CN105767213A - Grease composition and preparation method thereof - Google Patents
Grease composition and preparation method thereof Download PDFInfo
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- CN105767213A CN105767213A CN201410823453.4A CN201410823453A CN105767213A CN 105767213 A CN105767213 A CN 105767213A CN 201410823453 A CN201410823453 A CN 201410823453A CN 105767213 A CN105767213 A CN 105767213A
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/08—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils with fatty acids
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
- A23D9/02—Other edible oils or fats, e.g. shortenings, cooking oils characterised by the production or working-up
- A23D9/04—Working-up
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/40—Complete food formulations for specific consumer groups or specific purposes, e.g. infant formula
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/06—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils with glycerol
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- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
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- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
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- Edible Oils And Fats (AREA)
Abstract
The invention relates to a grease composition and a preparation method thereof. According to the preparation method of the grease composition, triglyceride and fatty acid or its derivatives contact in the presence of lipase, and the method is characterized in that polyol exists in the system. The grease composition provided by the invention contains a plant originated triglyceride mixture, the Sn-2 position palmitic acid residue in the triglyceride mixture accounts for at least 52% of total palmitic acid residues, and the unsaturated fatty acid residues at positions Sn-1 and Sn-3 are oleic acid residues or linoleic acid residues. The method provided by the invention is easy to operate, and the added polyol is safe and non-toxic, low in cost, and can increase the reaction rate.
Description
Technical field
The present invention provides fat or oil composition and preparation method thereof.
Background technology
Breast milk is the best source of infantile nutrition.In breast milk containing 3%~4.5% fat, these fatty and corresponding fatty acids be infant provide 50~the energy of 60% and growth promoter needed for essential fatty acid.Meanwhile, fat, as the carrier of fatsoluble vitamin, can promote fatsoluble vitamin absorption in vivo.Admittedly, human milk fat Fatty acid compositions and be structurally characterized in that baby formula milk powder oil golden standard.The fatty acid composition of breast milk and distribution have following feature: in (1) human milk fat, the content of triglyceride (TAG) accounts for more than 98%;(2) total fatty acids composition aspect, oleic acid content is the highest, is topmost monounsaturated fatty acid, and palmitic acid content, between 20~30%, is topmost satisfied fatty acid;(3), in the distribution of fatty acid, unsaturated fatty acid is mainly distributed on the Sn-1 of TAG, 3, and the Palmic acid of more than 70% is distributed in the Sn-2 position of TAG.
The composition of human milk fat and position distribution and infant to digest and assimilate feature closely related.Research shows, fat is mainly had Sn-1 in infants, 3 specific stomach lipolytic enzymes and pancreatic lipase hydrolysis, forms free fatty and 2-monoglyceride.Wherein 2-monoglyceride is rapidly absorbed into blood circulation through lymphsystem.But, there is larger difference to free fatty acid absorption in human body.In general, chain saturated fatty acids is absorbed not as short-and-medium chain saturated fatty acid and unsaturated fatty acid are digested and assimilated effective.Reason is that chain saturated fatty acids fusing point, higher than body temperature, is easily formed insoluble soap compound at little enteral, causes the double loss of energy and mineral.Especially Palmic acid, free Palmic acid is the lowest at little intestinal absorption, and saponified being also easy to of formation causes feces to be dried, and Sn-2 position Palmic acid monoglyceride is easily digested and assimilated by small intestinal.
It is directed to the feature that fat digestion is absorbed by infant, it is provided that be beneficial to the growth promoter of infant at fatty acid composition and the similar oils and fats of position distribution to human milk fat.And general vegetable oil or a combination thereof thing are difficult in fatty acid position distribution the standard close to human milk fat.Along with the development of biotechnology, particularly enzyme engineering technology, utilizing and have Sn-1,3 specific lipases are oriented transformation to the fatty acid profile of oils and fats, prepare human milk fat substituted compositions and have become as study hotspot.At present, prepare the existing Patents of human milk fat substituted thing by this technology to report.WO1994268551 discloses a certain proportion of Petiolus Trachycarpi oil and palm-kernel oil at Sn-1, it is oriented ester exchange under 3 specific fat enzyme catalysiss, ester exchange offspring is allocated by a certain percentage with other vegetable oil again, and in the fat or oil composition obtained, Sn-2 position satisfied fatty acid accounts for total satisfied fatty acid more than 40%.
CN101940241 discloses a method preparing human milk fat substituted thing, use the oils and fats deriving from Mekong Delta Silurus asotus fish, by obtaining liquid combination after point carrying, carrying out enzymatic interesterification procedure with fatty acid mixed or fatty acid mixed lower alcohol again, in the human milk fat substituted thing obtained, Sn-2 position Palmic acid accounts for the ratio more than 60% of Palmic acid.
WO2007029018A1 discloses a kind of method of compositions prepared and comprise OPO, uses the palmitic stearin of iodine number 8~12 to be skillful in oleic acid or its nonglyceride carries out enzymatic directed inter-esterification.Obtaining in OPO compositions by this method, Sn-2 position Palmic acid accounts for total palmitate ratio and reaches more than 50%, but the method needs to relate to fractionation process, increases process costs.
WO2006114791 discloses human milk succedaneum, and wherein Sn-2 position satisfied fatty acid accounts for the ratio of total satisfied fatty acid less than 43.5%.
CN102827885A discloses containing 1, compositions of 3-bis-unsaturated fatty acyl-2-saturated fat acyl glyceride and its production and use, first will be enriched in the ester of saturated fatty acid residues to mix with the ester rich in unsaturated fatty acid residue and carry out random ester exchange, again the ester of randomized oils and fats with unsaturated fatty acid or unsaturated fatty acid is mixed, carry out enzymic transesterification.By in the fat or oil composition that the method obtains, Sn-2 satisfied fatty acid accounts for the ratio more than 45% of total satisfied fatty acid.
Above-mentioned prior art, by screening different raw materials, utilizes the reaction of lipase enzymatic directed inter-esterification to improve Sn-2 position satisfied fatty acid in fat or oil composition and accounts for the ratio of total satisfied fatty acid.But all it is confined to the screening to glyceride stock, or it is carried out the subsequent techniques such as pretreatment, or fractional distillation.
Need nonetheless remain for further improving Sn-2 position Palmic acid in fat or oil composition and account for the ratio of total Palmic acid acid so that it is closer to human milk fat in fatty acid profile.
Summary of the invention
It is an object of the present invention to provide the preparation method of fat or oil composition, wherein triglyceride is contacted with fatty acid or derivatives thereof in the presence of lipase, it is characterised in that in system, there is polyhydric alcohol.
The preparation method of the fat or oil composition according to the present invention, described fatty acid is at least one in the straight or branched of carbon number 16~30, saturated or unsaturated fatty acid.
The preparation method of the fat or oil composition according to the present invention, the method includes: triglyceride and fatty acid or derivatives thereof are oriented in the presence of specific lipase the step of ester exchange reaction, described polyhydric alcohol the most before transesterification or adds in reaction system in ester-exchange reaction
The preparation method of the fat or oil composition according to the present invention, described specific lipase is 1,3 specific lipases, and as non-limitative example, described 1,3 specific lipases can be Lipozyme
RM IM, Lipozyme IM60, Lipozyme IM20, lipase
SP435, lipase SP382, lipase from candida sp (Candida
Rugosa lipase), lipase MC7, Novozym
435, at least one in antarctic candidia lipase (Candida antarctica lipase) B, R275A lipase or porcine pancreatic lipase or lipase D.
The preparation method of the fat or oil composition according to the present invention, the triglyceride that described triglyceride represents containing useful following formula (1),
In formula (1), R1、R2And R3The most identical or different, R1、R2And R3In at least one represent the group of satisfied fatty acid being derived from the straight or branched that carbon number is 8~30.
The preparation method of the fat or oil composition according to the present invention, described R1、R2And R3The most identical or different, R1、R2And R3In at least one represent and be derived from the group of the linear saturated fatty acids that carbon number is 16~18.
The preparation method of the fat or oil composition according to the present invention, described triglyceride is plant origin.
The preparation method of the fat or oil composition according to the present invention, described triglyceride selected from the vegetable oil stearin containing palmitic acid three ester, the vegetable oil containing palmitic acid three ester or containing palmitic acid three ester vegetable oil random ester exchange oils and fats at least one.
The preparation method of the fat or oil composition according to the present invention, described triglyceride is that palm oil stearin, Petiolus Trachycarpi oil, fractionated palm oil carry tristearin, the palm oil stearin of random ester exchange, the Petiolus Trachycarpi oil of random ester exchange, the fractionated palm oil of random ester exchange put forward at least one in tristearin.
The preparation method of the fat or oil composition according to the present invention, described random ester exchange is the random ester exchange of chemistry or the random ester exchange of enzyme process.
In a specific embodiment of the present invention, the catalyst used in the random ester exchange of described enzyme process is nonspecific lipid enzyme, and as non-limitative example, described nonspecific lipid enzyme can be Lipozyme
TL IM。
The preparation method of the fat or oil composition according to the present invention, described polyhydric alcohol is 2~6 yuan of alcohol.
