Isolation of tocopherol and sterol concentrate from sunflower oil deodorizer distillate
01 Oct 1996-Journal of the American Oil Chemists' Society (Springer-Verlag)-Vol. 73, Iss: 10, pp 1271-1274
TL;DR: In this paper, the isolation of tocopherols and sterols together as a concentrate from sunflower oil deodorizer distillate was investigated, which included process steps such as biohydrolysis, bioesterification and fractional distillation.
Abstract: The isolation of tocopherols and sterols together as a concentrate from sunflower oil deodorizer distillate was investigated. The sunflower oil deodorizer distillate was composed of 24.9% unsaponifiable matter with 4.8% tocopherols and 9.7% sterols, 28.8% free fatty acid (FFA) and 46.3% neutral glycerides. The isolation technology included process steps such as biohydrolysis, bioesterification and fractional distillation. The neutral glycerides of the deodorizer distillates were hydrolyzed byCandida cylindracea lipase. The total fatty acids (initial FFA plus FFA from neutral glycerides) were converted into butyl esters withMucor miehei lipase. The esterified product was then fractionally distilled in a Claisen-vigreux flask. The first fraction, which was collected at 180–230°C at 1.00 mm of Hg for 45 min, contained mainly butyl esters, hydrocarbons, oxidized products and some amount of free fatty acids. The fraction collected at 230–260°C at 1.00 mm Hg for 15 min was rich in tocopherols (about 30%) and sterols (about 36%). The overall recovery of tocopherols and sterols after hydrolysis, esterification and distillation were around 70% and 42%, respectively, of the original content in sunflower oil deodorizer distillate.
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TL;DR: In this paper, the authors concentrated vitamin E from palm fatty acid distillate (PFAD) by removing extraneous matters, especially free fatty acids (FFA) and acylglycerols.
Abstract: Vitamin E from palm fatty acid distillate (PFAD) was concentrated in this study by removing the extraneous matters, especially free fatty acids (FFA) and acylglycerols. Original PFAD used in this study contained 85 and 13.7% of FFA and acylglycerols, respectively. Acylglycerols in PFAD were first hydrolyzed using commercially available immobilized Candida antarctica lipase at 60C for 6 h. The fatty acids liberated, together with the existing FFA were then removed by neutralization. Hydrolysis followed by neutralization step concentrated vitamin E from an initial amount of 0.37 to 4.32%. Hydrolysis was an important step as without hydrolysis, neutralization could only concentrate vitamin E to 1.80%. Oil extracted from hydrolyzed and neutralized PFAD was then subjected to a normal-phase silica adsorption chromatography. The column was first eluted with hexane followed by isopropanol. A large amount of acylglycerols was removed during the first elution, while vitamin E was desorbed by isopropanol, with a recovery of >90%. Vitamin E concentration after hydrolysis, neutralization and adsorption chromatography was 15.2%. The method described in this study offers an alternative for the existing separation methods. It could be applied as one of a series of steps in producing high-purity vitamin E concentrates.
13 citations
TL;DR: In this paper, an experimental study is carried out according to ASTM analysis methods of two physical properties, density and viscosity, of palmitic, stearic and oleic fatty acids; compounds which are present in the deodorization effluents of edible oils.
Abstract: An experimental study is carried out according to ASTM analysis methods of two physical properties, density and viscosity, of palmitic, stearic and oleic fatty acids; compounds which are present in the deodorization effluents of edible oils, with a view to their physics chemical characterisation needed for the design of surface condensers and freezers that could be employed in the recovery of these effluents. The measures are carried out every 5 °C, from temperatures close to those of solidification in each compound, of great interest in our study, to 100 °C. The values of these properties are contrasted with those that appear in the literature, and the experimental measures are correlated. Values of the density are also obtained applying Rackett's equation and those of dynamic viscosity using Andrade's equation, and then compared with experimental measures. Experimental data of the dynamic viscosity for oleic acid at low temperatures (between 0 and 24 °C) are also presented, because of their interest in the design of the previously mentioned equipment.
12 citations
TL;DR: In this article, Squalene was concentrated from palm fatty acid distillate (PFAD) using commercial immobilised Candida antarctica lipase (Novozyme 435®).
Abstract: BACKGROUND: Squalene was concentrated from palm fatty acid distillate (PFAD) in this study using commercial immobilised Candida antarctica lipase (Novozyme 435®). The PFAD was neutralised (NPFAD) using an alkali to liberate the free fatty acids and then hydrolysed at 65 ± 1 °C. The enzymatic hydrolysis on NPFAD was optimised using response surface methodology (RSM) before being neutralised again to obtain a concentrated squalene fraction. RESULTS: A five-level, three-factor central composite rotatable design was adopted to evaluate the effects of the enzymatic hydrolysis parameters reaction time (4–12 h), water content (50–70% w/w) and enzyme concentration (1.5–3.5% w/w) on the percentage yield of squalene concentration. The optimal reaction parameters for maximum yield of squalene concentration were identified from the respective contour plots. The optimal enzymatic hydrolysis conditions were a reaction time of 7.05 h, a water content of 61.40% w/w and an enzyme concentration of 2.23% w/w. CONCLUSION: RSM was used to determine the optimal conditions for enzymatic hydrolysis of NPFAD with C. antarctica lipase for maximum recovery of squalene which could be implemented on an industrial scale. Copyright © 2008 Society of Chemical Industry
11 citations
Patent•
19 Mar 2001
TL;DR: In this paper, a natural vegetable oil selected among palm oil, corn germ oil, sunflower oil, and canola oil, concentrated in unsaponifiable matters, such that said oil unsaponible matter content is 3 to 15 % m/m
Abstract: The invention concerns a natural vegetable oil selected among palm oil, corn germ oil, sunflower oil and canola oil, concentrated in unsaponifiable matters, such that said oil unsaponifiable matter content is 3 to 15 % m/m Said concentrated natural vegetable oil constitutes a novel food ingredient enriched in particular in vitamin E and phytosterol, useful as favoured food source in vitamin E and phytosterol, meeting recommended daily intake
11 citations
TL;DR: In this paper, a process for recovering Vitamin E from vegetable oil deodorizer distillates (VODDs) with reduction in costs and better use of energy is described, which involves a series of treatment steps, namely desaromatization of VODD, concentration of tocopherols by molecular distillation at high vacuum, lipase catalyzed ester synthesis, and brightening of the resulting to copherol-rich concentrate with an ethanol (96%):water 60:40 mixture.
