Fractionation of phytosterol esters in oil

A technology of phytosterol esters and phytostanol esters, applied in the field of fractionation of phytosterol esters in oil, can solve the problems of not teaching or implying product enrichment steps, not providing, etc.

Inactive Publication Date: 2008-08-06
ENZYMOTEC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, WO 01 / 75083 does not provide any details on the composition and composition of the product obtained by said selective esterification or its physical properties, while on the obtained diacylglycerol and phytosterol and / or phytostanane Improved use of combinations of alcohol esters or corresponding enriched products, nor does it teach or imply detailed enrichment steps for the obtained products

Method used

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  • Fractionation of phytosterol esters in oil
  • Fractionation of phytosterol esters in oil
  • Fractionation of phytosterol esters in oil

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0138] Example 1 : Lipase-catalyzed alcoholysis of stigmasterol in canola oil

[0139] 1.1 Enzymatic reaction

[0140] The lipase-catalyzed conversion of stigmasterol to stigmasteryl esters in canola oil was carried out under the following reaction conditions:

[0141] 9 g of the lipase preparation obtained according to WO 01 / 75083 were added to 50 ml of canola oil enriched with 4 gr stigmasterol. Then, the reaction mixture was heated to 60°C for 14 hours. Thereafter, samples were removed, diluted with n-hexane (30 μl reaction mixture / 600 μl n-hexane), and then injected into the gas chromatography system as described above. The concentration of unreacted stigmasterol was determined by GC and the conversion rate was calculated to give a value of 94%.

[0142] 1.2 Separation of reaction products

[0143] At the end of the reaction, the enzyme was filtered off, and the mixture was cooled to 25°C and then left to stand for 12 hours.

[0144] The resulting mixture (refer...

Embodiment 2

[0149] Example 2 : Lipase-catalyzed alcoholysis of phytosterols from soybean in olive oil

[0150] 2.1 Enzymatic reaction

[0151] In a 1 liter glass stirred reactor, 100 g of a lipase preparation obtained according to WO 01 / 75083 and 120 g of soybean-derived phytosterols (containing 0.3-4% brassicasterol, 20-30% campesterol, 11-20% stigmasterol,> 40% β sitosterol) add 450g of the best light pressed high-quality olive oil. The reaction mixture was then heated to 50°C and stirred for 24 hours. The conversion of the reaction was 93%. The catalyst was isolated by filtration at 50°C. The filtered catalyst was added to a fresh mixture of 450g of the finest light pressed premium olive oil and 120g of unreacted phytosterols. The second batch also reached 93% conversion after 24 hours. Filtration of the catalyst was repeated and 566 g of product (Mixture A) were allowed to stand at room temperature for 20 hours.

[0152] Mixture A was centrifuged at 7500xg at 25°C for 15 min...

Embodiment 3

[0159] Example 3 : Further enrichment of phytosterol esters and diglycerides by molecular distillation.

[0160] A reaction mixture obtained from canola oil source, which contains: 13wt% phytosterol esters, 20wt% diglycerides by weight, 0.1-1wt% free phytosterols and 5wt% free fatty acids, the The reaction mixture was added to a molecular still (made of glass, 2 inches in diameter, laboratory equipment). The primary distillation is carried out under the conditions of 180-200° C. and 0.01-0.001 mbar, so as to remove free phytosterols and free fatty acids. The residue from the primary distillation was added again under different conditions to obtain various distillation compositions as shown in Tables 7 and 8. PSE refers to phytosterol esters.

[0161] Table 7

[0162]Distillate quality and phytosterol ester yield in the distillate (0.001-0.005mbar and at different temperatures)

[0163] temperature(℃)

Distillate quality / feedstock quality

PSE mass ...

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Abstract

A composition comprising at least one diacylglycerol and at least one phytosterol and / or phytostanol ester dissolved or dispersed in an edible oil and / or edible fat, and further optionally comprising monoglycerides.Phytosterol esters may be beta-sitosterol, campesterol, stigmasterol and brassicasterol esters. Phytostanol esters may be stigmasterol, campestanol and sitostanol. The phytosterol and / or phytostanol esters are preferably esters of C14-C22, preferably C16-C18 saturated or unsaturated fatty acids, particularly oleic, linoleic, linolenic, palmitic and stearic acids. The diacylglycerol(s) are preferably 1,3-di-fatty acyl glycerol(s).The invention also provides a process for preparing compositions enriched with triacylglycerol(s) and phytosterol and / or phytostanol esters of mainly unsaturated fatty acid(s) or of mainly saturated fatty acid(s).The invention also relates to dietary food supplements and alimentary products comprising the composition of the invention.

Description

field of invention [0001] The present invention relates to compositions comprising diacylglycerols (DAGs), primarily 1,3-diacylglycerols, phytosterol esters and / or phytostanol esters, dissolved or dispersed in edible oils and / or edible fats (PSE) and optionally containing monoglycerides, and relates to the preparation and various uses of said compositions, especially as dietary nutrients, food supplements and / or ingredients in the food industry. [0002] More specifically, the present invention relates to the alcoholysis, esterification and / or transesterification of phytosterols and / or phytostanols in oils using immobilized, selectively surfactant-coated lipases obtained product. In particular, the present invention relates to novel mixtures of phytosterol esters and / or phytostanol esters in edible oils and / or fats. Such mixtures generally include an oil fraction containing, inter alia, diacylglycerol and phytosterol and / or phytostanol esters of unsaturated fatty acids, and ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07J9/00C11B7/00C11C3/00C12P7/64A23D9/00A23L1/30A23D9/007A23D9/013A61K31/23A61K31/231A61K31/575A61K35/12A61K36/18A61P3/00C11B3/12C11C3/10
CPCC12P7/6454C11C3/003C11B3/12A23L1/3004C11C3/10C11B7/0008C12P7/6472A23L1/3006A23D9/013C07J9/00A23L33/11A23L33/115A61P3/00C11B7/00C12P7/6458
Inventor E·加科-戈兰S·巴希尔D·普拉特G·本-德罗O·法卡斯E·霍塔姆Z·戈德施米特
Owner ENZYMOTEC
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