Method for biosynthesis of L-ascorbyl palmitate

A technology of ascorbyl palmitate and ascorbic acid, which is applied in the field of functionalized ionic liquid modified lipase to catalyze the synthesis of L-ascorbyl palmitate, can solve the problems of limited modification effect and great influence on enzyme activity, achieve rapid reaction and improve selectivity , Solve the effect of many by-products

Inactive Publication Date: 2017-06-20
ZHEJIANG GONGSHANG UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In 2011, Bastien Doumèche et al. found that hydroxyl-containing ionic liquids can chemically modify formate dehydrogenase under the actio...

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  • Method for biosynthesis of L-ascorbyl palmitate
  • Method for biosynthesis of L-ascorbyl palmitate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] This example compares and studies the reaction difference between modified lipase and free enzyme in the catalytic synthesis of AP in an organic medium.

[0039] Catalyzed reaction with free lipase only:

[0040] Add 0.2mM L-ascorbic acid, 1.0mM palmitic acid, 24mg / mL3A molecular sieve and substrate total amount and 1.2% (mass percentage) lipase in bioreactor, 3mL tert-butanol, water bath 60 ℃, reaction time is 24h . After the reaction, the yield of AP was about 44.9%.

[0041] Functional ionic liquids covalently modify lipase-catalyzed reactions:

[0042] Activation of functionalized ionic liquid: Mix 0.30g 6,7-dihydro-5H-pyrrole[1,2-α]-3-carboxyethylimidazolium bromide with 0.2g CDI(1,1′-carbonyldiimidazolium ) was dissolved in 5mL DMSO, and reacted at room temperature for 2h to obtain the activated functionalized ionic liquid, which was untreated and refrigerated at 4°C for future use. Covalent modification of enzymes: After activation, the functionalized ionic l...

Embodiment 2

[0046] This example comparatively studies the reactions of covalently modified lipases in different ionic liquids to catalyze the synthesis of AP.

[0047] Add 0.2mM L-ascorbic acid, 1.0mM palmitic acid, 24mg / mL3A molecular sieve and 1.2% (mass percentage) of the total sum of substrates to the bioreactor to modify lipase covalently, 3mL[BMIM][PF 6 ], [BMIM][PF 4 ], [BMIM][TF 2 N], tOMA·TFA (Trioctylmethylammonium Trifluoroacetate), set the reaction temperature to 60°C, and the reaction time to 24h. After the reaction, calculate the product AP yield, such as figure 1 shown.

Embodiment 3

[0049] This example explores the reaction of covalently modified lipase to catalyze the synthesis of AP in isooctane / tOMA·TFA in an ionic liquid / organic solvent mixed system.

[0050] Add 0.2mM L-ascorbic acid, 1.0mM palmitic acid, 24mg / mL3A molecular sieve and 1.2% (mass percentage) covalently modified lipase of substrate total sum in bioreactor, and 3mL isooctane / ionic liquid (4 :1, v / v), set the reaction temperature at 60°C. After the reaction, calculate the product AP yield, such as figure 2 shown.

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Abstract

The invention discloses a method for biosynthesis of L-ascorbyl palmitate. The method utilizes a functionalized ionic liquid with a multipl heterocycle skeleton structure for covalent modification of lipase, and then utilizes the modified lipase with high stability, high catalytic activity and reaction selectivity to catalyze the reaction of L-ascorbic acid and palmitic acid in a non-aqueous medium so as to prepare L-ascorbyl palmitate. The method enhances the product yield, shortens the reaction time, and is easy in operation.

Description

technical field [0001] The invention relates to a method for catalytically synthesizing L-ascorbyl palmitate by functionalized ionic liquid modified lipase, which belongs to the field of food biotechnology. Background technique [0002] L-Ascorbyl Palmitate (Ascorbyl Palmitate, AP), as an efficient oxygen scavenger and synergist, is widely used in dairy products and nutritional health foods, and is the only antioxidant that can be used in infant food in my country. Compared with traditional infant formula milk powder, the new generation infant formula milk powder added with AP plays an unparalleled role in coordinating the balance of various nutrients, promoting the normal development of infants, and prolonging the shelf life of products. [0003] The methods for synthesizing AP mainly include chemical synthesis and biocatalysis. The chemical synthesis method uses concentrated sulfuric acid, HF, etc. as solvent and catalyst to make L-ascorbic acid and palmitic acid (ester) ...

Claims

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Application Information

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IPC IPC(8): C12P17/04
CPCC12P7/6436C12P17/04Y02P20/54
Inventor 石玉刚张峰房升石平华张润润万一栋
Owner ZHEJIANG GONGSHANG UNIVERSITY
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