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Fatty Alcohols (fatty + alcohol)
Selected AbstractsEffect of ethoxylate number and alkyl chain length on the pathway and kinetics of linear alcohol ethoxylate biodegradation in activated sludgeENVIRONMENTAL TOXICOLOGY & CHEMISTRY, Issue 12 2004Nina R. Itrich Abstract Batch activated-sludge die-away studies were conducted with various pure homologs to determine the effect of ethoxylate number and alkyl chain length on the kinetics of primary and ultimate biodegradation of linear alcohol ethoxylates. The 14C-(ethoxylate) homologs C14E1, C14E3, C14E6, and C14E9 were used to investigate the effect of ethoxylate number, and 14C-(ethoxylate) homologs C12E6, C14E6, and C16E6 were used to examine the effect of chain length. Activated sludge was dosed with a trace concentration (0.2 ,M) of each homolog, and the disappearance of parent, formation of metabolites, production of 14CO2, and uptake into solids were monitored with time. Ethoxylate number had little effect on the first-order decay rates for primary biodegradation, which ranged from 61 to 78 h,1. However, alkyl chain length had a larger effect, with the C16 chain-length homolog exhibiting a slower rate of parent decay (18 h,1) compared to its corresponding C12 and C14 homologs (61,69 h,1). Ethoxylate number affected the mechanism of biodegradation, with fission of the central ether bond to yield the corresponding fatty alcohol and (poly)ethylene glycol group increasing in dominance with increasing ethoxylate number. Based upon the measured rates of primary biodegradation, removal of parent during activated-sludge treatment was predicted to range between 99.7 and 99.8% for all homologs except C16E6, which had a predicted removal of 98.9%. Based upon the measured rates of ultimate biodegradation, removal of ethoxylate-containing metabolites was predicted to exceed 83% for all homologs. These predictions corresponded closely with previously published removal measurements in laboratory continuous activated-sludge systems and actual treatment plants. [source] Effect of additives in aqueous formulation on the foliar uptake of dimethomorph by cucumbersPEST MANAGEMENT SCIENCE (FORMERLY: PESTICIDE SCIENCE), Issue 4 2009Ju-Hyun Yu Abstract BACKGROUND: The efficacy enhancement of dimethomorph formulation by several adjuvants is thought to be through increased foliar uptake. In order to identify the most effective adjuvants, the adjuvancy of 36 additives was examined in aqueous formulations in relation to the absorption of dimethomorph by cucumber leaves. RESULTS: Polyethylene glycol monohexadecyl ethers with ethylene oxide (EO) contents of between 7 and 20, polyethylene glycol monooctadecyl ethers with EO contents of between 10 and 20 and polyethylene glycol monooctadecenyl ethers with EO contents of between 6 and 20 were effective adjuvants for promoting dimethomorph uptake from both aqueous acetone solutions and aqueous wettable powder (WP) suspensions into cucumber leaves. Polyethylene glycol monododecyl ethers with EO contents of between 7 and 9 were effective in promoting dimethomorph uptake from aqueous WP suspensions but less effective relative to the other adjuvants tested with aqueous acetone solutions. Foliar uptake of dimethomorph was also facilitated by the addition of methyl hexadecanoate, methyl octadecenoate and methyl octadecadienoate. CONCLUSIONS: Although the foliar uptake of dimethomorph from both aqueous WP suspensions and aqueous acetone solutions was greatest in the presence of fatty alcohol ethoxylates generally having a C16 or C18 lipophile, uptake from aqueous surfactant,acetone solutions was, on average, 7.6-fold greater than that from aqueous WP suspensions containing surfactant. Copyright © 2009 Society of Chemical Industry [source] Molecular cloning, characterization and nutritional regulation of key enzymes required for the effective utilization of marine wax esters by Atlantic salmon (Salmo salar L.)AQUACULTURE NUTRITION, Issue 5 2010M. MINGHETTI Abstract Previous studies had shown that wax ester-rich lipid extracted from calanoid copepods could be a useful alternative to fish oil as a provider of long-chain n-3 polyunsaturated fatty acids in diets for use in salmon aquaculture. Effective utilization of wax ester requires digestion and metabolism in the intestine with the fatty alcohol component being oxidized to fatty acid in intestinal cells through the combined activities of alcohol dehydrogenase (ADH) and aldehyde dehydrogenase (ALDH). We studied wax ester utilization in Atlantic salmon using a candidate gene approach, focusing on ADH