The preparation method of the fat or oil composition according to the present invention, described polyhydric alcohol is selected from ethylene glycol, propylene glycol, glycerol, trimethylolethane, erythritol, tetramethylolmethane, sorbitol or xylitol at least one.
The preparation method of the fat or oil composition according to the present invention, in terms of the described triglyceride total amount with fatty acid or derivatives thereof, the amount of described polyhydric alcohol is 1~30 weight %, preferably 5~20 weight %, and more excellent is 5~10 weight %.
The preparation method of the fat or oil composition according to the present invention, at least one in the straight chain unsaturated fatty acid of carbon number 16~20 of described fatty acid, at least one in the ester of the straight chain unsaturated fatty acid of carbon number 16~20 of described derivative of fatty acid.
In a specific embodiment of the present invention, described fatty acid or derivatives thereof is preferably at least one in oleic acid, ethyl oleate, methyl oleate, high oleic sunflower oil or high gas oil ratio Petiolus Trachycarpi oil.
The preparation method of the fat or oil composition of the present invention, it accounts for the ratio of total satisfied fatty acid for preparing and improve human milk fat substituted thing Sn-2 position satisfied fatty acid, particularly improves 1, and in the human milk fat substituted thing of 3-, Sn-2 position Palmic acid accounts for total palmitate ratio.
Account for the ratio of total satisfied fatty acid by adding Sn-2 position satisfied fatty acid in polyhydric alcohol raising triglyceride compositions, particularly improve Sn-2 position Palmic acid in human milk fat substituted thing and account for the ratio of total Palmic acid.
It is a further object to provide fat or oil composition prepared by the preparation method of the fat or oil composition by the present invention.
It is a further object to provide the preparation method of a kind of human milk fat substituted thing, triglyceride and oleic acid or derivatives thereof are oriented ester exchange in the presence of specific lipase by it, there is polyhydric alcohol in system.
The preparation method of the human milk fat substituted thing according to the present invention, described specific lipase is 1,3 specific lipases, and as non-limitative example, described 1,3 specific lipases can be Lipozyme RM IM, Lipozyme
At least one in IM60, Lipozyme IM20, lipase SP435, lipase SP382, lipase from candida sp, lipase MC7, Novozym 435, candida antarctica lipase B, R275A lipase or porcine pancreatic lipase or lipase D.
The preparation method of the human milk fat substituted thing according to the present invention, described triglyceride is plant origin.
The preparation method of the human milk fat substituted thing according to the present invention, described triglyceride selected from the vegetable oil stearin containing palmitic acid three ester, the vegetable oil containing palmitic acid three ester or containing palmitic acid three ester vegetable oil random ester exchange oils and fats at least one.
The preparation method of the human milk fat substituted thing according to the present invention, described triglyceride is that palm oil stearin, Petiolus Trachycarpi oil, fractionated palm oil carry tristearin, the palm oil stearin of random ester exchange, the Petiolus Trachycarpi oil of random ester exchange, the fractionated palm oil of random ester exchange put forward at least one in tristearin.
The preparation method of the human milk fat substituted thing according to the present invention, described random ester exchange is the random ester exchange of chemistry or the random ester exchange of enzyme process.
In a specific embodiment of the present invention, the catalyst used in the random ester exchange of described enzyme process is nonspecific lipid enzyme, and as non-limitative example, described nonspecific lipid enzyme can be Lipozyme
TL IM。
The preparation method of the human milk fat substituted thing according to the present invention, described polyhydric alcohol is 2~6 yuan of alcohol.
The preparation method of the human milk fat substituted thing according to the present invention, described polyhydric alcohol is selected from ethylene glycol, propylene glycol, glycerol, trimethylolethane, erythritol, tetramethylolmethane, sorbitol or xylitol at least one.
The preparation method of the human milk fat substituted thing according to the present invention, in terms of the described triglyceride total amount with fatty acid or derivatives thereof, the amount of described polyhydric alcohol is 1~30 weight %, preferably 5~20 weight %, and more excellent is 5~10 weight %.
The preparation method of the human milk fat substituted thing according to the present invention, described oleic acid or derivatives thereof is preferably at least one in oleic acid, ethyl oleate, methyl oleate, high oleic sunflower oil or high gas oil ratio Petiolus Trachycarpi oil.
The preparation method of the fat or oil composition of the present invention, it accounts for the ratio of total satisfied fatty acid for preparing and improve human milk fat substituted thing Sn-2 position satisfied fatty acid, particularly improves 1, and in the human milk fat substituted thing of 3-, Sn-2 position Palmic acid accounts for total palmitate ratio.
It is a further object to provide fat or oil composition, it comprises the triglyceride mixture of plant origin, and the Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio of total palmitic acid residues and is at least 52%, preferably 52~70%, more preferably 54~68%, further preferred 59~65%.
In a preferred embodiment of the invention, in described fat or oil composition, the unsaturated fatty acid residue of Sn-1 and Sn-3 position is oleic acid residues or linoleic.
According to the fat or oil composition of the present invention, in described triglyceride mixture, Sn-2 palmitic acid content is 30~60 weight %, preferably 40~55 weight %, more preferably 45~50 weight %.
According to the fat or oil composition of the present invention, satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 20~45 weight %, preferably 25~35 weight %, more preferably 28~33 weight %.
According to the fat or oil composition of the present invention, unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 50~80 weight %, preferably 60~75 weight %, more preferably 62~70 weight %.
In a preferred embodiment of the invention, described fat or oil composition is human milk fat substituted thing, and in a preferred embodiment of the invention, described fat or oil composition is OPO.
It is a further object to provide Sn-1 position and/or the method for Sn-3 position fatty acid in change triglyceride, wherein triglyceride is contacted in the presence of lipase with fatty acid or derivatives thereof, it is characterized in that, polyhydric alcohol is there is in system, at least one in the straight or branched, saturated or unsaturated fatty acid or derivatives thereof of carbon number 16~30 of the most described fatty acid or derivatives thereof, is preferably selected from least one in oleic acid, ethyl oleate, methyl oleate, high oleic sunflower oil or high gas oil ratio Petiolus Trachycarpi oil.
It is a further object to provide a kind of fat or oil composition comprising the present invention or the compositions of human milk fat substituted thing.
It is a further object to provide a kind of fat or oil composition comprising the present invention or the food of human milk fat substituted thing.
It is a further object to provide a kind of fat or oil composition comprising the present invention or the baby formula milk powder of human milk fat substituted thing.
It is a further object to provide a kind of fat or oil composition comprising the present invention or the dispensed food for baby of human milk fat substituted thing.
It is a further object to provide the succedaneum human milk fat compositions of a kind of fat or oil composition comprising the present invention or human milk fat substituted thing.
It is a further object to provide a kind of fat or oil composition comprising the present invention or the dietary ingredient of human milk fat substituted thing.
It is a further object to provide fat or oil composition or the human milk fat substituted thing purposes in preparing baby formula milk powder of the present invention.
It is a further object to provide fat or oil composition or the human milk fat substituted thing purposes in preparing dispensed food for baby of the present invention.
It is a further object to provide fat or oil composition or the human milk fat substituted thing purposes in preparing human milk fat substituted product of the present invention.
It is a further object to provide fat or oil composition or the human milk fat substituted thing purposes in preparing dietary ingredient of the present invention.
Invention effect
The fat or oil composition prepared by the Grease preparation method of the present invention, in product, Sn-2 position Palmic acid accounts for the ratio of total Palmic acid is increased.And the method increases the nutritive value of this product further.
In the Grease preparation method of the present invention, the polyhydric alcohol of interpolation special ratios can significantly improve Sn-2 position satisfied fatty acid in compositions and account for the ratio of total satisfied fatty acid, particularly improves Sn-2 position Palmic acid in human milk fat substituted compositions and accounts for the ratio of total Palmic acid.
The reaction rate of enzymatic directed inter-esterification can be improved by adding polyhydric alcohol, save the response time.
The method of the present invention accounts for the ratio of total satisfied fatty acid by improving Sn-2 position satisfied fatty acid in enzyme process ester exchange reaction raising product, the ester exchange reaction of different material is all improved effect, has good universality.Additionally, the method for the present invention is simple to operate, the polyhydric alcohol safety non-toxic of interpolation, with low cost, and reaction rate can be improved.
Accompanying drawing explanation
Triglyceride mid-oleic when Fig. 1 shows different time points in embodiment 1 and comparative example 1.
Detailed description of the invention
The preparation method of fat or oil composition
The preparation method of the fat or oil composition of the present invention, wherein contacts triglyceride in the presence of lipase with fatty acid or derivatives thereof (being sometimes referred to as " the fatty acid or derivatives thereof of the present invention " below), wherein, there is polyhydric alcohol in system.In the preferred implementation of preparation method of the present invention, described triglyceride and fatty acid or derivatives thereof are oriented in the presence of specific lipase the step of ester exchange reaction, and described polyhydric alcohol the most before transesterification or adds in reaction system in ester-exchange reaction.The most described polyhydric alcohol adds in reaction system before transesterification.
