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At least 613 records · Page 34Linked to original sources
PubMed1985

Ester-exchange catalyzed by lipase modified with polyethylene glycol.

Lipoprotein lipase was modified with 2,4-bis(O-methoxypolyethylene glycol)-6-chloro-s-triazine; forty-six percent out of seven amino groups in the molecule were substituted. The modified lipase catalyzed ester-exchange reactions between an ester and an alcohol, between an ester and an acid, and between two esters. The modified enzyme catalyzed these reactions not only in organic solvents, but also in straight hydrophobic substrates. As the modified enzyme was extremely stable at elevated temperature, for example at 70 degrees C, this can find many practical applications.

Caproates↗
PubMed1993

Inclusion complexes of cyclomaltoheptaose (beta-cyclodextrin) and its methylated derivatives with the main components of the pheromone of the olive fruit fly.

The inclusion complexes of cyclomaltoheptaose (beta CD) and heptakis(2,3,6-tri-O-methyl)cyclomaltoheptaose (TM-beta CD) with the four major components of the pheromone of the olive fruit fly (Dacus oleae), namely 1,7-dioxaspiro[5.5]undecane, (-)-alpha-pinene, nonanal, and ethyl dodecanoate, and the complex of heptakis(2,6-di-O-methyl)cyclomaltoheptaose (DM-beta CD) with 1,7-dioxaspiro[5.5]undecane were studied. The complexes were characterised in the solid state by differential scanning calorimetry and X-ray powder diffraction. In aqueous solution, the structure of the complexes was investigated by 1H NMR spectroscopy. In solution, 1,7-dioxaspiro[5.5]undecane, (-)-alpha-pinene, and nonanal enter the cavity of the cyclo-oligosaccharides. Association constants for some of these complexes were also measured. The complexes of ethyl dodecanoate did not provide evidence of their structure in solution. This was attributed to the existence of negligible amounts of these complexes in water due to the combined effects of low solubility and low association constant.

Aldehydes↗
PubMed1994

The effect of N-acyl ethanolamines on phosphatidylethanolamine phase transitions studied by laurdan generalised polarisation.

The effect of N-lauroylethanolamine (N-LEA) and N-oleoylethanolamine (N-OEA) on the thermal behaviour of fully hydrated egg phosphatidylethanolamine (TPE) was investigated by the steady-state fluorescence of 2-dimethylamino-(6-lauroyl)-naphtalene (laurdan) and 1-(4-trimethylaminophenyl)-6-phenyl-1,3,5-hexatriene (TMA-DPH). The parameter generalised polarisation (GP), calculated by exciting laurdan at 340 and 410 nm, revealed the gel to liquid crystalline lamellar (L alpha) as well as the L alpha to inverse hexagonal (HII) phase transitions of TPE. The L alpha to HII phase transition was not detected in TPE/N-OEA system, probably because of the formation of an intermediate Q224 cubic phase. The formation of Q224 phase in TPE/N-OEA and TPE/N-LEA systems was previously demonstrated by X-ray diffraction, but neither laurdan generalised polarisation nor TMA-DPH steady-state fluorescence anisotropy measurements revealed the presence of this phase. It is suggested that the lack of detection of the cubic phase is probably due to the similarity in dynamic characteristics and hydration levels of phospholipid headgroups in the bilayer and cubic phases.

2-Naphthylamine↗
PubMed1992

Membrane aging during cell growth ascertained by Laurdan generalized polarization.

The sensitivity of the fluorescent probe Laurdan to the phase state of lipids has been utilized to detect modifications in the composition and physical state of cell membranes during cell growth. In phospholipid vesicles, the Laurdan emission spectrum shows a 50-nm red shift by passing from the gel to the liquid-crystalline phase. The Generalized Polarization (GP) value has been used for the data treatment instead of the ratiometric method common in investigations utilizing other fluorescent probes that display spectral sensitivity to medium properties. The GP value can be measured easily and quickly and possesses all the properties of "classical" polarization, including the additivity rule. Once Laurdan limiting GP values have been established for the gel and the liquid-crystalline phase of lipids, the quantitative determination of coexisting phases in natural samples is possible. In the present work the observation of a relevant decrease in the fractional intensity of the liquid-crystalline phase in K562 cell membranes during 5 days of asynchronous growth is reported. A decrease in the "fluidity" of cell membranes in K562 cells kept in culture for several months is also reported. The procedure developed for labeling cell membranes with Laurdan is reported and the influence of cell metabolism on fluorescence parameters is discussed. Also discussed is the influence of cholesterol on Laurdan GP.

2-Naphthylamine↗
PubMed1993

Antimicrobial activity of ethanol, glycerol monolaurate or lactic acid against Listeria monocytogenes.

