardiac SR results in a (1.8 +/- 0.2)-fold reduction in the overall rotational mobility of the Ca-ATPase. The alteration in the rotational dynamics of the Ca-ATPase is the direct result of the phosphorylation of PLB, and is not related to the phosphorylation of the Ca-ATPase or any other SR proteins since no alteration in the ST-EPR spectrum is observed as a result of conditions that phosphorylate the cardiac Ca-ATPase with ATP. Neither do the use of conditions that activate the Ca-ATPase in cardiac SR result in the alteration of the rotational dynamics or catalytic properties of the Ca-ATPase in skeletal SR where PLB is not expressed. Measurements of the rotational dynamics of stearic acid spin labels (SASL) incorporated into cardiac SR membranes with a nitroxide at the 5- and 12-positions using conventional EPR indicate that there is virtually no difference in the lipid acyl chain dynamics in cardiac SR membranes upon the phosphorylation of PLB. These results indicate that the decrease in the rotational dynamics of the Ca-ATPase in cardiac SR membranes associated with the phosphorylation of PLB is related to enhanced interactions between individual Ca-ATPase polypeptide chains due to (i) an alteration in the spatial arrangement of cardiac Ca-ATPase polypeptide chains within a defined oligomeric state or (ii) increased protein-protein associations. We suggest that altered interactions between Ca-ATPase polypeptide chains and PLB serves to modulate the activation barrier associated with calcium activation of the Ca-ATPase in cardiac SR membranes.

Animals↗
PubMed1987

1,2-Diacylglycerols and phorbol esters stimulate phosphatidylcholine metabolism in GH3 pituitary cells. Evidence for separate mechanisms of action.

Phorbol esters have been shown to cause degradation and synthesis of phosphatidylcholine. The present studies measure effects of another class of protein kinase C activators, the 1,2-diacylglycerols, on phosphatidylcholine metabolism using GH3 rat pituitary cells. 1,2-Dioctanoylglycerol (diC8, 200 micrograms/ml) reduced phosphatidylcholine levels to 95 and 70% of control by 5 min and 1 h, respectively, in cells labeled to equilibrium with [3H]choline. Concomitantly, lysophosphatidylcholine increased 3.5-fold by 15 min and remained elevated for 1 h. Glycerol 3-phosphocholine, the product of sequential deacylation of phosphatidylcholine, increased 5-fold in the medium over 1 h. DiC8 also increased the levels of unesterified arachidonic and stearic acids. Arachidonic acid was preferentially released from the 2-position of phosphatidylcholine to form lysophosphatidylcholine. These results suggest that diC8 stimulates a phospholipase A2. 1-Oleoyl-2-acetylglycerol produced similar effects. In contrast, phorbol esters failed to enhance degradation in these cells. 1,2-Diacylglycerols and phorbol esters, however, stimulated phosphatidylcholine synthesis via the CDP-choline pathway. This was measured as concentration-dependent incorporation of 32Pi and [3H]choline into phosphatidylcholine in short-term labeling studies. The effects of maximal concentrations of diC8 and the phorbol ester, 12-O-tetradecanoylphorbol-13-acetate, were additive. Furthermore, in cells down-modulated for phorbol ester action, diC8-induced degradation and synthesis were unchanged. These studies demonstrate that phorbol esters and 1,2-diacylglycerols have different effects on phosphatidylcholine metabolism and suggest that 1,2-diacylglycerols may stimulate phosphatidylcholine metabolism via a pathway independent of the protein kinase C which mediates phorbol ester action. This represents the first description of a biochemical pathway activated by 1,2-diacylglycerols and not by phorbol esters.

Animals↗
PubMed2001

Melt pelletization in high shear mixer using a hydrophobic melt binder: influence of some apparatus and process variables.

The effects of process conditions and the apparatus variables on the granulometric characteristics of a formulation containing a hydrophobic binder (stearic acid), lactose and paracetamol prepared by melt pelletization process were investigated in a 10-litre high shear mixer. The factors under investigation were: impeller speed, massing time, type of impeller blades and presence of the deflector and their reciprocal interactions. Two granule characteristics were analysed: the percentage of aggregates larger than 3000 microm (Y(1)) and the yield of the 2000-microm pellet size fraction (Y(2)). In order to estimate simultaneously the above-mentioned factors, a particular experimental design was adopted, that allowed the reduction of the number of trials from 378 to 35 and took into consideration other uncontrolled factors with the aid of a block variable. Using the postulated model, we found the optimal operating conditions to minimize Y(1) and increase Y(2) by selecting the type of impeller, and by using an impeller speed lower than 300 rpm, a massing time of 8-9 min and by not using the deflector. Finally, the validity of the adopted strategy has been proved with an additional check point.

Acetaminophen↗
PubMed1994

The structural differences between the embryos of viable and nonviable wheat seeds as studied with the EPR spectroscopy of lipid-soluble spin labels.

Dried and hydrated embryos of wheat seeds (viable and nonviable, harvested in 1992 and 1976, respectively) were studied by the EPR method with the use of the spin-labeling technique. Spin label Tempone was used for testing the plasmalemma integrity. It has been demonstrated that the loss of seed viability correlates with the loss of external membrane integrity. Spin-labeled derivatives of stearic acids, 5-doxylstearate I(12.3) and 16-doxylstearate I(1.14), were used to monitor the changes in structural characteristics of embryo cell membranes. The EPR spectra of these spin labels represent the superpositions of at least two signals from the molecules located in domains characterized by different fluidity. The comparison of the EPR spectra from I(12.3) in embryo cells and model systems (total fraction of lipids and purified seed oil) indicates that the majority of spin label molecules is located in the lipid surroundings, while the minor portion of I(12.3) is localized in so-called lipid bodies which contain seed oil. The embryo cells of viable and nonviable seeds differ in the sizes of these 'solid' and 'fluid' intracellular domains. The environment of spin label molecules located in cell membranes of nonviable seeds is more rigid, as compared with that in the membranes of the viable cells. The study of dehydration-rehydration effects has demonstrated that the loss of water causes the restriction of spin label mobility in embryo cells from both kinds of seeds.

Electron Spin Resonance Spectroscopy↗