JP7528407B2 - Method for producing oils and fats containing β-palmitic acid - Google Patents

Description

The present invention relates to a method for producing oils containing β-palmitic acid that are useful as human breast milk substitutes.

Human breast milk is rich in triglycerides with palmitic acid bound to the β-position. Such triglycerides are easily digested and absorbed, and are therefore used as raw oils and fats in powdered milk for infants.

Patent Document 1 describes a method for producing an oil or fat having palmitic acid at the β-position, the method including a blending step of preparing a blended oil or fat containing 5 to 60% by mass of an oil or fat raw material containing palm-derived oil or fat and 40 to 95% by mass of an oleic acid-containing fatty acid having an oleic acid content of 70 to 80% by mass, and a lipase reaction step of reacting the blended oil or fat with a lipase that specifically acts on the α-position.
The invention described in this document aims to suppress the generation of partial glycerides when a fatty acid containing 70 to 80% by mass of oleic acid is used.

Patent Document 2 describes a method for producing an oil or fat, which comprises transesterifying a mixture containing a raw oil or fat containing palmitic acid as a constituent fatty acid and an unsaturated fatty acid and/or an unsaturated fatty acid lower alkyl ester using a lipase having selectivity for 1,3-positions to obtain an oil or fat having a palmitic acid content of 50 mass% or more of palmitic acid bonded to the 2-position of a triglyceride relative to the total amount of palmitic acid contained in the constituent fatty acids of the triglyceride, the method comprising the steps of:
(a) A raw material oil or fat having a palmitic acid content of 30 to 100 mass% of the total amount of fatty acids bonded to the second position of triglyceride and a fatty acid or a fatty acid lower alkyl ester having an unsaturated fatty acid content of 18 or more carbon atoms of 70 mass% or more,
A step of obtaining a mixture in which the content of palmitic acid in the total amount of fatty acids bonded to the 1,3-positions of the triglyceride of the raw material oil and fat is 0.15 to 0.65 times that before the 1,3-position selective transesterification.
(b) subjecting the mixture to an ester exchange reaction using a 1,3-selective lipase to obtain an ester exchange reaction product having a reaction rate of 70% or more;
A method for producing the oil or fat is described, comprising:
The object of the invention described in this document is to efficiently increase the concentration of triglycerides having palmitic acid at the β-position in the produced oils and fats.

Patent Document 3 describes a method for producing an oil composition comprising XPX triglyceride, in which a raw material mixture of a raw material oil and a raw material fatty acid or its lower alcohol ester is transesterified with a 1,3-position-specific enzyme, the method being characterized in that the 2-position palmitic acid content of the raw material oil is 60 to 90% by weight, the fatty acid constituting the raw material fatty acid or its lower alcohol ester is X, and the cloud points of the raw material mixture and the 1,3-position-specific enzyme transesterification reaction solution are 39.5°C or lower.
where X is an unsaturated fatty acid or a saturated fatty acid having 10 or less carbon atoms, and XPX is a triglyceride having palmitic acid bonded to the 2-position and X bonded to the 1- and 3-positions.
The invention described in this document aims to efficiently produce fats and oils containing triglycerides having palmitic acid at the β-position without causing fat and oil crystal precipitation even when the temperature of the transesterification reaction is low.

JP 2015-146787 A International Publication No. 2019/054256 Patent No. 6593551

An objective of the present invention is to provide a novel method for efficiently producing fats and oils containing triglycerides having palmitic acid at the β-position (referred to in the present invention as "β-palmitic acid-containing fats and oils").
In particular, an object of the present invention is to provide a novel method for efficiently increasing the concentration of triglycerides having palmitic acid at the β-position.

