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Method for on-line synthesizing glucose-6-palmitate by lipase catalysis

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

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

AI Technical Summary

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 palmitate in a microchannel reactor was studied, aiming to find an efficient and environmentally friendly on-line controllable selective synthesis method of glucose palmitate monoester

Method used

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  • Method for on-line synthesizing glucose-6-palmitate by lipase catalysis
  • Method for on-line synthesizing glucose-6-palmitate by lipase catalysis
  • Method for on-line synthesizing glucose-6-palmitate by lipase catalysis

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Experimental program
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Effect test

Embodiment 1

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

[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 palmitate (2.0mmol) 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, driven by the PHD2000 syringe pump, the two reaction solutions were separated at 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 the column was wet-packed with 2...

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 reduction in enzyme activity leads to a reduction in the conversion rate and selectivity of the reaction, so the optimum reaction temperature of glucose palmitate in the microfluidic microchannel reactor in the present invention is 52°C.

Embodiment 6-10

[0039] Change the substrate ratio of vinyl palmitate and glucose in the microfluidic microchannel reactor to be 3: 1 (Example 6), 4: 1 (Example 7), 6: 1 (Example 8), 7: 1 (Example 9), 8:1 (Example 10), others are the same as Example 1, and the results are shown in Table 2.

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

[0041] Example

[0042] 8

[0043] The result of table 2 shows, along with the increase of reactant vinyl palmitate, the conversion rate of reaction also thereupon increases, and when substrate ratio is 5: 1, the conversion rate of reaction and selectivity are optimal, and glucose has basically been quantified Complete conversion to glucose-6-palmitate. Now if continue to increase the consumption of reactant vinyl palmitate, will cause the conversion rate of reaction and selectivity to reduce, thereby, the optimum substrate ratio of this reaction is 5: 1, under this reaction condition, glucose is q...

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Abstract

The invention provides a method for on-line synthesizing glucose-6-palmitate by lipase catalysis, comprising: using glucose and vinyl palmitate, with a mol ratio of 1:3-8, as raw materials, using 0.5-10g of Lipozyme TLIM as a catalyst, and using a mixed solvent of tertiary amyl alcohol and DMSO as a reaction solvent, uniformly filling Lipozyme TLIM in a reaction channel of a microfluidic channel reactor, wherein the internal diameter of the reaction channel of the microfluidic channel reactor is 0.8-2.4mm, and the length of the reaction channel is 0.5-1.0m; continuously introducing the raw materials and the reaction solvent into the reaction channel to perform acylation reaction under 40-55 DEG C for 15-35min, on-line collecting the reaction solution, and then obtaining the glucose-6-palmitate after conventional post-treatment on the reaction solution. The method of the invention has 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-palmitate. (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 罗锡平杜理华何锋罗宏张航诚顾生妹胡玉婷
Owner ZHEJIANG UNIV OF TECH
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