and ALDH as sequence information was available for these genes, including fish sequences, facilitating isolation of the cDNAs. Here, we report on the isolation and cloning of full-length cDNAs for ADH3 and ALDH3a2 genes from salmon intestinal tissue. Functional characterization by heterologous expression in the yeast, Saccharomyces cerevisiae, showed the products of these cDNAs had long-chain ADH and ALDH enzyme activities. Thus, ADH3 was capable of oxidizing long-chain fatty alcohol, and ALDH3a2 was capable of oxidizing long-chain fatty aldehyde to the corresponding fatty acid. The genes were highly expressed in intestinal tissue, particularly pyloric caeca, but their expression was not increased in salmon fed dietary copepod oil in comparison to fish fed fish oil. [source] Extraction, purification and characterization of wax from flax (Linum usitatissimum) strawEUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY, Issue 7 2009Yasantha Athukorala Abstract The chemical composition and selected physical parameters of wax extracted from flax straw with supercritical CO2 (SC-CO2) and hexane have been determined. From the GC/MS results, clear variations in composition and component distributions were observed between SC-CO2 - and hexane-extracted samples. The major components of the SC-CO2 and hexane extracts from three flax cultivars were: fatty acids (36,49%), fatty alcohols (20,26%), aldehydes (10,14%), wax esters (5,12%), sterols (7,9%) and alkanes (4,5%). Purification of SC-CO2 -extracted wax with silica gel chromatography yielded 0.4,0.5% (dry matter) and was composed primarily of wax esters (C44, C46 and C48) and alkanes (C27, C29 and C31). UV-Vis scans of the purified wax samples exhibited two main peaks indicating the presence of conjugated dienes and carotenoids or related compounds. Fourier transform infrared results showed prominent peaks at 2918 (-C-H), 2849 (-C-H), 1745 (-C=O), 1462 (-C-H), 1169 (-C-O) and 719,cm,1 (-(CH2)n -), with NorLin wax showing a slightly deviating pattern compared to the other samples. Thermal analysis by differential scanning calorimetry revealed a mean melting point of 55,56,°C and oxidation temperatures of 146,153,°C for purified wax from flax straw processed using different procedures. [source] Polymers from renewable resources: Bulk ATRP of fatty alcohol-derived methacrylatesEUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY, Issue 9 2008Gökhan Çayli Abstract Copper-mediated atom transfer radical polymerization (ATRP) of lauryl methacrylate (LMA) and other long-chain methacrylates was investigated in bulk at 35,°C by using CuCl/N,N,N,,N,,N,, -pentamethyldiethylenetriamine (PMDETA)/tricaprylylmethylammonium chloride (Aliquat®336) as the catalyst system and ethyl 2-bromoisobutyrate (EBIB) as the initiator. The investigated monomers can be derived from fatty alcohols and are therefore an important renewable resource for a sustainable development of our future. The amounts of ligand, Aliquat®336 and CuCl were optimized and the effect of their concentrations on the control of the polymerization and the observed conversions were investigated. It was found that a molar ratio of EBIB/CuCl/Ligand/Aliquat®336 of 1,:,1,:,3,:,1 provided the highest conversions of LMA and the best controlled polymerizations. These optimized conditions allowed for the synthesis of poly(lauryl methcarylate)s with different targeted DP (25, 50, 75, 100, 120, 240, and 500), including high-molecular-weight polymers with narrow molecular weight distributions. In addition, methacrylate monomers were prepared from fatty alcohols (capric, myristic, palmitic, stearic) and polymerized using the developed procedure to obtain polymers with the same DP and different chain lengths (C10, C12, C14, C16, and C18) of pending alkyl groups. Finally, the thermal properties of these polymers were examined by differential scanning calorimetry and thermogravimetric analysis. [source] Use of TLC-FID and GC-MS/FID to examine the effects of migratory state, diet and captivity on preen wax composition in White-throated Sparrows Zonotrichia albicollisIBIS, Issue 4 2010RAYMOND H. THOMAS Preen wax is important for plumage maintenance and other functions. Its chemical composition is complex, and separating and quantifying its components, commonly by gas chromatography (GC), can be challenging. We present a simple analytical system consisting of thin-layer chromatography/flame ionization detection (TLC-FID) using a solvent system of 100% toluene to analyse the complex compound classes present in preen wax. We used GC and TLC-FID to investigate the effects of migratory