CN102634547A - Preparation method of symmetric triglyceride - Google Patents
Preparation method of symmetric triglyceride Download PDFInfo
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- CN102634547A CN102634547A CN2012100847288A CN201210084728A CN102634547A CN 102634547 A CN102634547 A CN 102634547A CN 2012100847288 A CN2012100847288 A CN 2012100847288A CN 201210084728 A CN201210084728 A CN 201210084728A CN 102634547 A CN102634547 A CN 102634547A
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Abstract
The invention provides a preparation method of 2-unsaturated-1, 3-disaturated symmetric triglyceride, which belongs to the field of processing of special food oil and is used for solving the problems that existing methods are complex in process with many byproducts. The preparation method includes: subjecting fatty acid methyl ester as acyl donor and oleic acid enriched vegetable fat as acryl receptor to transesterification under the action of 1,3 specific immobilized lipase, and subjecting transesterification products to fractionation via solvent to obtain the 2-unsaturated-1, 3-disaturated symmetric triglyceride. The preparation method of the symmetric triglyceride has the advantages that reaction conditions are moderate, subsequent separating is simple, and content of the symmetric triglyceride in the products is high. Prepared products can be used for delaying frosting of chocolate and products thereof.
Description
Technical field
It is unsaturated-1 to the present invention relates to a kind of 2-, and the preparation method of the di-saturated symmetric form triglyceride level of 3-belongs to the field of food special fat processing.
Background technology
Need strict temperature adjustment process in the chocolate course of processing, control the bad frosting phenomenon that is prone to cause, thus the chocolate quality of influence.The consistency of substitute of cocoa fat and natural cocoa butter is poor, and frosting also very easily appears in the chocolate of processing in storage.Although at present select low fat cocoa powder for use in the chocolate course of processing of substitute of cocoa fat as far as possible, still there is theobroma oil inevitably, if reduce the consumption of cocoa powder then can influence the mouthfeel of chocolate again.The method of therefore, seeking to delay chocolate and chocolate frosting necessitates.
There have the researchist to find with containing the 2-of long carbochain sfas and unsaturated fatty acids to be unsaturated-1, and the chocolate sauce of adding can effectively improve the frosting problem in temperature adjustment and the storage process under the di-saturated symmetric form mixing acid of the 3-triglyceride level solid conditions.This solid-state sweet three ester compositions can be induced the rapid crystallization of theobroma oil as crystal seed in chocolate temperature adjustment process be the V-type crystal formation, and in storage process, keep V-type for a long time, avoided the transformation to more stable VI type crystal formation.Through verification experimental verification, this 2-is unsaturated-1, and the di-saturated symmetric form mixing acid of 3-triglyceride level can effectively delay frosting really.The fatty ester that they propose to adopt the high erucin of hydrolysis deep hydrogenation to obtain mixes with high oleic sunflower oil, with have 1,3 optionally enzyme carry out catalyzed transesterification and prepare.This kind method steps is various, and product is formed complicated, divides and puies forward difficulty, is unfavorable for commercially producing.This just requires the novel method of these type of sweet three esters of development and preparation, and is easy and simple to handle when obtaining higher degree, is easy to realize.Therefore; We have developed the method with fatty acid methyl ester and these type of sweet three esters of oil and fat preparation based on this requirement, and it is unsaturated-1 that novel method adopts the single stage method preparation to contain 2-, the di-saturated symmetric form mixing acid of 3-triglyceride level; This method is easy and simple to handle; Be easy to realize, can save cost to a great extent, realize suitability for industrialized production.
The 2-that the present invention relates to unsaturated-1; 3-two saturated symmetric form triglyceride level be applicable to that natural cocoa butter is chocolate, substitute of cocoa fat is chocolate and the processing products process in, be particularly useful for natural cocoa butter chocolate with contain in the substitute of cocoa fat chocolate of a certain amount of natural cocoa butter.
Summary of the invention
It is unsaturated-1 to the purpose of this invention is to provide a kind of 2-, the preparation method of the di-saturated symmetric form triglyceride level of 3-, and prepared product is used to delay the frosting phenomenon of chocolate and chocolate.
The present invention realizes through following technical scheme: be acry radical donor with the fatty acid methyl ester; Being rich in oleic Vegetable oil lipoprotein is acyl acceptor; 1; Carry out transesterification reaction under the effect of 3 specificity immobilized lipases, ester exchange offspring is obtained through refining to such an extent that 2-is unsaturated-1 through the solvent branch again, sweet three esters of the di-saturated symmetric form of 3-.