The present invention solves the above problems,
The method for producing a β-palmitic acid-containing fat or oil includes: a first reaction step of mixing a raw material fat or oil having a total content of PPP and PPO of 50% by mass or more with an unsaturated fatty acid, and performing an interesterification using a 1,3-specific lipase to obtain a first interesterification reaction product; and a fatty acid removal step of removing fatty acids from the obtained first interesterification reaction product.
In the present invention, the constituent fatty acids of a triglyceride are represented as XXX (X is the abbreviation of the fatty acid) in the order of 1st, 2nd, and 3rd positions, where P is the abbreviation of palmitic acid and O is the abbreviation of oleic acid.
Thus, a triglyceride having palmitic acid at the β-position is designated XPX.
According to the production method of the present invention, the content of triglycerides having palmitic acid at the β-position can be efficiently increased.
In particular, the amount of unsaturated fatty acid used in the first reaction step can be reduced.

In a preferred embodiment of the present invention, the raw material oil or fat is characterized in that the mass ratio of PPO to PPP is 0.1 or more.
This makes it possible to efficiently increase the content of triglycerides having palmitic acid at the β-position.

In a preferred embodiment of the present invention, the raw oil-and-fat is obtained by fractionating a high melting point fraction from an interesterified palm stearin oil.
This makes it possible to efficiently increase the content of triglycerides having palmitic acid at the β-position.

In a preferred embodiment of the present invention, the mixing ratio by mass of the raw material oil/fat and the unsaturated fatty acid is 1:1 to 1:3.
This makes it possible to efficiently increase the content of triglycerides having palmitic acid at the β-position.

In a preferred embodiment of the present invention, the method further comprises a second reaction step in which an unsaturated fatty acid is mixed with the oil and fat composition obtained through the fatty acid removal step, and the mixture is transesterified using a 1,3-specific lipase to obtain a second transesterification reaction product, and the fatty acid removal step is again performed on the transesterification reaction product obtained through the second reaction step.
This makes it possible to efficiently increase the content of triglycerides having palmitic acid at the β-position.

In a preferred embodiment of the present invention, the reaction temperature in the second reaction step is at least 5° C. lower than the reaction temperature in the first reaction step.
This makes it possible to suppress randomization in the reaction process and efficiently increase the content of triglycerides having palmitic acid at the β-position.

The present invention also relates to the following method for producing β-palmitic acid-containing fats and oils.
A method for producing a β-palmitic acid-containing fat or oil, comprising: a first reaction step of mixing a fat or oil containing palmitic acid as a constituent fatty acid with an unsaturated fatty acid, and transesterifying the mixture using a 1,3-specific lipase to obtain a first transesterification reaction product; and a fatty acid removal step of removing fatty acids from the obtained transesterification reaction product,
a second reaction step in which an unsaturated fatty acid is mixed with the oil and fat composition obtained through the fatty acid removal step, and the mixture is transesterified using a 1,3-specific lipase to obtain a second transesterification reaction product; and the transesterification reaction product obtained through the second reaction step is subjected to the fatty acid removal step again.
This is a method for producing a β-palmitic acid-containing fat or oil, wherein the reaction temperature in the second reaction step is 5° C. or more lower than the reaction temperature in the first reaction step.
According to the present invention, the content of triglycerides having palmitic acid at the β-position can be efficiently increased.
In particular, it is possible to suppress randomization in the reaction process and efficiently increase the content of triglycerides having palmitic acid at the β-position.

The present invention also relates to a method for producing an oil and fat composition for infant formula.
The present invention relates to a method for producing a β-palmitic acid-containing oil or fat by the above-mentioned method for producing a β-palmitic acid-containing oil or fat of the present invention,
The method for producing an oil and fat composition for infant formula includes mixing a β-palmitic acid-containing oil and fat produced as a first component, a lauric oil and fat as a second component, and a liquid oil as a third component to obtain an oil and fat composition.

According to the present invention, the content of triglycerides having palmitic acid at the β-position can be efficiently increased. According to the present invention, the amount of unsaturated fatty acids used in the reaction process can be reduced, which is advantageous in terms of the yield of the target product relative to the raw material.