status, diet and captivity on the preen wax composition of White-throated Sparrows Zonotrichia albicollis, and to measure the quantity of preen wax on the head, primary and tail feathers. White-throated Sparrows produced preen wax containing only monoesters regardless of migratory state. The monoesters contained several isomers consisting of homologous series of fatty alcohols (C10,C20) and fatty acids (C13,C19) esterified together in different combinations to form monoesters with total carbon numbers ranging from C23 to C38. Weighted average monoester carbon number was greater in captive birds than in wild birds and was greater in captives fed a formulated diet enriched with sesame oil than in birds fed the same diet enriched with fish oil. Captivity and migratory state also affected the complexity of the mixture of monoesters. There was significantly more preen wax on head feathers compared with primary and tail feathers. We suggest that among its many functions, preen wax may play a role in drag reduction by affecting the physical properties of feathers, and/or the fluid flow at their surfaces. [source] Analysis of alcohols, as dimethylglycine esters, by electrospray ionization tandem mass spectrometryJOURNAL OF MASS SPECTROMETRY (INCORP BIOLOGICAL MASS SPECTROMETRY), Issue 3 2001Dr David W. Johnson Abstract Dimethylglycine (DMG) esters are new derivatives for the rapid, sensitive and selective analysis of primary and secondary alcohols, in complex mixtures, by electrospray ionization tandem mass spectrometry (ESI-MS/MS). Their development was inspired by the use of the complementary dimethylaminoethyl esters for the trace, rapid analysis of fatty acids. DMG esters are simply prepared by heating a dichloromethane solution of the imidazolide of dimethylglycine, containing triethylamine, and an alcohol. DMG esters of long-chain fatty alcohols, isoprenoidal alcohols and hydroxy-acids are analysed by electrospray ionization tandem mass spectrometry with a precursor ion of m/z 104 scan. Diols, glyceryl esters, glyceryl ethers and some sterols are analysed by a neutral loss of 103 Da scan. Trimethylglycine (TMG) ester iodides, prepared by alkylation of DMG esters with methyl iodide, are more sensitive derivatives for molecules containing secondary alcohol groups, such as cholesterol and gibberellic acid. They are analysed by a precursor ion of m/z 118 scan. DMG or TMG derivatives were shown to be at least comparable and sometimes an order of magnitude more sensitive than N -methylpyridyl ether derivatives for ESI-MS/MS analysis of the different classes of alcohols. Applications of these derivatives for the diagnosis of inherited disorders and the analysis of natural products are presented. Copyright © 2001 John Wiley & Sons, Ltd. [source] Separation techniques for the analysis of artists' acrylic emulsion paintsJOURNAL OF SEPARATION SCIENCE, JSS, Issue 4 2004Dominique Scalarone Abstract Emulsion paints are complex chemical systems. The main problems in their characterization are related to the similarities in polymer composition and to the presence of many different types of additives. Thus high resolution separations, sensitivity, and response specificity are required to identify simultaneously the polymer matrix and the minor components. Especially surfactants and pigments are thought to affect significantly the properties of the paint layers during ageing and their identification is the first step in evaluating the behaviour of these products in working conditions. Representative samples of acrylic emulsion paints for artists have been investigated by pyrolysis-gas chromatography-mass spectrometry (Py-GC-MS) and size exclusion chromatography-Fourier transform infrared spectroscopy (SEC-FTIR), and the results have been compared. All the analysed samples were bound in ethyl acrylate-methyl methacrylate, poly(EA-co-MMA), or n -butyl acrylate-methyl methacrylate, poly(nBA-co-MMA), copolymers. Two types of nonionic surfactants, ethoxylated fatty alcohols and alkylaryl polyethoxylates, commonly used as emulsifiers and dispersive agents have been identified, together with a number of organic pigments. [source] Isolation and antimicrobial evaluation of isomeric hydroxy ketones in leaf cuticular waxes of Annona squamosa,PHYTOCHEMICAL ANALYSIS, Issue 1 2007K. Shiva Shanker Abstract A novel natural compound, 11-hydroxy-16-hentriacontanone, has been isolated from the leaf cuticular wax of Annona squamosa along with its known isomer 10-hydroxy-16-hentriacontanone in a ratio of 67:33. This isomeric mixture of hydroxy ketones constituted together 16.5% of the total cuticular