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Synthesis of sucrose-6-fatty acid ester through selective catalysis of immobilized aspergillus oryzae lipase

A technology of Aspergillus oryzae lipase and fatty acid ester, applied in the direction of fermentation and the like, can solve the problems of low catalytic efficiency and selectivity of lipase, and achieve the effects of avoiding environmental pollution and equipment loss, simple production process and low reaction temperature

Inactive Publication Date: 2011-09-14
JK SUCRALOSE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the implementation case, it is shown that after 20 hours of reaction, Lipase QLM catalyzes sucrose and propylene acetate to synthesize sucrose-6-acetate esterification rate of 29%, and sucrose and vinyl butyrate produce sucrose-6-ester esterification rate of 48%. The adopted lipase has low catalytic efficiency and selectivity, accompanied by 1 ’ -bit, 6 ’ - Formation of sucrose esters and sucrose diesters

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Example 1: Dissolve 0.6846g of sucrose in 10ml of dimethyl sulfoxide and add 40ml of tert-amyl alcohol. The tert-amyl alcohol and dimethyl sulfoxide are pre-dried over 4? In the oscillator, the rotation speed is 100r / min, and the constant temperature is 40°C. After the sucrose is completely dissolved, add 5 grams of immobilized Aspergillus oryzae lipase. After oscillating at a constant temperature for 0.5 hours, add 0.8609 g of vinyl acetate dried over 4? molecular sieves overnight, and finally add 5g 4? Molecular sieve, react for 6 hours. The catalyst lipase and molecular sieve are separated from the mixture by filtration, washed with tert-amyl alcohol, dried in vacuum, and set aside. The reaction product was cooled to room temperature, tert-amyl alcohol was distilled under reduced pressure, the residual vinyl acetate was extracted with n-hexane, the remainder was mixed with one volume of water, and the sucrose-6-acetate was mixed with two volumes of cyclohexane / butano...

Embodiment 2

[0029] Example 2: Dissolve 0.2567g of sucrose in 5ml of dimethyl sulfoxide and add 20ml of tert-amyl alcohol. The tert-amyl alcohol and dimethyl sulfoxide are pre-dried over 4? In the oscillator, the rotation speed is 100r / min, and the constant temperature is 40°C. After the sucrose is completely dissolved, add 2.5 grams of immobilized Aspergillus oryzae lipase. After shaking at a constant temperature for 0.5 hours, add 1.6977 g of vinyl laurate dried over 4? molecular sieves overnight, and finally Add 2.5g of 4? Molecular sieves and react for 6 hours. The catalyst lipase and molecular sieve are separated from the mixture by filtration, washed with tert-amyl alcohol, dried in vacuum, and set aside. The reaction product was cooled to room temperature, tert-amyl alcohol was distilled under reduced pressure, and the residual vinyl laurate was extracted with n-hexane, and the remainder was mixed with one volume of water, and the sucrose-6-laurate was mixed with two volumes of cycl...

Embodiment 3

[0030] Example 3: Dissolve 0.2567g of sucrose in 5ml of dimethyl sulfoxide and add 20ml of tert-amyl alcohol. The tert-amyl alcohol and dimethyl sulfoxide are pre-dried over 4? In the oscillator, the rotation speed is 120r / min, and the constant temperature is 40°C. After the sucrose is completely dissolved, add 2.5 grams of immobilized Aspergillus oryzae lipase. After shaking at a constant temperature for 0.5 hours, add 2.1185 g of vinyl palmitate dried over 4? molecular sieves overnight, and finally Add 2.5g of 4? Molecular sieves and react for 6 hours. The catalyst lipase and molecular sieve are separated from the mixture by filtration, washed with tert-amyl alcohol, dried in vacuum, and set aside. The reaction product was cooled to room temperature, t-amyl alcohol was distilled under reduced pressure, the residual vinyl palmitate was extracted with n-hexane, the remainder was mixed with one volume of water, and sucrose-6-palmitate was mixed with two volumes of cyclohexane / b...

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Abstract

The invention discloses synthesis of sucrose-6-fatty acid ester through selective catalysis of immobilized aspergillus oryzae lipase. A synthesis method comprises the following steps of: dissolving sucrose into a mixed solvent of dimethyl sulfoxide and tertiary amyl alcohol at constant temperature of 20-60 DEG C until the sucrose is completely dissolved; adding the immobilized aspergillus oryzae lipase and oscillating at the constant temperature; adding fatty acid vinyl ester for reaction; recording a conversion rate; filtering and separating the lipase serving as a catalyst and molecular sieve from a mixture after reaction is finished; cleaning and then drying under vacuum for future use; cooling a reaction product to room temperature; mixing a remaining part with water after reduced pressure distillation and organic phase extraction of residual reactants; extracting sucrose ester by using an organic solution; performing reduced pressure distillation, concentration and chromatographic separation on an organic phase; monitoring a combined product part through TLC (Thin Layer Chromatography); and performing recrystallization to obtain the sucrose-6-fatty acid ester. The method for preparing the sucrose-6-fatty acid ester through catalysis of the immobilized aspergillus oryzae lipase is environmentally-friendly and pollution-free, has high specificity, high yield and mild reaction conditions and is easy for separation and purification.

Description

technical field [0001] The invention relates to a method for preparing sucrose-6-fatty acid ester catalyzed by immobilized lipase, belonging to the technical field of sucrose-6-ester preparation. Background technique [0002] Food additives play an important role in food processing, and sweeteners are food additives that impart sweetness to foods. As an outstanding representative of a new type of non-nutritive high-efficiency sweetener, sucralose is considered to be the most perfect and competitive strong sweetener developed by human beings so far because of its excellent performance. Sucralose (TGS, short for 4,1',6'-trichloro-4,1',6'-trideoxygalactose) is the 4,1',6'-OH in sucrose molecule replaced by chlorine atom Substitution, and at the same time the product of configuration reversal at the 4-position. It is a low-energy strong sweetener with high sweetness, good sweetness, good stability against acid hydrolysis, low calorific value, non-toxic, anti-caries, good solub...

Claims

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Application Information

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IPC IPC(8): C12P7/62
Inventor 吴金山朱国廷沈彬
Owner JK SUCRALOSE
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