The present invention also can realize through following technical scheme: fatty acid part is Triple Pressed Stearic Acid, eicosanoic acid, mountain Yu acid in the fatty acid methyl ester that is adopted among the present invention, perhaps two or three mixture wherein.
The present invention also can realize through following technical scheme: the Vegetable oil lipoprotein that is adopted is one or both in sweet oil and the high oleic sunflower oil.
The present invention also can realize through following technical scheme: adopted 1,3-specificity immobilized lipase is Lipozyme TL IM, Lipozyme RM IM, Novozym 435 or their mixture.
The present invention also can realize through following technical scheme: the addition of said fixing lypase is 1%～15%.
The present invention also can realize through following technical scheme: the mass ratio of acry radical donor and acyl acceptor is 1.5: 1～4: 1.
The present invention also can realize through following technical scheme: the temperature of the above transesterification reaction is 50～80 ℃.
The present invention also can realize through following technical scheme: the time of the above transesterification reaction is 1～24h.
Compared with prior art, the invention has the beneficial effects as follows: it is unsaturated-1 to adopt the single stage method preparation to contain 2-, the di-saturated symmetric form mixing acid of 3-triglyceride level; Product purity is high, and is easy and simple to handle, is easy to realize; Can save cost to a great extent, realize suitability for industrialized production.
Embodiment
Embodiment 1
Take by weighing methyl behenate 8g, sunflower seed oil 2g, Lipozyme TL IM immobilized lipase 0.1g in reactor drum, 75 ℃ of temperature of reaction, reaction times 24h.After reaction finishes, add the dilution of 50mL normal hexane, remove immobilized enzyme with filter paper filtering.Remaining immobilized enzyme is removed through spinning.The remaining solid grease is used hot n-hexane dissolution, and places under 40 ℃ of conditions to divide and carry 24h, filters, and the solid retained composition volatilizes wherein residual solvent composition, and it is unsaturated-1 both must to be rich in 2-, 3-two saturated components of triglycerides.
Embodiment 2
Take by weighing Methyl eicosanoate 6g, sweet oil 4g, Novozym 435 immobilized lipase 0.6g in reactor drum, 65 ℃ of temperature of reaction, reaction times 12h.After reaction finishes, add the dilution of 50mL normal hexane, remove immobilized enzyme with filter paper filtering.Remaining immobilized enzyme is removed through spinning.The remaining solid grease is used hot n-hexane dissolution, and places under 35 ℃ of conditions to divide and carry 24h, filters, and the solid retained composition volatilizes wherein residual solvent composition, and it is unsaturated-1 both must to be rich in 2-, 3-two saturated components of triglycerides.
Embodiment 3
Take by weighing methyl stearate 7.2g, high oleic sunflower oil 2.8g, Lipozyme RM IM immobilized lipase 1.35g, 50 ℃ of temperature of reaction, reaction times 2h.After reaction finishes, add the dilution of 50mL normal hexane, remove immobilized enzyme with filter paper filtering.Remaining immobilized enzyme is removed through spinning.The remaining solid grease is used hot n-hexane dissolution, and places under 30 ℃ of conditions to divide and carry 24h, filters, and the solid retained composition volatilizes wherein residual solvent composition, and it is unsaturated-1 both must to be rich in 2-, 3-two saturated components of triglycerides.
Claims (3)
1. the preparation method of a symmetric form triglyceride level; The selected fatty acid methyl esters is an acry radical donor, and being rich in oleic Vegetable oil lipoprotein is acyl acceptor, 1; Carry out transesterification reaction under the effect of 3 specificity immobilized lipases; Ester exchange offspring again through the solvent branch obtain through refining 1, sweet three esters of the symmetric form that 3-two unsaturated-2-are saturated, fatty acid part can be Triple Pressed Stearic Acid, eicosanoic acid, mountain Yu acid in the fatty acid methyl ester that it is characterized in that being selected for use; Perhaps wherein two or three fatty acid mixt; The Vegetable oil lipoprotein of being selected for use is one or both in sweet oil or the high oleic sunflower oil, select for use 1,3-specificity immobilized lipase is Lipozyme TL IM, Lipozyme RM IM, Novozym 435 or their mixture.
2. the preparation method of symmetric form triglyceride level as claimed in claim 1 is characterized in that the immobilized lipase addition is 1%～15%.
3. like the preparation method of claim 1,2 described symmetric form triglyceride level, it is characterized in that the mass ratio of acry radical donor and acyl acceptor was respectively 1.5: 1～4: 1, the temperature of transesterification reaction is 50～80 ℃, and the time of transesterification reaction is 1～24h.
