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Preparation of lutein carboxylic ester through enzymatic esterification

A technology of lutein and carboxylic acid, applied in the field of food additives, can solve the problems such as no research report on lutein ester, and achieve the effect of reducing degradation

Pending Publication Date: 2017-11-10
GUANGZHOU LEADER BIO TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0012] At present, there are no research reports and patent documents on the preparation of lutein esters by lipase-catalyzed reaction of lutein with carboxylic acid or carboxylic anhydride in a subcritical system.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] In a 250ml high pressure reactor, add 1.18g (0.002mol) 96.8% lutein (molecular weight 568.85), 1.20g acetic acid (molecular weight 60.05) and 1.18g macroporous acrylic resin immobilized Candida antarctica lipase B (Novozym 435) , pump the subcritical R134a fluid through the plunger pump, the system automatically controls the temperature at 40°C and continues to pressurize until the reaction pressure reaches 8Mpa, and keeps stirring for 6 hours. After the reaction, the feed liquid passes through the filter to recover the enzyme and then depressurizes Separation, subcritical fluid gasification and recovery, the reaction product was repeatedly washed with water and vacuum-dried to obtain 1.085 g of the product, and the conversion rate of lutein diate was measured to be 73.92%.

Embodiment 2

[0024]In a 20L high-pressure reactor, weigh 298g (about 0.2mol) of 40% pure astaxanthin (molecular weight 596.86), 1021g (10mol) acetic anhydride (molecular weight 102.09) and 30g of immobilized lipase Lipozyme TL IM and place them in the high-pressure reactor After sealing, keep warm to -10°C through the coil refrigeration temperature control system. After the temperature is stable, start pumping subcritical butane fluid through the subcritical fluid feeding plunger pump, and stop pumping the reaction medium after the pressure reaches 4Mpa. The temperature and pressure of the reaction are controlled by the temperature control system and the pressurization and pressure relief system, and the reaction is kept stirring for 12 hours. After the reaction is completed, the feed liquid passes through the filter to recover the enzyme and then is separated under reduced pressure. The subcritical fluid is gasified and recovered, and the reaction product is repeated with water. After wash...

Embodiment 3

[0026] In a 200L high-pressure reactor, weigh 10.0Kg (about 14.4mol) 82% zeaxanthin (molecular weight 568.85), 28.8Kg (about 288mol) succinic anhydride (molecular weight 100.07) and 2Kg immobilized lipase Lipozyme RM IM In the high-pressure reactor, after sealing, keep warm to 50°C through the temperature control system. After the temperature stabilizes, start pumping subcritical R134a fluid through the subcritical fluid feeding plunger pump, and stop pumping the reaction medium after the pressure reaches 6Mpa. The temperature and pressure of the reaction are controlled by the temperature control system and the pressurization and pressure relief system, and the stirring reaction is kept for 6 hours. % hydrochloric acid aqueous solution was repeatedly washed and vacuum-dried after suction filtration to obtain 8.0 Kg of the product, and the conversion rate of lutein disuccinate was measured to be 85.54%.

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PUM

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Abstract

The invention relates to a method for preparing lutein carboxylic ester through promoting reaction between a lutein compound containing hydroxyl and carboxylic acid or carboxylic acid anhydride by taking lipase as a catalyst. The method comprises the following steps: adding the lutein compound into a high-pressure reaction kettle, and meanwhile, adding short-chain carboxylates or carboxylic acid anhydride and a lipase preparation with a certain proportion; sealing the high-pressure reaction kettle, then pumping a pre-cooled subcritical fluid into the reaction kettle through a high-pressure pump, controlling the reaction temperature to range from 10 DEG C below zero to 80 DEG C and the pressure to be 2-10 Mpa, and enabling reaction for 0.5-12 h while stirring; and after finish of reaction, filtering a reactant through an enzyme filter arranged in the reaction kettle or a discharge channel to recycle an enzyme catalyst, then reducing the pressure to remove a reaction medium, washing the product with deionized water or a 5% hydrochloric acid solution, and performing drying under reduced pressure to obtain corresponding lutein carboxylic ester.

Description

technical field [0001] The invention relates to biocatalysis technology, in particular to a process for preparing carboxylates of xanthophyll compounds in a high-pressure subcritical fluid medium using lipase as a catalyst, and belongs to the field of food additives. technical background [0002] Lutein is the general term for oxygen-containing carotenoids, among which lutein, zeaxanthin, capsanthin, capsanthin, β-cryptoxanthin, and astaxanthin are most abundant in nature. Lutein and its derivatives have important health and nutritional value, and are widely used in feed and food. [0003] Marigolds and red peppers are currently the most important sources of natural lutein compounds in the world. Among them, marigold flowers mainly contain lutein and zeaxanthin, and red pepper mainly contains capsanthin, capsanthin, β-cryptoxanthin, and zeaxanthin. In addition, Haematococcus pluvialis, Phaffia rhodozyme, and apple flower are the main sources of natural astaxanthin. The na...

Claims

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Application Information

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IPC IPC(8): C12P23/00
CPCC12P23/00Y02P20/584
Inventor 林劲冬陶正国
Owner GUANGZHOU LEADER BIO TECH
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