The following describes preferred embodiments of the present invention, but it goes without saying that the technical scope of the present invention is not limited to the following embodiments.

<1. Raw material oils and fats>
The production method of the present invention is characterized in that a specific raw material oil or fat is mixed with an unsaturated fatty acid, and transesterification is carried out using a 1,3-specific lipase.
The raw material oils and fats can be obtained by processing vegetable oils and fats such as palm oil, soybean oil, rapeseed oil, corn oil, cottonseed oil, peanut oil, sunflower oil, rice oil, safflower oil, olive oil, sesame oil, coconut oil, palm kernel oil, etc., and animal fats such as beef tallow and lard.
Among these, it is preferable to obtain it by processing palm oil, which contains a large amount of palmitic acid and is stably available.
In addition, the specific raw material oil or fat refers to one that contains PPP and PPO in the specified amounts described below.

The raw oil can be obtained by fractionating the high melting point fraction of the interesterified oil obtained by randomly interesterifying at least one type of oil containing palm stearin. By randomly interesterifying palmitic acid, which is mainly bonded to the α-position of triglycerides, is randomly arranged at the α-position and the β-position, the ratio of palmitic acid bonded to the β-position can be more efficiently increased by the lipase treatment described later.
The raw material oil may also be obtained by appropriately fractionating a random interesterified oil of an oil blended with two or more different types of palm stearin, palm oil, palm mid-melting point palm fractionated oil, or oils other than palm-related oils.

Random transesterification can be carried out by commonly used methods, such as using an alkaline catalyst such as sodium methylate or an enzyme catalyst such as a lipase preparation.

In the present invention, when a raw material oil and fat is obtained by fractionating an interesterified oil of palm stearin, it is preferable that the raw material oil and fat has the following form.
Here, the palm stearin interesterified oil preferably contains 10% by mass or more, more preferably 20% by mass or more, even more preferably 25% by mass or more, still more preferably 30% by mass or more, even more preferably 35% by mass or more, and even more preferably 40% by mass or more.
Next, the obtained interesterified palm stearin oil is fractionated to obtain a high melting point fraction.
The method for fractionating the interesterified palm stearin oil is not particularly limited, but it is preferable to separate the high melting point palm stearin by dry fractionation.
This allows specific raw material oils and fats to be obtained efficiently.

In the production method of the present invention, the total content of PPP and PPO in the raw oil obtained by the above-mentioned dry fractionation method is preferably 50 mass% or more, more preferably 55 mass% or more, and even more preferably 60 mass% or more.
By pre-treating the raw material oil so that the total amount of PPP and PPO is within the above range, the content of triglycerides having palmitic acid at the β-position can be efficiently increased.

In addition, in the production method of the present invention, it is preferable to treat the raw material oil obtained by the above-mentioned dry fractionation method so that the PPP content is 70 mass % or less, and it is particularly preferable to treat it so that the PPP content is 60 mass % or less.
From the viewpoint of practicality, the PPP ratio in the raw oil or fat is targeted to be 50 mass% or more.
By pre-treating the raw material oil so that the PPP content is within the above range, the content of triglycerides having palmitic acid at the β-position can be efficiently increased.

Furthermore, in the production method of the present invention, the PPO content of the raw material oil obtained by the above-mentioned dry fractionation method is preferably 2% by mass or more, more preferably 3% by mass or more, and even more preferably 4% by mass or more.
By pretreating the raw material oil so that the PPO content is within the above range, the content of triglycerides having palmitic acid at the β-position can be efficiently increased.

Furthermore, in the production method of the present invention, the mass ratio of PPP to PPO in the raw oil obtained by the above-mentioned dry fractionation method is preferably 0.1 or more, more preferably 0.12 or more, and even more preferably 0.13 or more, when PPP is taken as 1. By pretreating the raw oil so that the mass ratio of PPO to PPP in the raw oil is within the above range, the content of triglycerides having palmitic acid at the β-position can be efficiently increased.
From the viewpoint of practicality, the mass ratio can be set as a guideline such that when PPP is taken as 1, PPO is 0.2 or less.