In a preferred embodiment of the invention, described directed inter-esterification is the 1 of triglyceride, 3 directed inter-esterification, in a preferred embodiment of the invention, described specific lipase is 1,3 specific lipases, as non-limitative example, described 1,3 specific lipases can be Lipozyme
RM IM, Lipozyme IM60, Lipozyme IM20, lipase
SP435, lipase SP382, lipase from candida sp, lipase MC7, Novozym 435, candida antarctica lipase B, R275A lipase, porcine pancreatic lipase or lipase D(such as amano enzyme preparation company produce lipase D) at least one.
In the preferred implementation of preparation method of the present invention, the triglyceride that described triglyceride represents containing useful following formula (1),
In formula (1), R1、R2And R3The most identical or different, R1、R2And R3In at least one represent the group of satisfied fatty acid being derived from the straight or branched that carbon number is 8~30.Preferably R1、R2And R3The most identical or different, R1、R2And R3In at least one represent and be derived from the group of the linear saturated fatty acids that carbon number is 16~18.Further preferably R1、R2And R3In at least one represent and be derived from the group of Palmic acid.In the detailed description of the invention of the present invention, R1、R2And R3Identical, all represent the group being derived from Palmic acid.
In the preferred implementation of preparation method of the present invention, described triglyceride can be animal origin or plant origin, preferably plant origin.Derive from the described triglyceride of plant selected from the vegetable oil stearin containing palmitic acid three ester, the vegetable oil containing palmitic acid three ester or containing at least one in the random ester exchange oils and fats of the vegetable oil of palmitic acid three ester.
In a preferred embodiment of the invention, described triglyceride carries tristearin selected from palm oil stearin, Petiolus Trachycarpi oil, fractionated palm oil, the palm oil stearin of random ester exchange, the Petiolus Trachycarpi oil of random ester exchange, the fractionated palm oil of random ester exchange put forward at least one in tristearin.
In the detailed description of the invention of the present invention, described triglyceride is polished fat.
In the present invention, described triglyceride can also be obtained as below, Vegetable oil lipoprotein carries out the random ester exchange of routine in the presence of a catalyst, it is thus achieved that randomization oils and fats.Described Vegetable oil lipoprotein is selected from Rice oil, Oleum Helianthi, vegetable oil, Petiolus Trachycarpi oil, palm-kernel oil, Oleum Arachidis hypogaeae semen, Oleum Brassicae campestris, soybean oil, Oleum Gossypii semen, safflower oil, Oleum Perillae, Oleum Camelliae, olive oil, oleum theobromatis, tallowseed oil, almond oil, almond oil, bancoul nuts oil, rubber seed oil, Semen Maydis oil, wheat germ oil, sesame seed oil, Castor oil, seed of Radix Oenotherae erythrosepalae oil, hazelnut oil, Semen Cucurbitae oil, Oleum Juglandis, Oleum Vitis viniferae, borage seed oil, Fructrs Hippophae seed oil, tomato seed oil, macadimia nut oil, Oleum Cocois, cocoa butter, at least one in algae oil etc., preferably Petiolus Trachycarpi oil.
In the present invention, described randomization ester exchange is the random ester exchange of chemistry or the random ester exchange of enzyme process.
In a preferred embodiment of the invention, described randomization ester exchange is the random ester exchange of chemistry, and the chemical catalyst used in the random ester exchange of chemistry is acidic catalyst or base catalyst;Preferably, described chemical catalyst is NaOH, KOH, NaOCH3, organic base, solid base catalyst, sulphuric acid, sulfonic acid or solid acid catalyst;It is highly preferred that described chemical catalyst is NaOH, KOH, NaOCH3, sulphuric acid or sulfonic acid.
In the detailed description of the invention of the present invention, chemically catalyzed interesterification reaction can be passed through, such as, conventionally, raw oil material is made to mix, after adding the catalyst relative to raw oil material 0.01~3 weight %, under reduced pressure, stir 20 at 80~160 DEG C~implement for 90 minutes hours.After ester exchange reaction terminates, by hot water (water temperature is higher than oils and fats fusing point) or citric acid or phosphate aqueous solution catalyst deactivation, terminated diester exchange reaction.
In the detailed description of the invention of the present invention, described randomization ester exchange is the random ester exchange of enzyme process, and described enzyme process ester exchange reaction includes but not limited to use lipase as catalyst.As lipase, it is possible to use lipase powder or lipase powder is fixed on the immobilized-lipase on the carrier such as kieselguhr, ion exchange resin.The lipase used in randomization ester exchange reaction is a lack of site-specific ester exchange reaction, includes but not limited to: derive from the lipase of Alcaligenes, derive from the lipase etc. of mycocandida.
In the detailed description of the invention of the present invention, enzyme process ester exchange reaction can be passed through, and such as, adds lipase powder or the immobilized-lipase of 0.02~10 weight %, then at 40~80 DEG C, stir 0.5~48 hour in raw oil material.After ester exchange reaction terminates, remove lipase powder or immobilized-lipase by filtration etc..
Described lipase e.g. Lipozyme TL IM.In the preparation method of the fat or oil composition that the randomization oils and fats of gained is used for the present invention, or the randomization oils and fats of gained is obtained polished fat through following refinement step, and then in the preparation method of the fat or oil composition of the present invention.
After the reaction of described random step of transesterification, reactant mixture can be washed de-soap by conventional method, be dried, decolour, filter, it is thus achieved that polished fat.
In the preferred implementation of preparation method of the present invention, the fatty acid or derivatives thereof of the present invention is preferably at least one in the straight or branched of carbon number 16~30, saturated or unsaturated fatty acid or derivatives thereof.At least one in the straight chain unsaturated fatty acid of the preferred carbon number of fatty acid 16~20 of the present invention, can enumerate palmitoleic acid, oleic acid, linoleic acid, linolenic acid, eicosatrienoic acid, parinaric acid, arachidonic acid, eicosapentaenoic acid etc., preferably palmitoleic acid, oleic acid, linoleic acid, linolenic at least one.
At least one in the ester of the straight chain unsaturated fatty acid of the preferred carbon number of derivative of fatty acid 16~20 of the present invention.Described ester can be the Arrcostab of carbon number 1~20 of the fatty acid of the invention described above, the alkenyl esters of carbon number 2~20, the aryl ester of carbon number 6~20, the aralkyl ester etc. of carbon number 7~20.
In the detailed description of the invention of the present invention, described ester is nonglyceride.
Described Arrcostab can enumerate methyl ester, ethyl ester, propyl ester, butyl ester, pentyl ester, own ester, heptyl ester, monooctyl ester, nonyl ester, ester in the last of the ten Heavenly stems, undecyl ester, dodecyl ester, cetyl ester, stearyl etc..Described alkenyl esters can enumerate vinyl acetate, propylene, butene esters, amylene ester, hexene ester, heptene ester, octene ester, nonene ester, ubidecarenone, hendecene base ester, laurylene base ester, hexadecylene base ester, octadecylene base ester etc..Described aryl ester can enumerate phenylester, naphthyl ester etc..Described aralkyl ester can enumerate benzyl ester etc..Preferably methyl ester or ethyl ester.
In a preferred embodiment of the invention, at least one during the fatty acid or derivatives thereof of the present invention is preferably selected from oleic acid, ethyl oleate, methyl oleate, high oleic sunflower oil or high gas oil ratio Petiolus Trachycarpi oil.
The additional proportion of the fatty acid or derivatives thereof of described triglyceride and the present invention, with mass ratio range, triglyceride: the fatty acid or derivatives thereof of the present invention is 1:5, preferred 1:4, more preferably 1:3, further preferred 1:2, particularly preferred 1:1.5.
Described esterification is carried out the most under heating, and there is no particular limitation for the temperature of heating, as long as not affecting the purpose of the present invention, and e.g. 50~80 DEG C, preferably 60 DEG C.
There are a particularly restriction, as long as not affecting the purpose of the present invention, e.g. 0.5~20 hour the carrying out time of described esterification, preferably 1~10 hour.
In the preferred implementation of the preparation method of the fat or oil composition of the present invention, described polyhydric alcohol is 2~6 yuan of alcohol, is preferably selected from ethylene glycol, propylene glycol, glycerol, trimethylolethane, erythritol, tetramethylolmethane, sorbitol or xylitol at least one.In described polyhydric alcohol more preferably propylene glycol, glycerol or erythritol at least one.
In the preferred implementation of the preparation method of the fat or oil composition of the present invention, in terms of the triglyceride total amount with the fatty acid or derivatives thereof of the present invention, the amount of described polyhydric alcohol is 1~30 weight %, preferably 5~20 weight %, and more excellent is 5~10 weight %.In terms of the triglyceride total amount with the fatty acid or derivatives thereof of the present invention, the amount of described polyhydric alcohol for example, 3 weight %, 5 weight %, 10 weight %, 20 weight %.
In the preferred implementation of the preparation method of the fat or oil composition of the present invention, also include: the step after ester exchange reaction, product separated with unreacting material.There is no particular limitation for separation method, can be to enumerate the modes such as filtration separation, centrifugation.
In a detailed description of the invention of the fat or oil composition preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification reaction, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the glycerol of oleic acid gross weight 5%, add and be oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.Described chemically catalyzed interesterification step at 105 DEG C under described palm oil stearin is carried out vacuum dehydration 1 hour, the NaOCH3 adding 0.2 weight % is carried out at 105 DEG C, after adding the aqueous citric acid solution termination reaction of reactant mixture 20 weight %, reactant mixture is washed de-soap, is dried, decolours, filters, it is thus achieved that polished fat.
