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Method of using lipase to catalyze and synthesize glucose-6-laurate on line

A technology of laurate and glucose, which is applied in the field of lipase-catalyzed online controllable selective synthesis of glucose-6-laurate, which can solve the problems of long reaction time, conversion rate and low selectivity, etc. Effects of shortened reaction time, 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

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Problems solved by technology

[0009] At present, many domestic and foreign scholars have studied the enzyme-catalyzed synthesis of glucose esters in organic media, but this method often requires a long reaction time (24h), and the conversion rate and selectivity of the reaction are not high, so we A lipase-catalyzed selective synthesis of glucose laurate in a microchannel reactor was studied, aiming to find an efficient and environmentally friendly on-line controllable selective synthesis method of glucose laurate monoester

Method used

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  • Method of using lipase to catalyze and synthesize glucose-6-laurate on line
  • Method of using lipase to catalyze and synthesize glucose-6-laurate on line
  • Method of using lipase to catalyze and synthesize glucose-6-laurate on line

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Experimental program
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Effect test

Embodiment 1

[0027] Embodiment 1: the synthesis of glucose-6-laurate

[0028]

[0029] device reference figure 1 : Glucose (0.4mmol) was dissolved in 10mL of tert-amyl alcohol: DMSO=4:1 (v / v) mixed solvent, vinyl laurate (4.4mmol) was dissolved in 10mL of tert-amyl alcohol, and then packed in 10mL Ready to use in the syringe. 0.87g of lipase Lipozyme TLIM was evenly filled in the reaction channel of the microfluidic channel reactor, driven by the PHD2000 syringe pump, the two reaction solutions were divided into 10.4 μL min -1 The flow rate enters the reaction channel through the "Y" joint for reaction, and the temperature of the reactor is controlled at 52°C by a water bath thermostat. The reaction solution flows continuously in the reaction channel for 30 minutes, and the reaction results are tracked and detected by thin-layer chromatography (TLC).

[0030] The reaction solution was collected online by the product collector, the solvent was distilled off under reduced pressure, and ...

Embodiment 2-5

[0034] Change the temperature of the microfluidic channel reactor, others are the same as in Example 1, and the reaction results are as shown in Table 1:

[0035] Table 1: Effect of Temperature on Reaction

[0036]

[0037] The results in Table 1 show that when the flow rate is 10.4 μL min -1 , when the reaction time is 30min, the conversion rate increases obviously with the increase of the reaction temperature. When the reaction temperature reaches 52°C, the conversion rate and selectivity of the reaction are the best. The decrease in enzyme activity leads to a decrease in the conversion rate and selectivity of the reaction, so the optimal reaction temperature of glucose laurate in the microfluidic microchannel reactor in the present invention is 52°C.

Embodiment 6-9

[0039] Change the substrate molar ratio of vinyl laurate and glucose in the microfluidic microchannel reactor to be 8: 1 (Example 6), 9: 1 (Example 7), 10: 1 (Example 8), 12: 1 (embodiment 9), other are with embodiment 1, and the result is as shown in table 2.

[0040] Table 2: Effect of glucose to vinyl laurate substrate ratio on the reaction

[0041] Example

[0042] 1

[0043] The result of table 2 shows, along with the increase of reactant vinyl laurate, the conversion rate of reaction also thereupon increases, and when substrate ratio is 11: 1, the conversion rate of reaction and selectivity are optimal, and glucose has been quantified substantially Complete conversion to glucose-6-laurate. Now if continue to increase the consumption of reactant vinyl laurate, will cause the conversion rate of reaction and selectivity to reduce, thereby, the optimal substrate ratio of this reaction is 11: 1, under this reaction condition, glucose is quantitative sub...

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Abstract

The invention discloses a method of using lipase to catalyze and synthesize glucose-6-laurate on line. The method comprises the following steps: taking glucose and vinyl laurate as raw materials according to molar ratio of 1:8-12, 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 glucose-6-laurate. 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 glucose-6-laurate. (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 su...

Claims

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Application Information

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Patent Type & Authority Applications(China)
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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