Method of using lipase to catalyze and synthesize galactose-6-acetate on line

A technology of galactose and lipase, which is applied in the field of lipase-catalyzed online controllable selective synthesis of galactose-6-acetate, can solve the problems of low conversion rate and selectivity, long reaction time, etc., and shorten the reaction Effect of time, reduced usage, high conversion and reaction selectivity

Active Publication Date: 2013-07-03
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] At present, many domestic and foreign scholars have studied the enzyme-catalyzed synthesis of mannose esters in organic media, but this method often requires a long reaction time (24h), and the conversion rate and selectivity of the reaction are

Method used

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  • Method of using lipase to catalyze and synthesize galactose-6-acetate on line
  • Method of using lipase to catalyze and synthesize galactose-6-acetate on line
  • Method of using lipase to catalyze and synthesize galactose-6-acetate on line

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0026] Example 1: Synthesis of galactose-6-acetate

[0027]

[0028] Device reference figure 1 : Dissolve galactose (0.4mmol) in a mixed solvent of 10mL tert-amyl alcohol: DMSO=4:1 (v / v), and dissolve vinyl acetate (8.8mmol) in 10mL tert-amyl alcohol, and then put them in 10mL Reserve in the syringe. 0.87g lipase Lipozyme TLIM is evenly filled in the reaction channel of the microfluidic channel reactor. Driven by the PHD2000 syringe pump, the two reaction solutions are respectively 10.4μL·min -1 The flow rate of the reactor enters the reaction channel through the "Y" connector for reaction. The temperature of the reactor is controlled by a water bath thermostat at 52°C. The reaction liquid flows continuously in the reaction channel for 30 minutes. The reaction result is tracked and detected by thin layer chromatography TLC.

[0029] Collect the reaction liquid online through the product collector, remove the solvent by distillation under reduced pressure, and pack the column with ...

Example Embodiment

[0032] Example 2-5

[0033] The temperature of the microfluidic channel reactor was changed, and the others were the same as in Example 1. The reaction results are shown in Table 1:

[0034] Table 1: The influence of temperature on the reaction

[0035]

[0036] The results in Table 1 show that when the flow rate is 10.4μL·min -1 When the reaction time is 30min, the conversion rate of the reaction increases obviously with the increase of temperature. When the reaction temperature reaches 52℃, the conversion rate and selectivity of the reaction are both the best. At this time, if the temperature continues to rise, it will cause The decrease of enzyme activity leads to a decrease in the conversion rate and selectivity of the reaction. Therefore, the optimal reaction temperature of galactose acetate in the microfluidic microchannel reactor of the present invention is 52°C.

Example Embodiment

[0037] Example 6-10

[0038] Change the substrate ratio of vinyl acetate to galactose in the microfluidic microchannel reactor to 18:1 (Example 6), 19:1 (Example 7), 20:1 (Example 8), 21:1 (Example 9), 23:1 (Example 10), the others are the same as Example 1. The results are shown in Table 2.

[0039] Table 2: The effect of the ratio of galactose to vinyl acetate substrate on the reaction

[0040] Example

[0041] 9

[0042] The results in Table 2 show that with the increase of reactant vinyl acetate, the conversion rate of the reaction also increases. When the substrate ratio is 22:1, the conversion rate and selectivity of the reaction are optimal, and galactose has been basically quantified. Completely converted to galactose-6-acetate. If you continue to increase the amount of reactant vinyl acetate at this time, the conversion rate and selectivity of the reaction will decrease. Therefore, the optimal substrate ratio for this reaction is 22:1. Under this reaction condition...

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Abstract

The invention discloses a method of using lipase to catalyze and synthesize galactose-6-acetate on line. The method comprises the following steps: taking galactose and vinyl acetate as raw materials according to molar ratio of 1:18-23, taking 0.5-1.0 g of lipase Lipozyme TLIM as a catalyst, taking tert-amyl alcohol and DMSO (dimethyl sulfoxide) mixed solvent as a reaction solvent, uniformly filling the lipase Lipozyme TLIM into a reaction channel of a microfluidic channel reactor, wherein the inner diameter of the reaction channel of the microfluidic channel reactor is 0.8-2.4 mm, and the reaction channel is 0.5-1.0 m long, continuously introducing the raw materials and the reaction solvent into the reaction channel to perform acylation reaction, controlling the temperature of acylation reaction to be 40-55 DEG C, and keeping the acylation reaction for 15-35 min, on line collecting reaction liquid, and conventionally post-processing the reaction liquid to obtain galactose-6-acetate. The method has the advantages of short reaction time, high selectivity and high yield.

Description

(1) Technical field [0001] The invention relates to a lipase-catalyzed online controllable selective synthesis of galactose-6-acetate. (2) Background technology [0002] Sugar ester is an excellent non-ionic surfactant, which uses natural renewable resource sugar widely existing in nature as raw material, and has broad development prospects. Today's surfactant industry is developing in the direction of green chemistry, which gradually requires non-toxic products, regenerated reaction raw materials, and green reaction processes. As an excellent natural surfactant, sugar esters meet the two requirements of green chemistry: non-toxic products and renewable raw materials, but the reaction process still needs to be further green. [0003] At present, the sugar esters commercially produced at home and abroad are all synthesized by chemical methods. There are many shortcomings in chemical methods, mainly including: the conditions in the reaction process are severe, side reactions ...

Claims

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Application Information

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IPC IPC(8): C12P19/02
Inventor 杜理华罗锡平张航诚顾生妹胡玉婷
Owner ZHEJIANG UNIV OF TECH
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