waxes. The new compound was characterised using spectral and chromatographic techniques. The major component was found to be 16-hentriacontanone (palmitone), which constituted up to 48% of the total cuticular wax, together with a homologous series of hydrocarbons, fatty aldehydes, fatty alcohols, fatty acids and sterols as minor components. The antimicrobial activity of the isomeric hydroxy ketones was tested against selected Gram-positive and Gram-negative bacterial strains, and also some selected fungal strains, and compared with palmitone. The antibacterial activity of palmitone was significantly higher than that of the isomeric hydroxy ketones, but their antifungal activities were comparable. Copyright © 2006 John Wiley & Sons, Ltd. [source] Male gametophyte development in bread wheat (Triticum aestivum L.): molecular, cellular, and biochemical analyses of a sporophytic contribution to pollen wall ontogenyTHE PLANT JOURNAL, Issue 6 2002Aiming Wang Summary Bread wheat (hexaploid AABBDD genome; 16 billion basepairs) is a genetically complex, self-pollinating plant with bisexual flowers that produce short-lived pollen. Very little is known about the molecular biology of its gametophyte development despite a longstanding interest in hybrid seeds. We present here a comprehensive characterization of three apparently homeologous genes (TAA1a, TAA1b and TAA1c) and demonstrate their anther-specific biochemical function. These eight-exon genes, found at only one copy per haploid complement in this large genome, express specifically within the sporophytic tapetum cells. The presence of TAA1 mRNA and protein was evident only at specific stages of pollen development as the microspore wall thickened during the progression of free microspores into vacuolated-microspores. This temporal regulation matched the assembly of wall-impregnated sporopollenin, a phenylpropanoid-lipid polymer containing very long chain fatty alcohols (VLCFAlc), described in the literature. Our results establish that sporophytic genes contribute to the production of fatty alcohols: Transgenic expression of TAA1 afforded production of long/VLCFAlc in tobacco seeds (18 : 1; 20 : 1; 22 : 1; 24 : 0; 26 : 0) and in Escherichia coli (14 : 0; 16 : 0; 18 : 1), suggesting biochemical versatility of TAA1 with respect to cellular milieu and substrate spectrum. Pollen walls additionally contain fatty alcohols in the form of wax esters and other lipids, and some of these lipids are known to play a role in the highly specific sexual interactions at the pollen,pistil interface. This study provides a handle to study these and to manipulate pollen traits, and, furthermore, to understand the molecular biology of fatty alcohol metabolism in general. [source] Digestibility of Calanus finmarchicus wax esters in Atlantic salmon (Salmo salar) freshwater presmolts and seawater postsmolts maintained at constant water temperatureAQUACULTURE NUTRITION, Issue 5 2009A. OXLEY Abstract Calanoid copepods are a rich source of marine lipid for potential use in aquafeeds. Copepod oil is primarily composed of wax esters (WE) and there are concerns over the efficiency of wax ester, versus triacylglycerol (TAG), digestion and utilization in fish. As smoltification represents a period of major physiological adaptation, the present study examined the digestibility of a high WE diet (Calanus oil; 48% WE, 26% TAG), compared with a TAG diet (fish oil; 58% TAG), in Atlantic salmon freshwater presmolts and seawater postsmolts, of similar age (9 months) and weight (112 g and 141 g initial, respectively), over a 98-day period at constant temperature. Fish grew significantly better, and possessed lower feed conversion ratios (FCR), in seawater than freshwater. However, total lipid apparent digestibility coefficient (ADC) values were significantly lower in seawater fish, as were total fasted bile volumes. Dietary Calanus oil also had a significant effect, reducing growth and lipid ADC values in both freshwater and seawater groups. Postsmolts fed dietary Calanus oil had the poorest lipid ADC values and analysis of faecal lipid class composition revealed that 33% of the remaining lipid was WE and 32% fatty alcohols. Dietary prevalent 22:1n-11 and 20:1n-9 fatty alcohols were particularly poorly utilized. A decrease in primary bile acid, taurocholate, concentration was observed in the bile of dietary Calanus oil groups which could be related to the lower cholesterol content of the diet. The dietary WE : TAG ratio is discussed in relation to life stage and biliary intestinal adaptation to the seawater environment postsmoltification. [source] | |||||||||||||