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Query: UMLS:C0027960 (
mole
)
21,279
document(s) hit in 31,850,051 MEDLINE articles (0.00 seconds)
As model reactions between unsaturated fats and water disinfectants in the GI tract, relative rates of destruction of seven polyunsaturated fatty acids (L, alpha Ln, gamma Ln, Ara,
EPA
, DH, and DT) by OCl- and NH2Cl were investigated in vitro. Using millimolar solutions of seven PUFAs combined with various OCl-
mole
ratios, disappearance of PUFAs was followed by UV spectrophotometry at pH = 9.5 and at 35 degrees C via conjugated hydroperoxydienes at 234 nm. While OCl- rapidly destroyed all PUFAs, NH2Cl was inert. Overall second-order rate constants computed for L at increasing times disclosed that the attack on the cis-CH=CHCH2CH=CH moiety by OCl- does not follow simple second-order kinetics. Using a logit-log transform and second-order polynomial regression analysis of L's disappearance in a stoichiometric ([L] = 1.2 mM; [ClO-] = 2.4 mM) mix, data were analyzed by the time ratio method of Schwemer and Frost. These agreed with a sequential system of at least two irreversible second-order reactions having k1 = 15.6 L.mol-1.s-1 and k2 = 2.6 L.mol-1.s-1. Preliminary GC/MS analysis indicated that the initial product is a mix of chlorohydrin isomers. These undergo second addition of HOCl and/or lose halogens and polymerize. Additional minor products were also C5-C9 mono- and bifunctional carboxylates and mixed acid aldehydes. Studies with mol equiv of Cl- - free 36ClO- allowed estimation of covalent binding of Cl by L at various times, supporting the kinetic findings. For other PUFAs of higher degree unsaturation, the complexity of feasible reactions precluded an analogous approach.(ABSTRACT TRUNCATED AT 250 WORDS)
...
PMID:Toxicology of drinking water disinfection byproducts from nutrients. Rate studies of destruction of polyunsaturated fatty acids in vitro by chlorine-based disinfectants. 150 66
Vesicles of egg phosphatidylcholine (EPC) and phosphatidic acid (
EPA
) were prepared by reverse-phase evaporation (REV) followed either by sequential extrusion through polycarbonate membranes with pore diameters of 0.8, 0.4, 0.2, 0.1, and 0.05 micron or by filtration through 0.8-micron cellulosic or 0.22-micron polyvinylidene fluoride (PVF) membranes. The resulting vesicles ranging from 130 to 640 nm in mean diameter (REVs) were characterized by high-performance liquid chromatography (HPLC) using a TSK G6000 PW gel exclusion column. The efficiency of this technique to determine vesicle size parameters was studied by the analysis of the chromatograms in combination with dynamic light scattering (DLS) determination of the mean diameters (MD) of the fractionated vesicles in the region of the elution profile maxima. The HPLC TSK G6000 PW gel exclusion provides a reproducible and fast method of size characterization for lipid vesicles having MD up to 1 micron, the best selectivity being obtained in the 20- to 500-nm MD range. HPLC analysis of REV's demonstrates that: (i) both the average size and polydispersity of the vesicles decrease with decreasing pore size of the membranes, cellulosic or PVF "tortuous" ones being less efficient than "straight bores" polycarbonate ones; (ii) mixed EPC/
EPA
REVs sequentially extruded down through 0.2-micron polycarbonate membranes are highly deformable without rupture of the bilayer; and (iii) the mean size of extruded REV's is stable for at least 1 week. The role of
EPA
on the size stability of mixed EPC/
EPA
vesicles was studied by coupling HPLC gel exclusion and turbidity analysis of pure EPC and EPC/
EPA
(
mole
ratio: 91/9) sonicated small unilamellar vesicles as a function of time. The apparent size variation of EPC vesicles observed over a week, is mainly due to their aggregation which is significantly reduced by the introduction of a small amount of
EPA
in the vesicle membrane.
...