<2. Reaction process>
The production method of the present invention includes a first reaction step of mixing the specific raw oil and fat and unsaturated fatty acid described above and transesterifying the mixture using a 1,3-specific lipase to obtain a first transesterification reaction product.

Examples of unsaturated fatty acids include oleic acid, linoleic acid, linolenic acid, DHA, and EPA. Among these, in order to efficiently increase the content of triglycerides having palmitic acid at the β-position, it is preferable to use oleic acid, linoleic acid, and linolenic acid, and oleic acid is particularly preferable.

As a raw material for unsaturated fatty acids rich in oleic acid, it is preferable to use unsaturated fatty acids derived from oils with a high oleic acid content, such as high oleic safflower oil, high oleic rapeseed oil, olive oil, palm oil, and palm kernel oil.

Furthermore, when oleic acid is used as the unsaturated fatty acid, the oleic acid content is not particularly limited, but is preferably 70% by mass or more, more preferably 75% by mass or more, and even more preferably 80% by mass or more.
By setting the oleic acid content within the above range, the content of triglycerides having palmitic acid at the β-position can be efficiently increased.

In the production method of the present invention, in the first reaction step, the mixing mass ratio of the raw material oil and fat to the unsaturated fatty acid is preferably 1:1 to 1:3, more preferably 1:1.2 to 1:2.8, and even more preferably 1:1.5 to 1:2.5.
By setting the mixing ratio of the raw material fat and unsaturated fatty acid to the above-mentioned mass ratio, the content of triglycerides having palmitic acid at the β-position can be efficiently increased. Furthermore, the production method of the present invention can increase the β-position palmitic acid bond ratio even if the mixing amount of the unsaturated fatty acid relative to the raw material fat and oil is small.

For transesterification using a 1,3-specific lipase, it is preferable to use a lipase derived from a microorganism of the genus Alcaligenes, Diothorium, Chromobacterium, Rhizopus, Aspergillus, Penicillium, Candida, Pseudomonas, Mucor, or Diotrichum.

Such lipases can be commercially available. Examples include Amano A (manufactured by Amano Pharmaceuticals) and Lipozyme (manufactured by Novozymes). There are no particular limitations on the form in which the lipase is used, but from the standpoint of efficiency, it is preferable to immobilize the lipase on a carrier by a conventional method before use.

The temperature of the enzyme reaction is preferably 30 to 70°C, more preferably 40 to 70°C, and even more preferably 45 to 65°C, from the viewpoint of maintaining the enzyme activity for a long time while ensuring a sufficient reaction rate and from the viewpoint of suppressing the production of isomeric triglycerides as much as possible.
The time for the enzyme reaction is not particularly limited as long as it is a time that can achieve a sufficient transesterification reaction rate, but is preferably 2 to 48 hours.

In addition, in the production method of the present invention, as the second reaction step, it is preferable to mix an unsaturated fatty acid with the oil and fat composition obtained through the fatty acid removal step described below, to carry out interesterification using a 1,3-specific lipase, and to carry out another fatty acid removal step on the interesterification reaction product obtained through the second reaction step.
In this way, by undergoing the second reaction step and the second fatty acid removal step, the content of triglycerides having palmitic acid at the β-position can be increased more efficiently.

In the present invention, the reaction temperature in the second reaction step is preferably at least 5° C. lower, particularly preferably at least 10° C. lower, than the reaction temperature in the first reaction step.
This suppresses randomization in the second reaction step, and the content of triglycerides having palmitic acid at the β-position can be increased more efficiently. The reaction temperatures in the first and second reaction steps can be appropriately set so as to provide a preferable temperature difference within the preferable range of the enzyme reaction temperature described above.