In a detailed description of the invention of the fat or oil composition preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the glycerol of oleic acid gross weight 10%, add and be oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
In a detailed description of the invention of the fat or oil composition preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the glycerol of oleic acid gross weight 20%, add and be oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
In a detailed description of the invention of the fat or oil composition preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with ethyl oleate in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the glycerol of oleic acid gross weight 5%, add and be oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
In a detailed description of the invention of the fat or oil composition preparation method of the present invention, Petiolus Trachycarpi oil is obtained randomization oils and fats by randomization, this randomization oils and fats is carried out refine and obtains polished fat, by the polished fat of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to polished fat and the glycerol of oleic acid gross weight 3%, add and be oriented ester exchange reaction relative to the lipase of polished fat and oleic acid gross weight 6%.Described palmitic randomization is to react Petiolus Trachycarpi oil and lipase (being 6 weight % relative to Petiolus Trachycarpi oil) 24 hours to obtain randomization oils and fats at 65 DEG C.After described randomization oils and fats being carried out vacuum dehydration 0.5 hour at 105 DEG C, reactant mixture is washed de-soap, is dried, decolours, filters, it is thus achieved that polished fat.
In a detailed description of the invention of the fat or oil composition preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the 1 of oleic acid gross weight 5%, 2-propylene glycol, adds and is oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
In a detailed description of the invention of the fat or oil composition preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the 1 of oleic acid gross weight 10%, 2-propylene glycol, adds and is oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
In a detailed description of the invention of the fat or oil composition preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the erythritol of oleic acid gross weight 5%, add and be oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
The preparation method of human milk fat substituted thing
The preparation method of the human milk fat substituted thing of the present invention, is wherein oriented ester exchange in the presence of specific lipase by triglyceride and oleic acid or derivatives thereof, wherein, there is polyhydric alcohol in system.In the preferred implementation of preparation method of the present invention, described triglyceride and oleic acid or derivatives thereof are oriented in the presence of specific lipase the step of ester exchange reaction, and described polyhydric alcohol the most before transesterification or adds in reaction system in ester-exchange reaction.The most described polyhydric alcohol adds in reaction system before transesterification.
In a preferred embodiment of the invention, described directed inter-esterification is the 1 of triglyceride, 3 directed inter-esterification,
In a preferred embodiment of the invention, described specific lipase is 1,3 specific lipases, and as non-limitative example, described 1,3 specific lipases can be Lipozyme
The lipase D that RM IM, Lipozyme IM60, Lipozyme IM20, lipase SP435, lipase SP382, lipase from candida sp, lipase MC7, Novozym 435, candida antarctica lipase B, R275A lipase, porcine pancreatic lipase or lipase D(such as amano enzyme preparation company produces).
In the preferred implementation of the preparation method of the human milk fat substituted thing of the present invention, described triglyceride can be animal origin or plant origin, preferably plant origin.Derive from the described triglyceride of plant selected from the vegetable oil stearin containing palmitic acid three ester, the vegetable oil containing palmitic acid three ester or containing at least one in the random ester exchange oils and fats of the vegetable oil of palmitic acid three ester.
In a preferred embodiment of the invention, described triglyceride carries tristearin selected from palm oil stearin, Petiolus Trachycarpi oil, fractionated palm oil, the palm oil stearin of random ester exchange, the Petiolus Trachycarpi oil of random ester exchange, the fractionated palm oil of random ester exchange put forward at least one in tristearin.In a preferred embodiment of the invention, described triglyceride is polished fat.
In the present invention, described triglyceride can also be obtained as below, Vegetable oil lipoprotein carries out the random ester exchange of routine in the presence of a catalyst, it is thus achieved that randomization oils and fats.Described Vegetable oil lipoprotein is selected from Rice oil, Oleum Helianthi, vegetable oil, Petiolus Trachycarpi oil, palm-kernel oil, Oleum Arachidis hypogaeae semen, Oleum Brassicae campestris, soybean oil, Oleum Gossypii semen, safflower oil, Oleum Perillae, Oleum Camelliae, olive oil, oleum theobromatis, tallowseed oil, almond oil, almond oil, bancoul nuts oil, rubber seed oil, Semen Maydis oil, wheat germ oil, sesame seed oil, Castor oil, seed of Radix Oenotherae erythrosepalae oil, hazelnut oil, Semen Cucurbitae oil, Oleum Juglandis, Oleum Vitis viniferae, borage seed oil, Fructrs Hippophae seed oil, tomato seed oil, macadimia nut oil, Oleum Cocois, cocoa butter, at least one in algae oil etc., preferably Petiolus Trachycarpi oil.
In the present invention, described randomization ester exchange is the random ester exchange of chemistry or the random ester exchange of enzyme process.
In a preferred embodiment of the invention, described randomization ester exchange is the random ester exchange of chemistry, and the chemical catalyst used in the random ester exchange of chemistry is acidic catalyst or base catalyst;Preferably, described chemical catalyst is NaOH, KOH, NaOCH3, organic base, solid base catalyst, sulphuric acid, sulfonic acid or solid acid catalyst;It is highly preferred that described chemical catalyst is NaOH, KOH, NaOCH3, sulphuric acid or sulfonic acid.
In a preferred embodiment of the invention, chemically catalyzed interesterification reaction can be passed through, such as, conventionally, raw oil material is made to mix, after adding the catalyst relative to raw oil material 0.01~3 weight %, under reduced pressure, stir 20 at 80~160 DEG C~implement for 90 minutes hours.After ester exchange reaction terminates, by hot water (water temperature is higher than oils and fats fusing point) or citric acid or phosphate aqueous solution catalyst deactivation, terminated diester exchange reaction.
In a preferred embodiment of the invention, described randomization ester exchange is the random ester exchange of enzyme process, and described enzyme process ester exchange reaction includes but not limited to use lipase as catalyst.As lipase, it is possible to use lipase powder or lipase powder is fixed on the immobilized-lipase on the carrier such as kieselguhr, ion exchange resin.The lipase used in randomization ester exchange reaction is a lack of site-specific ester exchange reaction, includes but not limited to: derive from the lipase of Alcaligenes, derive from the lipase etc. of mycocandida.
In a preferred embodiment of the invention, enzyme process ester exchange reaction can be passed through, and such as, adds lipase powder or the immobilized-lipase of 0.02~10 weight %, then at 40~80 DEG C, stir 0.5~48 hour in raw oil material.After ester exchange reaction terminates, remove lipase powder or immobilized-lipase by filtration etc..
Described lipase e.g. Lipozyme TL IM.In the preparation method of the fat or oil composition that the randomization oils and fats of gained is used for the present invention, or the randomization oils and fats of gained is obtained polished fat through following refinement step, and then in the preparation method of the fat or oil composition of the present invention.After the reaction of described random step of transesterification, reactant mixture can be washed de-soap by conventional method, be dried, decolour, filter, it is thus achieved that polished fat.
The oleic acid derivatives of the present invention can be the Arrcostab of oleic acid.Described Arrcostab can enumerate methyl ester, ethyl ester, propyl ester, butyl ester, pentyl ester, own ester, heptyl ester, monooctyl ester, nonyl ester, ester in the last of the ten Heavenly stems, undecyl ester, dodecyl ester, cetyl ester, stearyl etc..Described alkenyl esters can enumerate vinyl acetate, propylene, butene esters, amylene ester, hexene ester, heptene ester, octene ester, nonene ester, ubidecarenone, hendecene base ester, laurylene base ester, hexadecylene base ester, octadecylene base ester etc..Described aryl ester can enumerate phenylester, naphthyl ester etc..Described aralkyl ester can enumerate benzyl ester etc..Preferably methyl ester or ethyl ester.
In a preferred embodiment of the invention, at least one during the oleic acid derivatives of the present invention is preferably selected from ethyl oleate, methyl oleate, high oleic sunflower oil or high gas oil ratio Petiolus Trachycarpi oil.
The additional proportion of described triglyceride and oleic acid or derivatives thereof, with mass ratio range, triglyceride: oleic acid or derivatives thereof is 1:5, preferred 1:4, more preferably 1:3, further preferred 1:2, particularly preferred 1:1.5.
Described esterification is carried out the most under heating, and there is no particular limitation for the temperature of heating, as long as not affecting the purpose of the present invention, and e.g. 50~80 DEG C, preferably 60 DEG C.
There are a particularly restriction, as long as not affecting the purpose of the present invention, e.g. 0.5~20 hour the carrying out time of described esterification, preferably 1~10 hour.
In the preferred implementation of the preparation method of the human milk fat substituted thing of the present invention, described polyhydric alcohol is 2~6 yuan of alcohol, is preferably selected from ethylene glycol, propylene glycol, glycerol, trimethylolethane, erythritol, tetramethylolmethane, sorbitol or xylitol at least one.In described polyhydric alcohol more preferably propylene glycol, glycerol or erythritol at least one.