PMID:Size analysis and stability study of lipid vesicles by high-performance gel exclusion chromatography, turbidity, and dynamic light scattering. 203 33
An
EPA
Voluntary Aluminum Industrial Partnership (VAIP) program has been formed to help US primary producers focus on reducing the emissions of two perfluorocarbons (PFCs), tetrafluoromethane (CF4) and hexafluoroethane (C2F6), during the production of aluminum. To ensure comparability of measurements over space and time, traceability to national sources was desirable. Hence, the
EPA
approached the NIST to develop a suite of primary standards to cover a
mole
fraction (concentration) range of 0.1 to 1400 micromol mol(-1) for CF4 and 0.01 to 150 micromol mol(-1) of C2F6. A total of eight gravimetric PFC gas standards were prepared with relative expanded uncertainties of < or = 0.52% (approximately 95% confidence level). These primary standards were ultimately used to assign values to a series of secondary gas standards at three
mole
-fraction levels with relative expanded uncertainties ranging from +/- 0.7% to 5.3% (approximately 95% confidence level). This series of secondary standards was used within the aluminum industry to calibrate instruments used to make emission measurements. Assignment of values to the secondary standards was performed by use of gas chromatography with flame-ionization detection (GC-FID) and Fourier transform infrared spectrometry (FTIR). Real time pot-line and stack samples from a local aluminum plant were also obtained and sub-samples sent to each participating facility for analysis. The data generated from each facility were sent to NIST for analysis. The maximum difference between the NIST and individual facilities' values for the same sub-sample was +/- 26%.
...
PMID:Development of perfluorocarbon (PFC) primary standards for monitoring of emissions from aluminum production. 1156 59
Enzymatic acidolysis of borage oil (BO) or evening primrose oil (EPO) with eicosapentaenoic acid (20:5n-3;
EPA
) was studied. Of the six lipases that were tested in the initial screening, nonspecific lipase PS-30 from Pseudomonas sp. resulted in the highest incorporation of
EPA
into both oils. This enzyme was further studied for the influence of enzyme load, temperature, time, type of organic solvent, and
mole
ratio of substrates. The products from the acidolysis reaction were analyzed by gas chromatography (GC). The highest incorporation of
EPA
in both oils occurred at 45-55 degrees C and at 150-250 enzyme activity units. One unit of lipase activity was defined as nanomoles of fatty acids (oleic acid equivalents) produced per minute per gram of enzyme. Time course studies indicated that
EPA
incorporation was increased up to 26.8 and 25.2% (after 24 h) in BO and EPO, respectively. Among the solvents examined, n-hexane served best for the acidolysis of
EPA
with both oils. The effect of the
mole
ratio of oil to
EPA
was studied from 1:1 to 1:3. As the
mole
ratio of
EPA
increased, the incorporation increased from 25.2-26.8 to 37.4-39.9% (after 24 h). The highest
EPA
incorporations of 39.9 and 37.4% in BO and EPO, respectively, occurred at the stoichiometric
mole
ratio of 1:3 for oil to
EPA
.
...
PMID:Structured lipids via lipase-catalyzed incorporation of eicosapentaenoic acid into borage (Borago officinalis L.) and evening primrose (Oenothera biennis L.) oils. 1180 16
There is experimental evidence that dietary fish oil, which contains the n-3 fatty acid family, i.e.,
EPA
and DHA, protects against colon tumor development, in part by increasing apoptosis. Since mitochondria can act as central executioners of apoptosis, we hypothesized that
EPA
and DHA incorporation into colonocyte mitochondrial membranes, owing to their high degree of unsaturation, would enhance susceptibility to damage by reactive oxygen species (ROS) generated via oxidative phosphorylation. This, in turn, would compromise mitochondrial function, thereby initiating apoptosis. To test this hypothesis, colonic crypts were isolated from rats fed either fish oil, purified n-3 fatty acid ethyl esters, or corn oil (control). Dietary lipid source had no effect on colonic mitochondrial phospholipid class
mole
percentages, although incorporation of
EPA
and DHA was associated with a reduction in n-6 fatty acids known to enhance colon tumor development, i.e., linoleic acid LNA) and its metabolic product, arachidonic acid (ARA). Select compositional changes in major phospholipid pools were correlated to alterations in mitochondrial function as assessed by confocal microscopy. The mol% sum of LNA plus ARA in cardiolipin was inversely correlated with ROS (P = 0.024). Ethanolamine glycerophospholipid ARA (P = 0.046) and choline glycerophospholipid LNA (P = 0.033) levels were positively correlated to mitochondrial membrane potential. In contrast, ethanolamine glycerophospholipid
EPA
(P = 0.042) and DHA (P = 0.024) levels were negatively correlated to mitochondrial membrane potential. Additionally,
EPA
and DHA levels in choline glycerophospholipids (P = 0.026) were positively correlated with caspase 3 activity. These data provide evidence in vivo indicating that dietary
EPA
and DHA induce compositional changes in colonic mitochondrial membrane phospholipids that facilitate apoptosis.