In the second reaction step, the mixing mass ratio of the oil/fat composition to the unsaturated fatty acid is preferably 1:1 to 1:3, more preferably 1:1.2 to 1:2.8, and even more preferably 1:1.5 to 1:2.5.
By setting the mixing ratio of the oil composition and the unsaturated fatty acid to the above-mentioned mass ratio, the content of triglycerides having palmitic acid at the β-position can be efficiently increased. Furthermore, the production method of the present invention can increase the β-position palmitic acid bond ratio even if the mixing amount of the unsaturated fatty acid to the oil composition is small.

In the second reaction step, from the viewpoint of the yield of triglycerides having palmitic acid at the β-position, it is preferable to make the mixed mass of the unsaturated fatty acid in the oil composition smaller than that in the first reaction step. On the other hand, from the viewpoint of the bond ratio of β-palmitic acid, it is preferable to make the mixed mass of the unsaturated fatty acid in the oil composition larger than that in the first reaction step.

<3. Fatty acid removal process>
The production method of the present invention includes a fatty acid removal step of removing fatty acids from each of the transesterification reaction products obtained in the first and second reaction steps. There is no difference between the two reaction steps in terms of the content or method, except for the transesterification reaction product from which the fatty acids are removed.

When the raw oil and fat are transesterified with unsaturated fatty acids by lipase treatment, free fatty acids are contained in the obtained oil and fat composition. From the viewpoint of using the composition for food, it is preferable to remove the free fatty acids. Distillation is a particularly preferable method of removal.

Distillation methods include thin-film distillation, molecular distillation, steam distillation, etc., and it is preferable to carry out the process once or more than twice.

The production method of the present invention may further include a third and a fourth reaction step similar to the second reaction step. In this case, too, a fatty acid removal step is further included after the third reaction step.
In the third and subsequent reaction steps, the reaction temperature is preferably at least 5° C. lower than the reaction temperature in the first reaction step, and particularly preferably at least 10° C. lower.
In the third and subsequent reaction steps, from the viewpoint of the yield of triglycerides having palmitic acid at the β-position, it is preferable to make the mixed mass of the unsaturated fatty acid relative to the oil and fat composition smaller than that in the previous reaction step. On the other hand, from the viewpoint of the bond ratio of β-palmitic acid, it is preferable to make the mixed mass of the unsaturated fatty acid relative to the oil and fat composition larger than that in the previous reaction step. In the third and subsequent reaction steps, it is preferable to set the reaction temperature to be equal to or lower than that in the previous reaction step.

<4. Method for producing oil/fat composition for infant formula>
The present invention also relates to a method for producing an oil-and-fat composition for infant formula. The oil-and-fat composition for infant formula of the present invention contains, as a first component, an oil-and-fat containing β-position palmitic acid produced by the above-mentioned production method of the present invention. Therefore, the above content is applicable to the explanation of the process for obtaining an oil-and-fat containing β-position palmitic acid in the present invention.

The second component of the oil-and-fat composition for infant formula is preferably an oil-and-fat selected from lauric oils, of which palm kernel oil and palm kernel olein are preferred, with palm kernel olein being particularly preferred.
Here, the second component is something other than the β-palmitic acid-containing fat or oil which is the first component.

In addition, the third component in the oil-and-fat composition for infant formula is preferably a liquid oil. The type of such liquid oil is not particularly limited, but it is preferable to use one or more selected from vegetable oils such as soybean oil, rapeseed oil, corn oil, cottonseed oil, peanut oil, sunflower oil, rice oil, safflower oil, olive oil, and sesame oil. Among them, it is particularly preferable to use a combination of soybean oil and rapeseed oil.
Here, the third component is other than the first component, β-palmitic acid-containing fat or oil, and the second component, lauric fat or oil.

