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Method for on-line synthesizing sucrose-6-acetate catalyzed by lipase

A technology of lipase and acetate, which is applied in the field of lipase-catalyzed online controllable selective synthesis of sucrose-6-acetate, which can solve the problems of difficult separation, low conversion rate and selectivity, and long reaction time. Achieve the effects of shortening the reaction time, high conversion rate and reaction selectivity, and reducing the amount of use

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

However, this method often requires a long reaction time (24h), and the conversion rate and selectivity of the reaction are not high, and subsequent separation is difficult.

Method used

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  • Method for on-line synthesizing sucrose-6-acetate catalyzed by lipase
  • Method for on-line synthesizing sucrose-6-acetate catalyzed by lipase

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Example 1: Synthesis of sucrose-6-acetate

[0028] refer to figure 1 , Dissolve sucrose (0.4mmol) in 10mL (tert-amyl alcohol: DMSO=4:1 (v / v)) mixed solvent, vinyl acetate (7.2mmol) was dissolved in 10mL tert-amyl alcohol, and then packed in Ready-to-use in a 10mL syringe. 0.87g of lipase Lipozyme TLIM was evenly filled in the reaction channel of the microfluidic channel reactor, and driven by the PHD2000 syringe pump, the two reaction solutions were separated at 10.4 μL min -1The flow rate enters the reaction channel through the "Y" joint for reaction, and the temperature of the reactor is controlled at 52 ° C. The reaction solution flows continuously in the reaction channel for 30 minutes. The reaction solution is collected online through the product collector, and the solvent is removed by distillation under reduced pressure. 300 mesh silica gel wet packing column, elution reagent is chloroform:methanol:water=65:25:1, column height is 35cm, column diameter is 4.5cm,...

Embodiment 2-5

[0032] Change the temperature of the microfluidic channel reactor to 40°C (Example 2), 45°C (Example 3), 50°C (Example 4), and 55°C (Example 5), others are the same as Example 1, and the reaction results As shown in Table 1:

[0033] Table 1: Effect of Temperature on Reaction

[0034]

[0035] The results in Table 1 show that when the flow rate is 10.4μLmin -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 optimum reaction temperature for the synthesis of sucrose-6-acetate in a microfluidic channel reactor is 52°C.

Embodiment 6-10

[0037] Change the substrate molar ratio of vinyl acetate and sucrose in the microfluidic microchannel reactor to be 15: 1 (Example 6), 16: 1 (Example 7), 17: 1 (Example 8), 19: 1 (Example 9), 20:1 (Example 10), others are the same as Example 1, and the results are shown in Table 2.

[0038] Table 2: Effect of Sucrose to Vinyl Acetate Substrate Ratio on Reaction

[0039] Example

[0040] The results in Table 2 show that as the reactant vinyl acetate increases, the conversion rate of the reaction also increases. When the substrate ratio is 18:1, the conversion rate and selectivity of the reaction are optimal. If continue to increase the consumption of reactant vinyl acetate at this moment, will cause the conversion ratio of reaction and / or selectivity to reduce, thereby, optimum substrate ratio is 18: 1.

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Abstract

The invention discloses a method for on-line synthesizing sucrose-6-acetate catalyzed by lipase. According to the method, sucrose and vinyl acetate with a molar ratio being 1 : 15-20 are used as raw materials; 0.5-1.0 g of the lipase (Lipozyme TLIM) is used as a catalyst and a mixed solvent formed by tert-amyl alcohol and DMSO is used as a reaction solvent. The lipase (Lipozyme TLIM) is uniformly filled in 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 length of the reaction channel is 0.5-1.0 m; the raw materials and the reaction solvent are continuously introduced into the reaction channel for an acylation reaction, wherein the temperature of the acylation reaction is controlled at 40-55 DEG C and the time of the acylation reaction is 20-40 min; a reaction liquid is collected on-line; and the sucrose-6-acetate is obtained after the reaction liquid is subjected to conventional post-treatment. The method provided by the invention 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 sucrose-6-acetate. (2) Background technology [0002] Microfluidics is the technology and science of manipulating nanoliter to picoliter volume fluids in micron-scale structures. It is a new interdisciplinary subject that has risen rapidly in the past decade. At present, the development of microfluidics has greatly surpassed the original purpose of mainly serving analytical chemistry, and is becoming an important technical platform for a new round of innovative research in the entire chemistry discipline, life science, instrument science and even information science. [0003] Since Harrison's research group published the first document on the synthesis of compounds in microfluidic chip microreactors in 1997, microfluidic chip reactors have been successfully used in a variety of organic synthesis reactions and have shown broad application prospects. With the deve...

Claims

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Application Information

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IPC IPC(8): C12P19/12C12M1/00
Inventor 杜理华罗锡平顾生妹张航诚胡玉婷
Owner ZHEJIANG UNIV OF TECH
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