...
PMID:Dietary n-3 PUFA alter colonocyte mitochondrial membrane composition and function. 1190 11
Patients with cancer often develop major electrolyte disorders, which are aggravated by radiation therapy and chemotherapy and by the concomitant impairment of the renal function and the development of drug resistance. In addition, tumour cells have membranes with more negative charges than normal eukaryotic cells. This study was designed to test the hypothesis that the ability of the Ca(2+) blocker verapamil to mediate the reversal of multidrug resistance (MDR) by interacting with the membrane phospholipids may be correlated with the ionic strength and membrane surface potential in resistant tumours. The permeation properties of verapamil, which is the best-known MDR-modulator, were therefore studied by quantifying its ability to induce the leakage of carboxyfluorescein through unilamellar liposomes containing various
mole
fractions of phosphatidic acid (x(
EPA
)=0, 0.1 and 0.3), at four different ionic strengths (I=0.052, 0.124, 0.204 and 0.318 M). The dye leakage induced by verapamil varied greatly with I, depending on x(
EPA
). The permeation process was a co-operative one (1.3<Hill coefficient<3.5) and the permeation doses inducing 50% dye leakage (PD(50)) ranged between 0.2 and 1.8 mM. A highly significant multiple correlation was found to exist between the variations of log(1/PD(50)) with those of 1/ radical I and x(
EPA
) (dlog(1/PD(50))/d(1/ radical I)=0.15+/-0.01, dlog(1/PD(50))/dx(
EPA
)=2.07+/-0.08, y-intercept=2.46+/-0.03, P<0.000001). Kinetic studies on the permeation process showed that it involved two steps. The apparent rate constants of the slow and fast kinetic steps, which were driven by electrostatic and hydrophobic interactions, respectively, increased with the verapamil concentrations, depending on x(
EPA
). The results provide evidence that in resistant tumours (high negative membrane surface potential), the MDR reversal by verapamil might be enhanced by favourable drug-membrane interactions in patients with severe hypo-electrolytic (Na(+) and K(+)) disorders, whereas the MDR reversal might be reduced by unfavourable drug-membrane interactions in patients with severe hyper-electrolytic (Ca(2+), Na(+) and K(+)) disorders.
...
PMID:Interactions between verapamil and neutral and acidic liposomes: effects of the ionic strength. 1265 51
A UV spectrophotometric analysis of 4-methoxy-2-(3 (4-phenyl-1-piperazinyl)) propyl-2,3-dihydro-6-methyl-1,3-dioxo-1H-pyrrolo [3,4-c] pyridine (II) in
HCI
(0.01
mole
/L) was performed by determining the values of specific absorption coefficients at the following analytical wavelengths: 225, 285 and 350 nm. The separation by means of TLC of compound II and of its five decomposition products was also studied. Silica gel coated plates (60 F254) were used and the mobile phase consisted of butanol--acetic acid--water. A validated RP-HPLC method for the determination or purity evaluation of II, with phenacetin as an internal standard, is described. The solution of II in
HCI
(0.01
mole
/L) was chromatographed on an octadecyl column (LiChrosorb 100 RP-18 column 250 x 4.0 mm I.D., dp = 5 microm) using an eluent composed of the mixture acetonitrile--phosphate buffer pH = 2. Ultraviolet detection was used at an operation wavelength of 239 nm. The HPLC method was validated by determination of the following parameters: selectivity, precision, accuracy, linearity, stability of the analite, LOD and LOQ. Kinetic studies of the decomposition process of II in both acidic and alkaline environments demonstrated the instability of the imide group.
...
PMID:HPLC and TLC methodology for determination or purity evaluation of 4-methoxy-2-(3(4-phenyl-1-piperazinyl))propyl-2,3-dihydro-6-methyl-1,3-dioxo-1H-pyrrolo[3,4-c]pyridine. 1602 87
Spermine is a substrate of lentil (Lens culinaris) seedling amine oxidase and the oxidation products are reversible inactivators of the enzyme. The spermine is oxidized at the terminal amino groups to a dialdehyde: 2 moles of hydrogen peroxide and 2 moles of ammonia per
mole
of spermine are formed. The pH optimum of the enzyme with spermine is 7.9 in TI-
HCI
buffer; the K(m) value is 4.4.10(-4) molar, similar to that found with other substrates (putrescine and spermidine).
...