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| CN2012100847288A CN102634547A (en) | 2012-03-28 | 2012-03-28 | Preparation method of symmetric triglyceride |
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| CN2012100847288A CN102634547A (en) | 2012-03-28 | 2012-03-28 | Preparation method of symmetric triglyceride |
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| CN102634547A true CN102634547A (en) | 2012-08-15 |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105063115A (en) * | 2015-07-22 | 2015-11-18 | 江南大学 | Enzymatic synthesis method of triglyceride of symmetric structure |
| CN106480116A (en) * | 2016-06-08 | 2017-03-08 | 江南大学 | A kind of method of enzymatic clarification 1,3 distearyl acid 2 oleins |
| CN109315568A (en) * | 2017-12-26 | 2019-02-12 | 丰益(上海)生物技术研发中心有限公司 | Fat or oil composition, its purposes and the food containing fat or oil composition |
| CN114085705A (en) * | 2021-11-25 | 2022-02-25 | 江南大学 | Preparation method of chocolate grease without temperature adjustment |
| RU2790516C2 (en) * | 2017-12-26 | 2023-02-21 | УИЛМАР (ШАНХАЙ) БАЙОТЕКНОЛОДЖИ РИСЕРЧ Энд ДИВЕЛОПМЕНТ СЕНТЕР КО., ЛТД. | Oil and fat composition, its use, and food product including oil and fat composition |
| GB2617451A (en) * | 2022-02-18 | 2023-10-11 | Shandong Acad Of Agricultural Sciences | Method for obtaining 1,3-diglyceride from high oleic sunflower oil |
Citations (2)
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| EP0245076A2 (en) * | 1986-05-06 | 1987-11-11 | Unilever Plc | Edible fats |
| CN101878821A (en) * | 2010-05-05 | 2010-11-10 | 江南大学 | The biosynthesis of cocoa butter improver |
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2012
- 2012-03-28 CN CN2012100847288A patent/CN102634547A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0245076A2 (en) * | 1986-05-06 | 1987-11-11 | Unilever Plc | Edible fats |
| CN101878821A (en) * | 2010-05-05 | 2010-11-10 | 江南大学 | The biosynthesis of cocoa butter improver |
Non-Patent Citations (1)
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| 刘伟雄 等: "无溶剂体系酶催化酯交换反应的研究", 《中国油脂》, vol. 24, 31 December 1999 (1999-12-31) * |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105063115A (en) * | 2015-07-22 | 2015-11-18 | 江南大学 | Enzymatic synthesis method of triglyceride of symmetric structure |
| CN105063115B (en) * | 2015-07-22 | 2018-08-07 | 江南大学 | A kind of enzymatic synthesis method of symmetrical structure triglycerides |
| CN106480116A (en) * | 2016-06-08 | 2017-03-08 | 江南大学 | A kind of method of enzymatic clarification 1,3 distearyl acid 2 oleins |
| CN106480116B (en) * | 2016-06-08 | 2019-07-09 | 江南大学 | A kind of enzymatic clarification 1, the method for 3- distearyl acid -2- olein |
| CN109315568A (en) * | 2017-12-26 | 2019-02-12 | 丰益(上海)生物技术研发中心有限公司 | Fat or oil composition, its purposes and the food containing fat or oil composition |
| WO2019128925A1 (en) * | 2017-12-26 | 2019-07-04 | 丰益(上海)生物技术研发中心有限公司 | Grease composition, use thereof and food having same |
| RU2790516C2 (en) * | 2017-12-26 | 2023-02-21 | УИЛМАР (ШАНХАЙ) БАЙОТЕКНОЛОДЖИ РИСЕРЧ Энд ДИВЕЛОПМЕНТ СЕНТЕР КО., ЛТД. | Oil and fat composition, its use, and food product including oil and fat composition |
| US11618865B2 (en) | 2017-12-26 | 2023-04-04 | Wilmar (Shanghai) Biotechnology Research & Development Center Co., Ltd. | Oil and fat composition, use thereof and food comprising the same |
| CN114085705A (en) * | 2021-11-25 | 2022-02-25 | 江南大学 | Preparation method of chocolate grease without temperature adjustment |
| CN114085705B (en) * | 2021-11-25 | 2023-09-15 | 江南大学 | Preparation method of chocolate grease without temperature adjustment |
| GB2617451A (en) * | 2022-02-18 | 2023-10-11 | Shandong Acad Of Agricultural Sciences | Method for obtaining 1,3-diglyceride from high oleic sunflower oil |
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Application publication date: 20120815 |