In the preferred implementation of the preparation method of the human milk fat substituted thing of the present invention, in terms of the triglyceride total amount with oleic acid or derivatives thereof, the amount of described polyhydric alcohol is 1~30 weight %, preferably 5~20 weight %, and more excellent is 5~10 weight %.In terms of the triglyceride total amount with oleic acid or derivatives thereof, the amount of described polyhydric alcohol for example, 3 weight %, 5 weight %, 10 weight %, 20 weight %.
In the preferred implementation of the preparation method of the human milk fat substituted thing of the present invention, also include: the step after ester exchange reaction, product separated with unreacting material.There is no particular limitation for separation method, can be to enumerate the modes such as filtration separation, centrifugation.
In a detailed description of the invention of the human milk fat substituted thing preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification reaction, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the glycerol of oleic acid gross weight 5%, add and be oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.Described chemically catalyzed interesterification step at 105 DEG C under described palm oil stearin is carried out vacuum dehydration 1 hour, add the NaOCH of 0.2 weight %3Carry out at 105 DEG C, add after the aqueous citric acid solution of reactant mixture 20 weight % terminates reaction, reactant mixture is washed de-soap, is dried, decolours, filters, it is thus achieved that polished fat.
In a detailed description of the invention of the human milk fat substituted thing preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the glycerol of oleic acid gross weight 10%, add and be oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
In a detailed description of the invention of the human milk fat substituted thing preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the glycerol of oleic acid gross weight 20%, add and be oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
In a detailed description of the invention of the human milk fat substituted thing preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with ethyl oleate in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the glycerol of oleic acid gross weight 5%, add and be oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
In a detailed description of the invention of the human milk fat substituted thing preparation method of the present invention, Petiolus Trachycarpi oil is obtained randomization oils and fats by randomization, this randomization oils and fats is carried out refine and obtains polished fat, by the polished fat of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to polished fat and the glycerol of oleic acid gross weight 3%, add and be oriented ester exchange reaction relative to the lipase of polished fat and oleic acid gross weight 6%.Described palmitic randomization is to react Petiolus Trachycarpi oil and lipase (being 6 weight % relative to Petiolus Trachycarpi oil) 24 hours to obtain randomization oils and fats at 65 DEG C.After described randomization oils and fats being carried out vacuum dehydration 0.5 hour at 105 DEG C, reactant mixture is washed de-soap, is dried, decolours, filters, it is thus achieved that polished fat.
In a detailed description of the invention of the human milk fat substituted thing preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the 1 of oleic acid gross weight 5%, 2-propylene glycol, adds and is oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
In a detailed description of the invention of the human milk fat substituted thing preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the 1 of oleic acid gross weight 10%, 2-propylene glycol, adds and is oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
In a detailed description of the invention of the human milk fat substituted thing preparation method of the present invention, palm oil stearin is carried out chemically catalyzed interesterification and obtains randomization oils and fats, by the randomization oils and fats of gained with oleic acid in 1:2(weight ratio) ratio mixes, add relative to randomization oils and fats and the erythritol of oleic acid gross weight 5%, add and be oriented ester exchange reaction relative to the lipase of randomization oils and fats and oleic acid gross weight 6%.
Fat or oil composition
The fat or oil composition of the present invention, it comprises the triglyceride mixture of plant origin, Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio of total palmitic acid residues and is at least 52%, preferably 52~70%, more preferably 54~68%, further preferred 59~65%, such as 59.3%, 59.5%, 61%, 63.3%, 63.4%.The unsaturated fatty acid residue of Sn-1 and the Sn-3 position of described triglyceride is oleic acid residues or linoleic.
In a preferred embodiment of the invention, in described triglyceride mixture, Sn-2 palmitic acid content is 30~60 weight %, preferably 40~55 weight %, more preferably 45~50 weight %.
In a preferred embodiment of the invention, in described fat or oil composition, satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 20~45 weight %, preferably 25~35 weight %, more preferably 28~33 weight %.
In a preferred embodiment of the invention, in described fat or oil composition, unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 50~80 weight %, preferably 60~75 weight %, more preferably 62~70 weight %.
In a preferred embodiment of the invention, described fat or oil composition is human milk fat substituted thing.In the preferred embodiment of the present invention, described fat or oil composition is OPO.
In the present invention fatty acid composition (FAC(%)) assay method be AOCS Ce1b-89.In the present invention, the assay method of Sn-2 position content of fatty acid is AOCS Ch3-91.Sn-2 position Palmic acid accounts for total Palmic acid (%)=Sn-2 position palmitic acid content (%)/(3 × total palmitic acid content (%)) × 100%.
The fat or oil composition of the present invention can be prepared by the preparation method of above-mentioned fat or oil composition.
In a detailed description of the invention of the fat or oil composition of the present invention, it comprises the triglyceride mixture of plant origin, Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio 61% of total palmitic acid residues, in described triglyceride mixture, Sn-2 palmitic acid content is 49.8 weight %, satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 30.3 weight %, and unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 68.1 weight %.
In a detailed description of the invention of the fat or oil composition of the present invention, it comprises the triglyceride mixture of plant origin, Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio 63.4% of total palmitic acid residues, in described triglyceride mixture, Sn-2 palmitic acid content is 51.9 weight %, satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 28.4 weight %, and unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 70.4 weight %.
In a detailed description of the invention of the fat or oil composition of the present invention, it comprises the triglyceride mixture of plant origin, Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio 59.5% of total palmitic acid residues, in described triglyceride mixture, Sn-2 palmitic acid content is 59.1 weight %, satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 34.5 weight %, and unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 64.7 weight %.
In a detailed description of the invention of the fat or oil composition of the present invention, it comprises the triglyceride mixture of plant origin, Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio 59.3% of total palmitic acid residues, in described triglyceride mixture, Sn-2 palmitic acid content is 50.3 weight %, satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 31.3 weight %, and unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 68.1 weight %.
In a detailed description of the invention of the fat or oil composition of the present invention, it comprises the triglyceride mixture of plant origin, Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio 63.3% of total palmitic acid residues, in described triglyceride mixture, Sn-2 palmitic acid content is 51.1 weight %, satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 28.1 weight %, and unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 70.8 weight %.
In a detailed description of the invention of the fat or oil composition of the present invention, it comprises the triglyceride mixture of plant origin, Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio 62.8% of total palmitic acid residues, in described triglyceride mixture, Sn-2 palmitic acid content is 34.8 weight %, satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 22.8 weight %, and unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 76.2 weight %.
In a detailed description of the invention of the fat or oil composition of the present invention, it comprises the triglyceride mixture of plant origin, Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio 62.8% of total palmitic acid residues, in described triglyceride mixture, Sn-2 palmitic acid content is 47.7 weight %, satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 28.5 weight %, and unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 70.1 weight %.
In a detailed description of the invention of the fat or oil composition of the present invention, it comprises the triglyceride mixture of plant origin, Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio 65.6% of total palmitic acid residues, in described triglyceride mixture, Sn-2 palmitic acid content is 50.2 weight %, satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 26.7 weight %, and unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 72.6 weight %.
In a detailed description of the invention of the fat or oil composition of the present invention, it comprises the triglyceride mixture of plant origin, Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio 54.1% of total palmitic acid residues, in described triglyceride mixture, Sn-2 palmitic acid content is 58.4 weight %, satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 39.7 weight %, and unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 59 weight %.
Its satisfied fatty acid of the fat or oil composition of the present invention is mainly in combination with the Sn-2 position at triglyceride, and it is high that Sn-2 position satisfied fatty acid accounts for total satisfied fatty acid ratio.Meanwhile, unsaturated fatty acid is mainly in combination with the Sn-1/3 position at triglyceride.The fat or oil composition of the present invention more conforms to the feature of breast milk oils and fats on triglyceride structure, uses the fat or oil composition of the present invention as human milk fat substituted thing, has the advantages such as the absorption promoting infant to fat, the absorption of increase mineral.
Change Sn-1 position and/or the method for Sn-3 position fatty acid in triglyceride
The present invention changes Sn-1 position and/or the method for Sn-3 position fatty acid in triglyceride, is wherein contacted in the presence of lipase with the fatty acid or derivatives thereof of the present invention by triglyceride, it is characterised in that there is polyhydric alcohol in system.
In the change triglyceride of the present invention in the preferred implementation of the method for Sn-1 position and/or Sn-3 position fatty acid, the fatty acid or derivatives thereof of described triglyceride Yu the present invention carries out in the presence of lipase the step of ester exchange reaction, and described polyhydric alcohol the most before transesterification or adds in reaction system in ester-exchange reaction.The most described polyhydric alcohol adds in reaction system before transesterification.
Described ester exchange reaction is directed inter-esterification reaction.
Change in triglyceride in the method for Sn-1 position and/or Sn-3 position fatty acid in the present invention, described triglyceride, the fatty acid or derivatives thereof of the present invention, lipase, polyhydric alcohol detailed description same as described above.
In the present invention changes triglyceride in the preferred implementation of the method for Sn-1 position and/or Sn-3 position fatty acid, also include: the step after ester exchange reaction, product separated with unreacting material.There is no particular limitation for separation method, can be to enumerate the modes such as filtration separation, centrifugation.
