Method for catalytic synthesis of alpha-arbutin by using lipase

A technology of arbutin and lipase, which is applied in the direction of microbial-based methods, biochemical equipment and methods, and bulk chemical production, can solve the limitations of large-scale industrial production of α-arbutin, numerous microbial fermentation process steps, α-Glucosidase is expensive and other problems, to achieve the effect of easy large-scale industrial production, low price, and easy separation

Inactive Publication Date: 2012-06-27
BEIJING UNIV OF CHEM TECH
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Problems solved by technology

α-Arbutin can generally only be produced by glycosidase or microbial fermentation, but because α-glucosidase is expensive, it is currently limited to laboratory research, and the microbial fer

Method used

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  • Method for catalytic synthesis of alpha-arbutin by using lipase

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Experimental program
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Effect test

Embodiment 1

[0049] (a) Synthesis of α-arbutin catalyzed by free lipase

[0050] Add 0.11g (1mmol) of hydroquinone and 0.18g (1mmol) of glucose into 10ml of n-hexane, and react with 0.02g of free Candida lipase as a catalyst at a temperature of 40°C and a shaking table speed of 150r / min. Under the conditions, the reaction is 24 hours, and the conversion rate reaches 60%;

[0051] (b) Recovery and multiple use of free lipase

[0052] After the reaction is over, the free lipase can be recovered by centrifuging the reaction solution at 6000r / min for 15min, and the recovered lipase is put into the 10ml n-hexane reaction system containing 0.11g (1mmol) hydroquinone and 0.18g (1mmol) glucose again Continue the reaction in the middle; repeat the cycle so that the free lipase can catalyze the synthesis of α-arbutin for many times. Under this condition, the free lipase is converted for 5 cycles, and the conversion rates of α-arbutin are respectively: 60.0%, 59.0% %, 57.5%, 54.2%, 51.6%, so after ...

Embodiment 2

[0059] (a) Synthesis of α-arbutin catalyzed by free lipase

[0060] 0.11g (1mmol) hydroquinone and 0.36g (2mmol) glucose are added to 10ml of 10% tert-butanol containing dimethyl sulfoxide by volume, and the reaction takes 0.05g free Candida lipase as The catalyst was reacted for 72 hours at a temperature of 40°C and a shaker speed of 150r / min, and the conversion rate reached 86%;

[0061] (b) Recovery and multiple use of free lipase

[0062] After the reaction is over, the free lipase can be recovered by centrifuging the reaction solution at 6000r / min for 15min, and the recovered lipase is put into 10ml dimethyl-containing solution containing 0.11g (1mmol) hydroquinone and 0.36g (2mmol) glucose again. The sulfoxide volume fraction is 10% tert-butanol and continues to react; So repeated cycle, realizes that free lipase repeatedly catalyzes and synthesizes α-arbutin, under this condition, free lipase transforms 8 cycles, α-arbutin The conversion rates of fruit glycosides are:...

Embodiment 3

[0066] (a) Synthesis of α-arbutin catalyzed by free lipase

[0067] 0.11g (1mmol) hydroquinone and 0.54g (3mmol) glucose are added to 10ml of 10% tert-amyl alcohol containing dimethyl sulfoxide by volume, and the reaction takes 0.2g free Candida lipase as The catalyst is reacted for 72 hours at a temperature of 40°C and a shaker speed of 150r / min, and the conversion rate reaches 95%;

[0068] (b) Recovery and multiple use of free lipase

[0069] After the reaction, the free lipase can be reclaimed by centrifuging the reaction solution at 6000r / min for 15min, and the reclaimed lipase is put into the 10mL containing dimethylformamide containing 0.11g (1mmol) hydroquinone and 0.54g (3mmol) glucose again. The reaction is continued in tert-amyl alcohol whose volume fraction is 10% of sulfoxide; repeat the cycle so that the free lipase catalyzes the synthesis of α-arbutin multiple times. Under this condition, the free lipase converts 10 cycles, and α- The transformation rates of a...

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Abstract

The invention relates to a method for catalytic synthesis of alpha-arbutin by using dissociative or immobilized candida lipase. The method comprises the process steps of selection of a reaction system, preparation of immobilized lipase, optimization of reaction conditions, extraction of a product, etc. According to the invention, hydroquinone and sugar mixed according to a mol ratio of 1: 1 to 1: 5 are added into a reaction medium, and lipase is used as a catalyst for a reaction; the reaction lasts for 10 to 120 h at a temperature of 20 to 60 DEG C, and a conversion rate of alpha-arbutin is as high as more than 95%; and the usage amount of lipase is 0.01 to 5 times of the weight of sugar. Alpha-arbutin is synthesized under the catalysis of dissociative or immobilized lipase in the method for the first time, and the method has the advantages of mild reaction conditions, repeated usability of lipase, a short production period, a simple extraction process for the product, etc., thereby enabling production cost to be substantially reduced.

Description

technical field [0001] The invention belongs to the field of biocatalysis, and relates to a preparation method for catalyzing and synthesizing α-arbutin by free or immobilized Candida lipase. Background technique [0002] Arbutin (Arbutin) is a hydroquinone glycoside compound, the chemical name is 4-hydroxyphenyl-D-glucopyranoside, it is a natural active skin depigmentation component derived from green plants, and it exists in bearberry, lingonberry and other plants It is an emerging non-irritating, non-allergic, and compatible natural whitening active substance. Arbutin is a high-efficiency pharmaceutical and cosmetic additive that is being promoted internationally. It is an internationally recognized high-efficiency freckle-removing and whitening agent. It is an ideal additive for whitening cosmetics. It has huge demand at home and abroad and a broad market prospect. [0003] Arbutin has two isomers, they are α-arbutin (α-arbutin) and β-arbutin (β-arbutin), the structural...

Claims

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Application Information

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IPC IPC(8): C12P19/44C12R1/72
CPCY02P20/54
Inventor 王芳刘春巧邓利谭天伟聂开立曹熙
Owner BEIJING UNIV OF CHEM TECH
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