The blending of the first to third components described above can be carried out appropriately by known methods. The blending amount of each component is not particularly limited, but from the viewpoint of the nutritional value and balance of the oil and fat composition for infant formula, the first component, the oil and fat containing β-palmitic acid, is blended preferably in an amount of 10 to 50 parts by weight, more preferably 15 to 45 parts by weight, and even more preferably 20 to 40 parts by weight.

The present invention will be described in more detail below using examples. In the examples, percentages are based on mass unless otherwise specified.

[1. Preparation of oil composition 1]
In the examples described later, an oil composition 1 was prepared as a specific raw oil of the present invention. First, a random transesterification reaction was carried out at 90° C. for 15 minutes using 100 parts by weight of palm stearin and 0.102 parts by weight of sodium methylate as a catalyst. The obtained transesterified oil was then heated to 70° C. to completely dissolve, and crystallized for 24 hours while stirring at 46° C. Then, the mixture was filter pressed at 3.0 MPa, and the transesterified oil after crystallization was separated into a liquid part and a solid part. 1 part by weight of white clay was added to the obtained solid part to decolorize it, and an oil composition 1 (palm stearin transesterified oil fraction high melting point part) was obtained. The oil composition of the oil composition 1 is shown in Table 1.

2. Preparation of Example 1
40 parts by weight of the oil composition 1 and 60 parts by weight of the raw fatty acid were mixed to prepare a raw blend oil for transesterification using 1,3-specific lipase. Prior to the transesterification reaction, the water content of the raw blend oil was adjusted to 300 ppm or less. Thereafter, the temperature of the raw blend oil was adjusted to 60°C, and 5% by mass of lipase (RM-IM, Novozymes) was added, followed by transesterification using 1,3-specific lipase while stirring for 9 hours.
The transesterification reaction product obtained after the reaction was separated into a triglyceride fraction and a fatty acid fraction by distillation.
The fatty acid composition of the raw material fatty acid is as follows (the same for all Examples, etc.):
<Raw material fatty acids>
Palmitic acid: 1.1%, stearic acid: 2.5%, oleic acid: 90%, linoleic acid: 3.5%

3. Preparation of Example 2
An ester exchange reaction was carried out using 1,3-specific lipase in the same manner as in Example 1 (first reaction). Then, 30 parts by weight of the triglyceride fraction obtained from the ester exchange reaction product obtained in the first reaction was mixed with 70 parts by weight of the raw fatty acid to obtain a raw material blend oil. Then, the water content of the raw material blend oil was adjusted to 300 ppm or less, and the temperature was adjusted to 50°C, 5% by mass of lipase was added, and an ester exchange reaction was carried out using 1,3-specific lipase while stirring for 18 hours (second reaction). The ester exchange reaction product obtained in the second reaction was separated into a triglyceride fraction and a fatty acid fraction by distillation.

4. Preparation of Examples 3 to 5
A transesterification reaction was carried out using 1,3-specific lipase in the same manner as in Example 1, except that 30 parts by weight of the oil composition 1 and 70 parts by weight of the raw fatty acid were mixed (first reaction). Then, 30 parts by weight of the triglyceride fraction obtained from the transesterification reaction product obtained in the first reaction was mixed with 70 parts by weight of the raw fatty acid to obtain a raw blended oil. Then, after adjusting the moisture content of the raw blended oil to 300 ppm or less, a transesterification reaction was carried out using 1,3-specific lipase under different temperature conditions shown in Table 2 while stirring for 16 to 18 hours (second reaction). The transesterification reaction product obtained in the second reaction was separated into a triglyceride fraction and a fatty acid fraction by distillation.

5. Analysis of triglyceride fractions
The total palmitic acid content and the composition of β-linked palmitic acid in the triglycerides were analyzed by the following methods for the triglyceride fractions of Examples 1 to 5. The OPO content in the triglyceride fractions was also analyzed.

