A method for enzymatically preparing 1,3-dioleic acid-2-palmitic acid triglyceride in a subcritical system

A technology for palmitic acid triglyceride and enzymatic preparation, which is applied to the preparation of 1,3-dioleic acid-2-palmitic acid triglyceride, the field of food additives and breast milk fat substitutes, and can solve the problem of lack of efficient enzymatic reaction system, troubled OPO large-scale production, high OPO cost, etc., to achieve the effects of improving reaction rate and conversion rate, reducing equipment investment and operating costs, and low acyl transfer rate

Active Publication Date: 2019-03-08
OIL CROPS RES INST CHINESE ACAD OF AGRI SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Patent 201110139857.8 discloses a method for enzymatically preparing OPO structural lipids using lard as a raw material; patent 201310264723.8 discloses a method for enriching OPO structural lipids in lard by solvent fractionation; The method combined with the enzymatic method to prepare OPO structural lipids, but the steps are cumbersome
[0004] Previous studies were mostly carried out under solvent-free conditions. Due to the limitation of transmission resistance, the reaction speed was slow, the reaction time was long, the amount of enzyme was large, and acyl group transfer was easy to occur, and the yield of the target product was not high; while using n-hexane, When long-chain alkanes such as isooctane are used as solvents, it is difficult to remove them after the reaction is completed, and solvent residues are likely to occur
Moreover, the reported 1,3-selective lipases mainly include Lipozyme RMIM (Novozymes), Rhizopus Delamar, etc. The high price of lipase and the lack of efficient enzymatic reaction system are the main reasons for the high cost of preparing OPO The reason has become a bottleneck problem that plagues the large-scale production of OPO

Method used

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Examples

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Effect test

preparation example Construction

[0025] In the present invention, the lipase in the immobilized form, referred to as immobilized lipase, can be commercially available LipozymeRM IM, Lipozyme TL IM, etc., and can also be prepared by itself, and its preparation method includes the following steps:

[0026] 1) Activation of the carrier: Soak in 1mol / L hydrochloric acid solution to remove impurities such as metal ions in the carrier, then wash with pure water until neutral; 2) Adsorption immobilization: prepare a buffer solution, dissolve free lipase in the buffer solution, and then Add silica gel, resin, diatomaceous earth and other carriers, vacuum and stir for 0.5-4 hours, and collect the crude immobilized lipase by suction filtration; 3) Washing and drying: wash the crude immobilized lipase with buffer solution for 3 times, freeze-dry or The immobilized lipase product can be obtained by cold air drying.

Embodiment 1

[0029] A method for enzymatically preparing 1,3-dioleic acid-2-palmitic triglyceride in a subcritical state, comprising the steps of:

[0030] (1) Preparation of raw material A: 52% palm oil stearin was used as raw material, sodium methoxide was used as a catalyst, and the amount of sodium methoxide added was 1% of the mass of 52% palm oil stearin, reacted at a reaction temperature of 80°C for 1 h, and then used Aqueous citric acid solution to remove sodium methoxide, and rotary evaporation to remove water, can obtain recombinant palm oil with a mass content of palmitic acid at the sn-2 position of not less than 60%, that is, raw material A;

[0031] Raw material B selects oleic acid, which is derived from the hydrolysis of high oleic rapeseed oil;

[0032](2) Subcritical enzyme-catalyzed transesterification reaction: Add 500g of raw material A, 500g of raw material B, and 30g of diatomaceous earth-immobilized Candida lipolytica lipase into the autoclave, add 5L of liquefied p...

Embodiment 2

[0035] A method for enzymatically preparing 1,3-dioleic acid-2-palmitic acid triglyceride in a subcritical state, comprising the steps of:

[0036] (1) Preparation of raw material A: 52% palm oil stearin was used as raw material, sodium ethoxide was used as a catalyst, and the amount of sodium ethoxide added was 2% of the mass of 52% palm oil stearin, reacted at a reaction temperature of 100°C for 0.5h, and then used Aqueous citric acid solution to remove sodium ethoxide, and rotary evaporation to remove water, can obtain the recombinant palm oil with the mass content of palmitic acid at the sn-2 position not less than 60%, that is, raw material A;

[0037] Raw material B chooses oleic acid, which comes from the hydrolysis of olive oil;

[0038] (2) Subcritical enzyme-catalyzed transesterification reaction: Add 500g of raw material A, 1000g of raw material B, 75g of silica gel-immobilized Candida antarctica lipase (5% of the total mass of raw materials) into the autoclave, and...

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Abstract

Provided is a method for preparing 1,3-dioleoyl-2-palmitoylglycerol in a subcritical system, comprising the following steps: (1) preparation of raw materials: selecting, as a raw material A, lard having a cholesterol content of less than 0.05% by mass, or selecting, as raw material A, restructured palm oil having an sn-2 palmitic acid content of not less than 60% by mass; and, selecting as a raw material B, at least one of oleic acid and an oleic acid ester; and (2) subcritical enzyme-catalyzed transesterification: in a subcritical system, enabling raw materials A and B to undergo selective enzymatic transesterification in a reaction solvent under the catalysis of lipase to obtain 1,3-dioleoyl-2-palmitoylglycerol. With a rapid reaction rate, high selectivity, minimal enzyme usage, and no solvent residue, this method is readily adapted to large-scale continuous production.

Description

technical field [0001] The invention relates to a food additive-breast milk fat substitute, in particular to a preparation method of 1,3-dioleic acid-2-palmitic acid triglyceride, which belongs to the field of food additives and structured lipid preparation. Background technique [0002] 1,3-Dioleic acid-2-palmitic acid triglyceride (hereinafter referred to as OPO) is a nutritional enhancer approved by the Ministry of Health in 2008 No. 13 Announcement. An important component in fat substitute products such as betapol45TM and InfatTM. The structure of OPO is similar to that of human milk fat. Because of its unique fatty acid structure, it is not easy to form calcium soap and cause constipation when it participates in digestion. It not only helps to promote the absorption of calcium and other minerals in infants, but also enhances the bone density of infants. It can also improve the absorption ability of infants and young children to nutrients. The national standard (draft ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C12P7/64
CPCC12P7/64
Inventor 黄凤洪郑明明万楚筠汤虎郭萍梅时杰邓乾春
Owner OIL CROPS RES INST CHINESE ACAD OF AGRI SCI
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