The present invention provides fat or oil composition or the food of human milk fat substituted thing comprising the present invention.Described food can be selected from babies ' formula milk powder and infant formula, baked goods, including bread, especially cookies and strudel, milk product, including milk and milk beverage, ice cream, cereal product, sauce, coating, including margarine, oil & fat, bean product, meat products, fried food, confectionery, loaf sugar, confection and chocolate, fast food, beverage and shake bland, instant beverage products, for infants and young and for the prepared food being grown up, including prefabricated cooked food mud and/or pulp, seasoning, cooking oil & fat and meat products.
The food of the present invention includes, but it is not limited to, milk product, frying and bakery, meat product, tartar sauce, beverage etc., the dispensed food for baby such as such as milk, Yoghourt, icecream, milk shake, cheese, milk powder, butter, sterilized milk, modulation breast, fermentation milk, condensed milk, milk powder, whey powder, lactalbumin powder, cheese, processed cheese, baby formula milk powder;Potato chips, Flos Cannabis;Cake, bread, battercake, snow cake, crisp short cakes with sesame, moon cake, baked cake, group, toast, egg roll bubble cottonrose hibiscus, roasting pudding, egg milk sauce, cookies, waffle, egg tart, instant noodles, instant-rice, Pizza, buttered tea, sachima, rice grain pattern, new year cake, rice tamale;Meat products: ham sausage, sausage, Baconic, roast pork, pork luncheon meat, jerky, dried pork slice, cured pork, bacon, sausage;Salad dressing, brittleness, toffee, milk tea, coffee, tea beverage.Preferably dispensed food for baby.In the detailed description of the invention of the present invention, preferably baby formula milk powder.
The food of the present invention can conventionally be prepared by described fat or oil composition or human milk fat substituted thing being contacted with food acceptable carrier.
In the present invention, described food acceptable carrier includes, but it is not limited to, such as starch, cellulose, dextrin, butterfat, animal and plant fat such as Oleum sesami, soybean oil, Oleum Arachidis hypogaeae semen, Petiolus Trachycarpi oil, olive oil, Semen Maydis oil, Oleum Brassicae campestris, Adeps Sus domestica, Adeps Bovis seu Bubali etc., edible glue such as Radix Acaciae senegalis, gelatin, carrageenan, xanthan gum, guar gum, sodium alginate etc., phospholipid such as lecithin, cephalin etc., baking powder etc..
In the present invention, term " infant formula " refers to: breast base infant formula or bean base infant formula.
Breast base infant formula: refer to breast class and milk protein preparation as primary raw material, add appropriate vitamin, mineral and/or other compositions, the liquid only made or powder product with physical method production and processing.Being suitable to normal infant eat, its energy and nutritional labeling disclosure satisfy that the normal nutrition needs of 0~6 month infants.
Bean base infant formula: refer to, with Semen sojae atricolor and soy protein products as primary raw material, add appropriate vitamin, mineral and/or other compositions, the liquid only made or powder product with physical method production and processing.Being suitable to normal infant eat, its energy and nutritional labeling disclosure satisfy that the normal nutrition needs of 0~6 month infants.
In the present invention, term " bigger infants and young's formula food " refers to: with breast class and milk protein preparation and/or Semen sojae atricolor and soy protein products as primary raw material, add appropriate vitamin, mineral and/or other adjuvants, the liquid only made with physical method production and processing or powder product, being applicable to bigger infants and young eat, its nutritional labeling can meet normal bigger baby (6~12 monthly age) and the part nutritional need of child's (12~36 monthly age).
The fat or oil composition of the present invention or human milk fat substituted thing, in the case of being applied to infant formula or bigger infants and young's formula food, can design requirement according to formula, be used in mixed way with Lac Bovis seu Bubali, Lac caprae seu ovis, milk powder, butterfat etc..
In the present invention, " infant " also refers to baby or bigger infants and young, and " dispensed food for baby " also refers to infant formula or bigger infants and young's formula food.
Purposes
Fat or oil composition or the human milk fat substituted thing of the present invention can be used for preparing baby formula milk powder.
Fat or oil composition or the human milk fat substituted thing of the present invention can be used for preparing dispensed food for baby.
The fat or oil composition of the present invention or human milk fat substituted thing can be used for preparing human milk fat substituted product.
Fat or oil composition or the human milk fat substituted thing of the present invention can be used for preparing dietary ingredient.
Fat or oil composition or the human milk fat substituted thing of the present invention can be used for preparing food.
It is described in detail to various aspects of the present invention below in conjunction with embodiment, it is intended to make those skilled in the art present invention be better understood from, but the scope of the present invention is not limited to this.
The following example uses the instrument and equipment that this area is conventional.The experimental technique of unreceipted actual conditions in the following example, generally according to normal condition, or according to the condition proposed by manufacturer.The following example uses various raw material, unless otherwise mentioned, all uses conventional commercial product.In the description and following embodiment of the present invention, as being not particularly illustrated, " % ", " part " all represent percentage by weight.
Embodiment
In product in the embodiment of the present invention fatty acid composition (FAC(%)) assay method be AOCS Ce1b-89.
In embodiments of the invention product, the assay method of Sn-2 position content of fatty acid is AOCS Ch3-91.
Reactant and catalyst in embodiments of the invention all may be from commercially available.
Embodiment
1
Step 1
500g palm oil stearin is heated to 105 DEG C, and vacuum stirring 1h is dehydrated;Add 0.2% Feldalat NM, at a temperature of 105 DEG C, react 45min;Adding the aqueous citric acid solution (concentration 8%) of said mixture weight 20%, stirring 20min terminates reaction.With hot water, reactant is carried out cyclic washing, until pH=7.Said mixture is heated to 105 DEG C, vacuum stirring 30min dehydrate;Add mixture weight 2% active hargil after above-mentioned dehydrate, keep 30min to decolour at 110 DEG C, be filtrated to get oils and fats after decolouring.Oils and fats is heated to 240 DEG C, and 2mbar and nitrogen are advertised down and are carried out deodorize 2h, obtain polished fat 1.
Step 2
By 100g polished fat 1 with oleic acid in 1:2(weight ratio) ratio mixes, add relative to polished fat 1 and the glycerol of oleic acid gross weight 5%, add the Lipozyme RM IM(Novozymes Company relative to polished fat 1 and oleic acid gross weight 6%) it is oriented ester exchange reaction, reaction temperature is 60 DEG C, respectively at reaction 1h, 2h, 3h, 5h, 7h, sampling during 10h, detect triglyceride mid-oleic, result is shown in Fig. 1.
Comparative example
1
By in embodiment 1 step 2, without glycerol in polished fat and oleic acid mixture, other conditions are same as in Example 1, respectively at reaction 1h, sample when 2h, 3h, 5h, 7h, 10h, detect triglyceride mid-oleic, and result is shown in Fig. 1.
As shown in Figure 1, along with the carrying out of enzymatic reaction, originally Sn-1 in triglyceride, the fatty acid of 3 is constantly replaced by oleic acid, and therefore glycerol production three ester mid-oleic constantly raises.In 0-3h, oleic acid content and time are linear, and now slope of a curve can reflect the speed of enzymatic reaction.The visible glycerol that adds in reaction system can improve the initial rate of enzymatic reaction.
Embodiment
2
By in embodiment 1 step 2, the response time is to filter to dezymotize after 5h to obtain fat or oil composition I, and other reaction conditions are same as in Example 1, FAC and the Sn-2 position content of fatty acid of detection glycerol production three ester, the results are shown in Table 1.
Embodiment
3
By in embodiment 2, the glycerol adding its weight 5% in polished fat and oleic acid mixture increases to the glycerol of 10%, and other conditions are same as in Example 2, finally gives fat or oil composition II, FAC and the Sn-2 position content of fatty acid of detection glycerol production three ester, the results are shown in Table 1.
Embodiment
4
By in embodiment 2, the glycerol adding its weight 5% in polished fat and oleic acid mixture increases to the glycerol of 20%, and other conditions are same as in Example 2, finally gives fat or oil composition III, FAC and the Sn-2 position content of fatty acid of detection glycerol production three ester, the results are shown in Table 1.
Embodiment
5
By the Lipozyme in embodiment 2
RM IM replaces to lipase D(amano enzyme preparation company).Other conditions are same as in Example 2, finally give fat or oil composition IV, FAC and the Sn-2 position content of fatty acid of detection glycerol production three ester, the results are shown in Table 1.
Embodiment
6
Oleic acid in embodiment 2 is replaced to ethyl oleate.Other conditions are same as in Example 2, finally give fat or oil composition V, FAC and the Sn-2 position content of fatty acid of detection glycerol production three ester, the results are shown in Table 1.
Comparative example
2
Without glycerol in polished fat in embodiment 2 and oleic acid mixture, other conditions are same as in Example 2, finally give fat or oil composition VI, FAC and the Sn-2 position content of fatty acid of detection glycerol production three ester, the results are shown in Table 1.