Minimal inhibitory concentrations (MIC) and antimicrobial effects of glycerol monolaurate (monolaurin), ethanol and lactic acid, either alone or in combination, against Listeria monocytogenes in tryptic soy broth were determined. Ethanol at concentrations up to 1.25% did not inhibit growth, but growth was strongly inhibited in the presence of 5% ethanol. MIC values of monolaurin and ethanol alone were 10 micrograms/ml (0.001%) and 50,000 micrograms/ml (5%), respectively. However, MIC values were not changed when monolaurin was combined with ethanol. When 5 micrograms/ml monolaurin was combined with 5% ethanol, the inhibitory effect of the combination was similar to the most active compound alone after 24 h incubation. These data indicate little interaction between monolaurin and ethanol against L. monocytogenes. MIC value of lactic acid alone was 5000 micrograms/ml (0.5%), but was lower when 1.25% ethanol was combined with 0.25% lactic acid. When 2.5% ethanol was combined with 0.25% lactic acid, the combination did not increase the inhibitory effect of the most active single compound alone. This result also indicates that there was little interaction between ethanol and lactic acid.

Culture Media↗
PubMed1996

Effect of monolaurin and lactic acid on Listeria monocytogenes attached to catfish fillets.

The purpose of this study was to determine the effects of monolaurin and lactic acid, singly or combined, on Listeria monocytogenes attached to catfish fillets. Skinless catfish fillets were inoculated with L. monocytogenes and dip treated in monolaurin and/or lactic acid solution for various time periods. Results showed that monolaurin up to 400 micrograms/ml had no influence on counts. Conversely, lactic acid-treated fillets had reduced counts compared to controls. Dipping in 0.85, 1.70, or 2.55% lactic acid for 30 min reduced counts by 0.9, 1.4, or 1.3 logs, respectively. Extending the dipping time to 60 min resulted in little additional decrease in counts. Combining monolaurin with lactic acid yielded results similar to lactic acid alone. Hence, population reduction ability resides with lactic acid and not monolaurin.

Animals↗
PubMed1991

p-nitrophenyllaurate: a substrate for the high-performance liquid chromatographic determination of lipase activity.

Many assay procedures have been devised to measure lipolytic activity, but none is without problems. It is for this reason that new methods are still being proposed. In this work we have investigated the use of two esters of p-nitrophenol, the palmitic acid and lauric acid esters, as substrates for a highly sensitive high-performance liquid chromatographic method. Data on recovery, specific activity and reproducibility are reported only for the lauric ester, because the palmitic ester turned out to be a very poor substrate.

Animals↗
PubMed1992

Anti-neoplastic action of peritoneal macrophages following oral administration of ether analogues of lysophospholipids.

Inflamed lesions of normal and cancerous tissues induce activation of phospholipase A in plasma membranes resulting in the release of various decomposed products of membranous lipids. Oral administration in mice of dodecylglycerol (DDG), a synthetic alkyglycerol, and an alkyl ether analogue of lysophospholipids, 1-0-octadecyl-2-0-methyl-rac-glycero-3-phosphocholine (ET-18-OCH3-choline) efficiently activated peritoneal macrophages for enhanced Fc-mediated (fragment crystallisable) ingestion of red blood cells and direct cytotoxic action on retinoblastoma tumour cells. The activated macrophages not only inhibited tumour cell growth, but also markedly induced cytolysis of tumour cells. The antitumour capability of the macrophages was substantiated by luminol-enhanced chemiluminescence. These findings suggest that dodecylglycerol and ET-18-OCH3-choline administered orally retain their ability to induce a high level of macrophage activation and tumour cytotoxicity, just as occurs with intraperitoneal administration. Thus, these compounds have potential practical application in chemotherapy and immunotherapy of the tumour, which could be accomplished by simple oral rather than parenteral administration.

Administration, Oral↗
PubMed2006

GPS, the slope of Laurdan generalized polarization spectra, in the study of phospholipid lateral organization and Escherichia coli lipid phases.

The dependence of Laurdan generalized polarization (GP) on the excitation or emission wavelengths has been employed, at a descriptive level, to estimate lipid membrane physical state, including the coexistence of phases. In this paper, we introduce GPS, a quantitative, simplified estimation of the GP spectrum slope, and present a novel approach to assessing phase states through a graphical representation of its temperature dependence. The thermotropic profile of GPS allows the detection of the main phase transition of liposomes from model phosphoglycerides and renders a clear identification of T(c), a temperature that is unique for each phospholipid studied, marking the apparent limit between coexistence of phases and liquid crystalline state. Since at this temperature GPS is equal to zero, the tenet that the absence of wavelength effect on generalized polarization always means pure gel phase, can be called into question. Interestingly, GPS allows the discrimination between the thermotropic behavior of vesicles of lipid extracts from Escherichia coli grown at 30, 37, 42 or 45 degrees C, consistent with the remodeling in phospholipid acyl chain composition induced by changes in culture temperature. Yet in all cases, GPS reports liquid crystalline state at a temperature equal to the growth temperature of the bacteria from which each extract was obtained.

Computer Simulation↗