10 citations
References
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01 Jan 1990
5,013 citations
TL;DR: In this article, a model mixture of pure oleic acid and dl-α-tocopherol was used to study any potential side reactions that may lower the tocopherol content during the esterification reaction.
Abstract: Separation of sterols and tocopherols from fatty acids in deodorizer distillate was facilitated through lipase-catalyzed modification of fatty acids in canola, mixed and soya deodorizer distillates. The fatty acid esterification with methanol catalyzed by SP-382 (an immobilized nonspecific lipase) proceeded rapidly, with conversion of fatty acid to methyl ester in 5 h being 96.5, 83.5 and 89.4%, respectively. A model mixture of pure oleic acid and dl-α-tocopherol was used to study any potential side reactions that may lower the tocopherol content during the esterification reaction. Under the conditions employed, the loss of tocopherol was less than 5%. Simple vacuum distillation (1–2 mm Hg) was employed to remove the volatile fraction (methyl esters of fatty acids, some fatty acids and other volatiles) of the esterified deodorizer distillate, leaving behind sterols, sterol esters and tocopherols. Sterols and tocopherols were almost completely retained in the residue fraction with recoveries in the range of 95%. Overall recoveries of sterols and tocopherols after esterification and distillation were over 90% for all the deodorizer distillate samples.
81 citations
"Isolation of tocopherol and sterol ..." refers background or methods in this paper
...This type of oxidation loss during esterification and distillation was reported by Ramamurthi and McCurdy ( 5 )....
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...Ramamurthi and McCurdy ( 5 ) esterifled the deodorizer distillate with methanol with a nonspecific SP 382 lipase, and about 4-10% fatty acids were retained in the reaction mixture....
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...Recently, Ramamurthi and Mc-Curdy ( 5 ) have tried to concentrate sterols and tocopherols from canola deodorizer distillate (which contained initially 1.00% w/w tocopherols and 1.58% w/w sterols) and soybean deodorizer distillate (initially containing tocopherols at 12.74% w/w and sterols at 11.39% w/w) by an enzymatic process....
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TL;DR: In this paper, the feasibility and technical merits of supercritical fluid extraction (SFE) as a potential alternative to molecular distillation for enriching tocopherols effectively from soybean sludge were examined.
Abstract: Supercritical fluid extraction (SFE) has been widely applied as a promising alternative to current extraction processes used in the food and pharmaceutical industries. SFE has some advantages over conventional separation processes such as liquid-liquid extraction, distillation, and adsorption. The most important advantage of utilizing SFE is the easy separation of the solvent from the extracted material without solvent residue. Further, supercritical fluids provide lower mass transfer resistance than those in conventional separation processes. A number of references dealing with the basic principles and applications of SFE are now available [1-3]. The objective of this study is therefore to examine the feasibility and technical merits of SFE as a potential alternative to molecular distillation for enriching tocopherols effectively from soybean sludge. In this regard, the solubilities of both sterol-removed soybean sludge and esterified soybean sludge in SC-CO2 were determined by a flow-through SFE system at temperature and pressure ranges f 35–70∘C and 200–400 bar, respectively. The tocopherol content in the extracts collected continously at equilibrium conditions up to the approximate 70 wt% extraction rate of the feed was checked by HPLC at each interval. The results of these initial feasibility experiments could provide fundamental information for the suitable application of a continous-type SFE for concentrating tocopherols.
70 citations
TL;DR: In this article, polyphenols were extracted from the rape of Israeli olive oil using hexane, acetone and ethanol in a simple sequential procedure yielding three fractions (A,B,C).
Abstract: Polyphenols were extracted from the rape of Israeli olive oil using hexane, acetone and ethanol in a simple sequential procedure yielding three fractions (A,B,C). Fraction A (extracted with hexane) contained few polyphenols (0.05%), while Fraction B (extracted with acetone) and Fraction C (extracted with ethanol) contained about 5% polyphenols each. Fractions B and C were also found to contain the highest ortho-di-phenol concentration (about 3%). The addition of purified Fraction B at a level of 100 ppm to refined olive or soybean oils partially inhibited the oxidative deterioration when the oils were stored in the dark at 100 C.
58 citations
"Isolation of tocopherol and sterol ..." refers methods in this paper
...Separation of sterols and tocopherols has also been tried by Sheabar and Neeman ( 3 ) with a combination of solvent extraction and chemical treatment....
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01 Apr 1992
55 citations
"Isolation of tocopherol and sterol ..." refers background in this paper
...Supercritical fluid extraction technology is promising, and attempts have been made to isolate tocopherols from soya sludge ( 4 ) by this process....
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