Table 1
Fat or oil composition I | Fat or oil composition II | Fat or oil composition III | Fat or oil composition IV | Fat or oil composition V | Fat or oil composition VI | |
Glycerol ratio | 5% | 10% | 20% | 5% | 5% | 0% |
FAC(%) | ||||||
C16:0 | 27.2 | 27.3 | 33.1 | 28.3 | 26.9 | 36.5 |
C18:0 | 3.1 | 1.1 | 1.4 | 3 | 1.2 | 4.2 |
C18:1 | 60.1 | 61.8 | 61.7 | 60.2 | 62.3 | 52.6 |
C18:2 | 8 | 8.6 | 3 | 7.9 | 8.5 | 5.9 |
Other * | 1.6 | 1.2 | 0.8 | 0.6 | 1.1 | 0.8 |
Sn-2 palmitic acid content (%) | 49.8 | 51.9 | 59.1 | 50.3 | 51.1 | 56.1 |
Sn-2 position Palmic acid accounts for total Palmic acid (%) | 61 | 63.4 | 59.5 | 59.3 | 63.3 | 51.2 |
Note: Sn-2 position Palmic acid accounts for total Palmic acid (%)=Sn-2 position palmitic acid content (%)/(3 × total palmitic acid content (%)) × 100%
* other are: C12:0, C14:0, C18:3.
Embodiment
7
Step 1
Add the Lipozyme TL IM(Novozymes Company of oils and fats weight 6% in the 500g Petiolus Trachycarpi oil (IV=52)), at a temperature of 65 DEG C, react 24h carry out randomization.It is filtrated to get randomization oils and fats, is heated to 105 DEG C, vacuum stirring 30min dehydrate;Add mixture weight 2% active hargil after above-mentioned dehydrate, keep 30min to decolour at 110 DEG C, be filtrated to get oils and fats after decolouring.Oils and fats is heated to 240 DEG C, and 2mbar and nitrogen are advertised down and are carried out deodorize 3h, obtain polished fat 2.
Step 2
By 500g polished fat 2 with oleic acid in 1:2(weight ratio) ratio mixes, and adds the glycerol relative to polished fat 2 with oleic acid gross weight 3%.By this mixture by equipped with 100g Lipozyme RM
The packed bed of IM carries out enzyme process directed inter-esterification, and reaction temperature is 60 DEG C, and flow velocity is 150g/h, collects the oils and fats flowing out enzyme post, it is thus achieved that fat or oil composition VII, FAC and the Sn-2 position content of fatty acid of detection glycerol production three ester, the results are shown in Table 2.
Comparative example
3
By in step 2 in embodiment 3, without glycerol in polished fat and oleic acid mixture, other conditions are same as in Example 3, finally give fat or oil composition VIII, FAC and the Sn-2 position content of fatty acid of detection glycerol production three ester, the results are shown in Table 2.
Table 2
Fat or oil composition VII | Fat or oil composition VIII | |
Glycerol ratio | 3% | 0% |
FAC(%) | ||
C16:0 | 18.7 | 25.3 |
C18:0 | 4.1 | 3.2 |
C18:1 | 64 | 58.9 |
C18:2 | 12.2 | 10.4 |
Other * | 1 | 2.2 |
Sn-2 palmitic acid content (%) | 34.8 | 37.8 |
Sn-2 position Palmic acid accounts for total Palmic acid (%) | 62.8 | 49.8 |
Note: Sn-2 position Palmic acid accounts for total Palmic acid (%)=Sn-2 position palmitic acid content (%)/(3 × total palmitic acid content (%)) × 100%
* other are: C12:0, C14:0, C18:3.
Embodiment
8
By in step 2 in embodiment 1, polished fat and oleic acid mixture add the 1,2-PD of its weight 5%, other conditions are same as in Example 1, finally give fat or oil composition IX, FAC and the Sn-2 position content of fatty acid of detection glycerol production three ester, the results are shown in Table 3.
Embodiment
9
By in step 2 in embodiment 1, polished fat and oleic acid mixture add the 1,2-PD of its weight 10%, other conditions are same as in Example 1, finally give fat or oil composition X, FAC and the Sn-2 position content of fatty acid of detection glycerol production three ester, the results are shown in Table 3.
Table 3
Fat or oil composition IX | Fat or oil composition X | Fat or oil composition VI | |
1,2-propylene glycol | 5% | 10% | 0% |
FAC(%) | |||
C16:0 | 25.3 | 25.5 | 36.5 |
C18:0 | 3.2 | 1.2 | 4.2 |
C18:1 | 62.8 | 63.9 | 52.6 |
C18:2 | 7.3 | 8.7 | 5.9 |
Other * | 1.4 | 0.7 | 0.8 |
Sn-2 palmitic acid content (%) | 47.7 | 50.2 | 56.1 |
Sn-2 position Palmic acid accounts for total Palmic acid (%) | 62.8 | 65.6 | 51.2 |
Note: Sn-2 position Palmic acid accounts for total Palmic acid (%)=Sn-2 position palmitic acid content (%)/(the total palmitic acid content of 3x (%)) x100%
* other are C12:0, C14:0, C18:3.
Embodiment
10
By in step 2 in embodiment 1, adding the erythritol of its weight 5% in polished fat and oleic acid mixture, other conditions are same as in Example 1, finally give fat or oil composition XI, FAC and the Sn-2 position content of fatty acid of detection glycerol production three ester, the results are shown in Table 4.
Table 4
Fat or oil composition XI | Fat or oil composition VI | |
Erythritol | 5% | 0% |
FAC(%) | ||
C16:0 | 36 | 36.5 |
C18:0 | 3.7 | 4.2 |
C18:1 | 52.6 | 52.6 |
C18:2 | 6.4 | 5.9 |
Other * | 1.3 | 0.8 |
Sn-2 palmitic acid content (%) | 58.4 | 56.1 |
Sn-2 position Palmic acid accounts for total Palmic acid (%) | 54.1 | 51.2 |
Note: Sn-2 position Palmic acid accounts for total Palmic acid (%)=Sn-2 position palmitic acid content (%)/(the total palmitic acid content of 3x (%)) x100%
* other are: C12:0, C14:0, C18:3.
Above embodiment shows, in enzyme process ester exchange reaction, addition polyhydric alcohol can be effectively improved Sn-2 position satisfied fatty acid in product and account for the ratio of total satisfied fatty acid, particularly improves Sn-2 position Palmic acid in human milk fat substituted thing and accounts for the ratio of total Palmic acid.The method of the present invention can be suitable for the enzyme process ester exchange reaction of different material.The fat or oil composition obtained in the above embodiment of the present invention, satisfied fatty acid acid is mainly in combination with the Sn-2 position at triglyceride, and such as Sn-2 position palmitic acid residues accounts for the ratio of total palmitic acid residues and is at least 52%, preferably 52~70%, more preferably 54~68%, further preferred 59~65%.The unsaturated fatty acid residue of Sn-1 and the Sn-3 position of described triglyceride is oleic acid residues or linoleic.The fat or oil composition of the present invention more conforms to the feature of breast milk oils and fats on triglyceride structure, therefore, uses the fat or oil composition of the present invention as human milk fat substituted thing, has the advantages such as the absorption promoting infant to fat, the absorption of increase mineral.
Claims (30)
1. the preparation method of a fat or oil composition, wherein triglyceride is contacted in the presence of lipase with fatty acid or derivatives thereof, it is characterized in that, there is polyhydric alcohol in system, the most described fatty acid is at least one in the straight or branched of carbon number 16~30, saturated or unsaturated fatty acid.
The preparation method of fat or oil composition the most according to claim 1, the method includes: triglyceride and fatty acid or derivatives thereof are oriented in the presence of specific lipase the step of ester exchange reaction, and described polyhydric alcohol the most before transesterification or adds in reaction system in ester-exchange reaction.
The preparation method of fat or oil composition the most according to claim 1 and 2, the triglyceride that described triglyceride represents containing useful following formula (1),
In formula (1), R1、R2And R3The most identical or different, R1、R2And R3In at least one represent the group of satisfied fatty acid being derived from the straight or branched that carbon number is 8~30, preferably R1、R2And R3The most identical or different, R1、R2And R3In at least one represent and be derived from the group of the linear saturated fatty acids that carbon number is 16~18.
4. according to the preparation method of the fat or oil composition described in claims 1 to 3 any one, described triglyceride is plant origin, preferably selected from the vegetable oil stearin containing palmitic acid three ester, the vegetable oil containing palmitic acid three ester or containing palmitic acid three ester vegetable oil random ester exchange oils and fats at least one, preferably palm oil stearin, Petiolus Trachycarpi oil, fractionated palm oil carries the fractionated palm oil of tristearin, the palm oil stearin of random ester exchange, the Petiolus Trachycarpi oil of random ester exchange or random ester exchange and puies forward at least one in tristearin.
The preparation method of fat or oil composition the most according to claim 4, described random ester exchange is the random ester exchange of chemistry or the random ester exchange of enzyme process, the catalyst used in the random ester exchange of the most described enzyme process is nonspecific lipid enzyme, and the most described nonspecific lipid enzyme is Lipozyme TL IM.
6. according to the preparation method of the fat or oil composition described in Claims 1 to 5 any one, described polyhydric alcohol is 2~6 yuan of alcohol, is preferably selected from ethylene glycol, propylene glycol, glycerol, trimethylolethane, erythritol, tetramethylolmethane, sorbitol or xylitol at least one.