Analysis of total palmitic acid content in triglycerides Measurement was performed based on the standard method for the analysis of fats and oils (2.2.4.3-2013, trans fatty acid content (capillary gas chromatography)). The gas chromatography device used was a GC-2010 model manufactured by Shimadzu Corporation. The column used was an SP-2560 manufactured by SUPELCO.
Analysis of the composition of fatty acids bound to the β-position in triglycerides The composition of fatty acids bound to the β-position was measured based on the Standard Method for Analysis of Fats and Oils (2.4.5-2016, Triacylglycerol 2-position fatty acid composition (enzymatic transesterification method)). The gas chromatography device used was a GC-2010 manufactured by Shimadzu Corporation. The column used was an SP-2560 manufactured by SUPELCO.
Analysis of OPO in triglycerides The amount of OPO in triglycerides was analyzed using liquid chromatography mass spectrometry. The liquid chromatography mass spectrometer used was an Agilent 1260 Infinity Binary LC system for the liquid chromatography section and an Agilent 6130 Single Quadrupole LC/MS system for the mass spectrometry section. The column used was a Cadenza CD-C18 manufactured by Intact.

Based on the above analysis results, the binding ratio of palmitic acid to the β-position was calculated using the following formula.
β-Palmitic acid binding ratio (%) =
(content of palmitic acid bound to β-position/total palmitic acid content×3)×100

As shown in Table 2, the manufacturing method of the present invention uses raw oils and fats obtained by a specified fractionation method, and undergoes the first and second reaction steps under specified temperature conditions, making it possible to manufacture oils and fats with a higher bond ratio of β-palmitic acid than conventional techniques.

[6. Production of oil and fat composition for infant formula]
35 parts by weight of the triglyceride fractions obtained in Examples 1 to 5, 30 parts by weight of palm kernel olein, 20 parts by weight of soybean oil, and 15 parts by weight of rapeseed oil were blended in a conventional manner to obtain an oil and fat composition for infant formula.

The present invention can be used to produce oils containing β-palmitic acid that are useful as human breast milk substitutes.

Claims (4)

A raw material fat or oil having a total content of PPP and PPO of 50% by mass or more;
a first reaction step of mixing unsaturated fatty acids and transesterifying them using a 1,3-specific lipase to obtain a first transesterification reaction product; and a fatty acid removal step of removing fatty acids from the obtained first transesterification reaction product ,
The raw material oil and fat is characterized in that (a) it is obtained by separating a high melting point fraction from an interesterified oil of palm stearin, (b) it contains 50% by mass or more and 60% by mass or less of PPP, and (c) the mass ratio of PPO to PPP is 0.13 to 0.2,
Further, a second reaction step is carried out in which an unsaturated fatty acid is mixed with the oil and fat composition obtained through the fatty acid removal step, and the mixture is transesterified using a 1,3-specific lipase to obtain a second transesterification reaction product, and the fatty acid removal step is carried out again on the transesterification reaction product obtained through the second reaction step,
The method for producing a β-palmitic acid-containing oil or fat , wherein the reaction temperature in the second reaction step is 10° C. or more lower than the reaction temperature in the first reaction step . The method for producing a β-position palmitic acid-containing fat or oil according to claim 1 , wherein the mixing mass ratio of the raw material fat or oil to the unsaturated fatty acid is 1:1 to 1:3. The method for producing a β-palmitic acid-containing fat or oil according to claim 1 or 2, wherein the PPO content in the raw fat or oil is 4% by mass or more . A method for producing an oil and fat composition for infant formula, comprising the steps of:
A step of obtaining a β-position palmitic acid-containing fat by the method for producing a β-position palmitic acid-containing fat according to any one of claims 1 to 3 ;
The method includes mixing the β-palmitic acid-containing oil and fat produced as a first component, a lauric oil and fat as a second component, and a liquid oil as a third component to obtain an oil and fat composition.
A method for producing an oil and fat composition for infant formula.