PMID:Oxidation of spermine by an amine oxidase from lentil seedlings. 1666 8
The ability of different lipases to incorporate omega3 fatty acids, namely, eicosapentaenoic acid (
EPA
, C20:5n-3), docosapentaenoic acid (DPA, C22:5n-3), and docosahexaenoic acid (DHA, C22:6n-3), into a high-laurate canola oil, known as Laurical 35, was studied. Lipases from Mucor miehei (Lipozyme-IM), Pseudomonas sp. (PS-30), and Candida rugosa (AY-30) catalyzed optimum incorporation of
EPA
, DPA, and DHA into Laurical 35, respectively. Other lipases used were Candida anatrctica (Novozyme-435) and Aspergillus niger (AP-12). Response surface methodology (RSM) was used to obtain a maximum incorporation of
EPA
, DPA, and DHA into high-laurate canola oil. The process variables studied were the amount of enzyme (2-6%), reaction temperature (35-55 degrees C), and incubation time (12-36 h). The amount of water added and
mole
ratio of substrates (oil to n-3 fatty acids) were kept at 2% and 1:3, respectively. The maximum incorporation of
EPA
(62.2%) into Laurical 35 was predicted at 4.36% of enzyme load and 43.2 degrees C over 23.9 h. Under optimum conditions (5.41% enzyme; 38.7 degrees C; 33.5 h), the incorporation of DPA into high-laurate canola oil was 50.8%. The corresponding maximum incorporation of DHA (34.1%) into Laurical 35 was obtained using 5.25% enzyme, at 43.7 degrees C, over 44.7 h. Thus, the number of double bonds and the chain length of fatty acids had a marked effect on the incorporation omega3 fatty acids into Laurical 35.
EPA
and DHA were mainly esterified to the sn-1,3 positions of the modified oils, whereas DPA was randomly distributed over the three positions of the triacylglycerol molecules. Meanwhile, lauric acid remained esterified mainly to the sn-1 and sn-3 positions of the modified oils. Enzymatically modified Laurical 35 with
EPA
, DPA, or DHA had higher conjugated diene (CD) and thiobarbituric acid reactive substance (TBARS) values than their unmodified counterpart. Thus, enzymatically modified oils were more susceptible to oxidation than their unmodified counterparts, when both CD and TBARS values were considered.
...
PMID:Synthesis of structured lipids containing medium-chain and omega-3 fatty acids. 1675 72
Five lipases, namely, Candida antarctica (Novozyme-435), Mucor miehei (Lipozyme-IM), Pseudomonas sp. (PS-30), Aspergillus niger (AP-12), and Candida rugosa (AY-30), were screened for their effect on catalyzing the acidolysis of tristearin with selected long-chain fatty acids. Among the lipases tested C. antarctica lipase catalyzed the highest incorporation of oleic acid (OA, 58.2%), gamma-linolenic acid (GLA, 55.9%), eicosapentaenoic acid (
EPA
, 81.6%), and docosahexaenoic acid (DHA, 47.7%) into tristearin. In comparison with other lipases examined, C. rugosa lipase catalyzed the highest incorporation of linoleic acid (LA, 75.8%), alpha-linolenic acid (ALA, 74.8%), and conjugated linoleic acid (CLA, 53.5%) into tristearin. Thus, these two lipases might be considered promising biocatalysts for acidolysis of tristearin with selected long-chain fatty acids.
EPA
was better incorporated into tristearin than DHA using the fifth enzymes. LA incorporation was better than CLA. ALA was more reactive than GLA during acidolysis, except for the reaction catalyzed by Pseudomonas sp., possibly due to structural differences (location and geometry of double bonds) between the two fatty acids. In another set of experiments, a combination of equimolar quantities of unsaturated C18 fatty acids (OA + LA + CLA + GLA + ALA) was used for acidolysis of tristearin to C18 fatty acids at ratios of 1:1, 1:2, and 1:3. All lipases tested catalyzed incorporation of OA and LA into tristearin except for M. miehei, which incorportaed only OA. C. rugosa lipase better catalyzed incorporation of OA and LA into tristearin than other lipases tested, whereas the lowest incorporation was obtained using Pseudomonas sp. As the
mole
ratio of substrates increased from 1 to 3, incorporation of OA and LA increased except for the reaction catalyzed by A. niger and C. rugosa. All lipases tested failed to allow GLA or CLA to participate in the acidolysis reaction, and ALA was only slightly incoporated into tristearin when M. miehei was used.
...
PMID:Acidolysis of tristearin with selected long-chain fatty acids. 1728 39
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