7., according to the preparation method of the fat or oil composition described in claim 1~6 any one, in terms of the described triglyceride total amount with fatty acid or derivatives thereof, the amount of described polyhydric alcohol is 1~30 weight %, preferably 5~20 weight %, and more excellent is 5~10 weight %.
8. according to the preparation method of the fat or oil composition described in claim 1~7 any one, at least one in the straight chain unsaturated fatty acid of carbon number 16~20 of described fatty acid, at least one in the ester of the straight chain unsaturated fatty acid of carbon number 16~20 of described derivative of fatty acid, described fatty acid or derivatives thereof is preferably at least one in oleic acid, ethyl oleate, methyl oleate, high oleic sunflower oil or high gas oil ratio Petiolus Trachycarpi oil.
9. according to the preparation method of the fat or oil composition described in claim 2~8 any one, described specific lipase is 1,3 specific lipases, the most described 1,3 specific lipases are selected from least one in Lipozyme RM IM, Lipozyme IM60, Lipozyme IM20, lipase SP435, lipase SP382, lipase from candida sp, lipase MC7, Novozym 435, candida antarctica lipase B, R275A lipase or porcine pancreatic lipase or lipase D.
10. the fat or oil composition prepared by the preparation method of the fat or oil composition described in the claims 1~9 any one.
The preparation method of 11. 1 kinds of human milk fat substituted things, is oriented ester exchange by triglyceride and oleic acid or derivatives thereof, it is characterised in that there is polyhydric alcohol in system in the presence of specific lipase.
The preparation method of 12. fat or oil compositions according to claim 11, described specific lipase is 1,3 specific lipases, the most described 1,3 specific lipases are selected from least one in Lipozyme RM IM, Lipozyme IM60, Lipozyme IM20, lipase SP435, lipase SP382, lipase from candida sp, lipase MC7, Novozym 435, candida antarctica lipase B, R275A lipase or porcine pancreatic lipase or lipase D.
13. according to the preparation method of the human milk fat substituted thing described in claim 11 or 12, it is characterized in that, described triglyceride is plant origin, preferably selected from the vegetable oil stearin containing palmitic acid three ester, vegetable oil containing palmitic acid three ester or containing palmitic acid three ester vegetable oil random ester exchange oils and fats at least one, it is preferably palm oil stearin, Petiolus Trachycarpi oil, fractionated palm oil carries tristearin, the palm oil stearin of random ester exchange, the Petiolus Trachycarpi oil of random ester exchange or the fractionated palm oil of random ester exchange put forward at least one in tristearin.
The preparation method of 14. human milk fat substituted things according to claim 13, it is characterized in that, described random ester exchange is the random ester exchange of chemistry or the random ester exchange of enzyme process, the catalyst used in the random ester exchange of the most described enzyme process is nonspecific lipid enzyme, and the most described nonspecific lipid enzyme is Lipozyme TL IM.
15. according to the preparation method of the human milk fat substituted thing described in claim 11~14 any one, at least one in oleic acid, ethyl oleate, methyl oleate, high oleic sunflower oil or high gas oil ratio Petiolus Trachycarpi oil of described oleic acid or derivatives thereof.
16. according to the preparation method of the human milk fat substituted thing described in claim 11~15 any one, described polyhydric alcohol is 2~6 yuan of alcohol, is preferably selected from ethylene glycol, propylene glycol, glycerol, trimethylolethane, erythritol, tetramethylolmethane, sorbitol or xylitol at least one.
17. according to the preparation method of the human milk fat substituted thing described in claim 11~16 any one, in terms of the described triglyceride total amount with oleic acid or derivatives thereof, the amount of described polyhydric alcohol is 1~30 weight %, preferably 5~20 weight %, and more excellent is 5~10 weight %.
The 18. human milk fat substituted things prepared by the preparation method of the human milk fat substituted thing described in the claims 11~17 any one.
null19. 1 kinds of fat or oil compositions,It comprises the triglyceride mixture of plant origin,Sn-2 position palmitic acid residues in described triglyceride mixture accounts for the ratio of total palmitic acid residues and is at least 52%、Preferably 52~70%、More preferably 54~68%、Further preferred 59~65%,And/or Sn-2 palmitic acid content is 30~60 weight % in described triglyceride mixture、Preferably 40~55 weight %、More preferably 45~50 weight %,And/or satisfied fatty acid proportion in all fatty acids constituting fat or oil composition is 20~45 weight %,Preferably 25~35 weight %,More preferably 28~33 weight %,And/or unsaturated fatty acid proportion in all fatty acids constituting fat or oil composition is 50~80 weight %,Preferably 60~75 weight %,More preferably 62~70 weight %,Described fat or oil composition is preferably human milk fat substituted thing,More preferably 1,3-bis-oleic acid 2-palmitic acid three ester.
20. 1 kinds change Sn-1 position and/or the method for Sn-3 position fatty acid in triglyceride, wherein triglyceride is contacted in the presence of lipase with fatty acid or derivatives thereof, it is characterized in that, polyhydric alcohol is there is in system, at least one in the straight or branched, saturated or unsaturated fatty acid or derivatives thereof of carbon number 16~30 of the most described fatty acid or derivatives thereof, is preferably selected from least one in oleic acid, ethyl oleate, methyl oleate, high oleic sunflower oil, high gas oil ratio Petiolus Trachycarpi oil;The most described triglyceride is plant origin, preferably at least one in the vegetable oil stearin containing palmitic acid three ester, the vegetable oil containing palmitic acid three ester or the randomized vegetable oil of enzymatic containing palmitic acid three ester, is preferably selected from palm oil stearin, Petiolus Trachycarpi oil or fractionated palm oil and puies forward at least one in tristearin;The most described polyhydric alcohol is 2~6 yuan of alcohol, is preferably selected from ethylene glycol, propylene glycol, glycerol, trimethylolethane, erythritol, tetramethylolmethane, sorbitol or xylitol at least one.
The compositions of the human milk fat substituted thing described in 21. 1 kinds of fat or oil compositions comprised described in claim 10 or 19 or claim 18.
The food of the human milk fat substituted thing described in 22. 1 kinds of fat or oil compositions comprised described in claim 10 or 19 or claim 18.
23. 1 kinds of baby formula milk powders, it comprises the human milk fat substituted thing described in the fat or oil composition described in claim 10 or 19 or claim 18.
24. 1 kinds of dispensed food for baby, it comprises the human milk fat substituted thing described in the fat or oil composition described in claim 10 or 19 or claim 18.
25. 1 kinds of succedaneum human milk fat compositionss, it comprises the human milk fat substituted thing described in the fat or oil composition described in claim 10 or 19 or claim 18.
26. 1 kinds of dietary ingredient, it comprises the human milk fat substituted thing described in the fat or oil composition described in claim 10 or 19 or claim 18.
Fat or oil composition described in 27. claim 10 or 19 or the human milk fat substituted thing described in claim 18 purposes in preparing baby formula milk powder.
28. the purposes that the fat or oil composition described in claim 10 or 19 or the human milk fat substituted thing described in claim 18 are in preparing dispensed food for baby.
Fat or oil composition described in 29. claim 10 or 19 or the human milk fat substituted thing described in claim 18 purposes in preparing human milk fat substituted product.
Fat or oil composition described in 30. claim 10 or 19 or the human milk fat substituted thing described in claim 18 purposes in preparing dietary ingredient.
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Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101130796A (en) * | 2007-08-22 | 2008-02-27 | 北京化工大学 | Method for catalyzing and synthesizing polyalcohol ester by immobilized lipase |
CN101200741A (en) * | 2006-12-14 | 2008-06-18 | 河南师范大学 | Synthesis of conjugated linoleic acid glyceride derivatives based on enzyme method |
CN102827885A (en) * | 2011-06-17 | 2012-12-19 | 丰益(上海)生物技术研发中心有限公司 | Composition containing 1,3-di-unsaturated fatty acyl-2-saturated fatty acyl glyceryl ester as well as preparation method and application thereof |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2007036235A1 (en) * | 2005-09-30 | 2007-04-05 | Novozymes A/S | Immobilization of enzymes |
US8357503B2 (en) * | 2008-08-29 | 2013-01-22 | Bunge Oils, Inc. | Hydrolases, nucleic acids encoding them and methods for making and using them |
-
2014
- 2014-12-26 CN CN201410823453.4A patent/CN105767213A/en active Pending
-
2015
- 2015-12-23 WO PCT/CN2015/098459 patent/WO2016101894A1/en active Application Filing
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101200741A (en) * | 2006-12-14 | 2008-06-18 | 河南师范大学 | Synthesis of conjugated linoleic acid glyceride derivatives based on enzyme method |
CN101130796A (en) * | 2007-08-22 | 2008-02-27 | 北京化工大学 | Method for catalyzing and synthesizing polyalcohol ester by immobilized lipase |
CN102827885A (en) * | 2011-06-17 | 2012-12-19 | 丰益(上海)生物技术研发中心有限公司 | Composition containing 1,3-di-unsaturated fatty acyl-2-saturated fatty acyl glyceryl ester as well as preparation method and application thereof |
Non-Patent Citations (1)
Title |
---|
阎金勇等: "脂肪酶非水相催化作用", 《生命的化学》 * |
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