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Method for synthesizing sucrose-6-palmitate by using lipase through catalytic selectivity

A technology of palmitate and vinyl palmitate, used in chemical instruments and methods, esterified saccharides, sugar derivatives, etc., can solve the problems of long reaction time and low yield of monoester, and achieve high conversion and Effects of selectivity, shortened reaction time, high monoesterification rate

Active Publication Date: 2011-08-24
ZHEJIANG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Above-mentioned method reaction time is long, and monoester yield is low

Method used

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  • Method for synthesizing sucrose-6-palmitate by using lipase through catalytic selectivity
  • Method for synthesizing sucrose-6-palmitate by using lipase through catalytic selectivity
  • Method for synthesizing sucrose-6-palmitate by using lipase through catalytic selectivity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-5

[0024] Synthesis of sucrose-6-palmitate: Add sucrose (0.1 mmol, 0.0342 g) and lipase Lipozyme RM IM (25 mg / ml) to 4 mL tert-amyl alcohol in a 25 mL stoppered Erlenmeyer flask: DMSO=4: 1(v / v) of the mixed solvents, the mixed solvents are used first Molecular sieve treatment for 24h, 170r-min at 40°C -1 The rotation speed is mixed in the shaker for 30 minutes first, then vinyl palmitate is added, and then put into the shaker for reaction, and the reaction result is tracked and detected by thin-layer chromatography (TLC).

[0025] After the reaction was finished, the lipase was removed by filtration, the solvent was distilled off under reduced pressure, and the column was wet-packed with 200-300 mesh silica gel. The eluent was chloroform:methanol=10:1, the column height was 35cm, and the column diameter was 4.5cm. The sample was washed with a small amount of After the deagent is dissolved, apply the wet method to the column, and the eluent is collected at a flow rate of 2mL min...

Embodiment 6-14

[0035] Synthesis of sucrose-6-palmitate: Add sucrose (0.1mmol, 0.0342g) and lipase Lipozyme RM IM (25mg / ml) to a mixed solvent of 4mL tert-amyl alcohol and DMSO in a 25mL stoppered Erlenmeyer flask In, mixed solvents are used first Molecular sieve treatment for 24h, 170r-min at 40°C -1 The rotation speed was mixed in the shaker for 30 minutes first, then vinyl palmitate (0.8 mmol) was added, and then placed in the shaker for reaction, and the reaction result was tracked and detected by thin-layer chromatography (TLC).

[0036] After the reaction was finished, the lipase was removed by filtration, the solvent was distilled off under reduced pressure, and the column was wet-packed with 200-300 mesh silica gel. The eluent was chloroform:methanol=10:1, the column height was 35cm, and the column diameter was 4.5cm. The sample was washed with a small amount of After the deagent is dissolved, apply the wet method to the column, and the eluent is collected at a flow rate of 2mL min ...

Embodiment 15-20

[0044] Synthesis of sucrose-6-palmitate: sucrose (0.1mmol, 0.0342g) and lipase Lipozyme RM IM were added to 4mL tert-amyl alcohol in a 25mL stoppered Erlenmeyer flask: DMSO=4:1 (v / In the mixed solvents of v), the mixed solvents are first used Molecular sieve treatment for 24h, 170r-min at 40°C -1 The rotation speed was mixed in the shaker for 30min first, then vinyl palmitate (0.8mmol) was added respectively, and then put into the shaker for reaction, and the reaction result was tracked and detected by thin-layer chromatography (TLC).

[0045] After the reaction was finished, the lipase was removed by filtration, the solvent was distilled off under reduced pressure, and the column was wet-packed with 200-300 mesh silica gel. The eluent was chloroform:methanol=10:1, the column height was 35cm, and the column diameter was 4.5cm. The sample was washed with a small amount of After the deagent is dissolved, apply the wet method to the column, and the eluent is collected at a flo...

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Abstract

The invention discloses a method for synthesizing sucrose-6-palmitate by using lipase through catalytic selectivity. The sucrose-6-palmitate is prepared by taking sucrose and palmitic acid vinyl ester as raw materials, the lipase, namely Lipozyme RM IM as a catalyst, and mixed solvent of tert-amyl alcohol and dimethylsulfoxide (DMSO) in a volume ratio of 4:1 as reaction medium through an acylation reaction. By the method, sucrose palmitate which is highly monoesterified is synthesized at high yield, and reaction time is greatly shortened.

Description

technical field [0001] The invention relates to a method for selectively synthesizing sucrose-6-palmitate. Background technique [0002] As a sucrose derivative, sucrose fatty acid ester is a polyol-type non- ionic surfactant. It can effectively reduce the surface tension of water, and has excellent performance in wetting, dispersing, solubilizing, foaming, emulsifying, and detergency. At the same time, it also has insecticidal and antibacterial properties. Therefore, it has strong adaptability and a wide range of applications. At present, it has been widely used in food industry, daily chemical industry, pharmaceutical industry, textile, agriculture and animal husbandry and other fields, especially as emulsifier, dispersant, foaming agent, wetting agent and cleaning agent in food industry; Cosmetics, detergents, etc. in chemical industry. [0003] Sucrose esters are generally white powdery, lumpy or waxy solids, sometimes in the form of colorless or yellowish viscous o...

Claims

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Application Information

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IPC IPC(8): C07H13/06C07H1/00
Inventor 杜理华
Owner ZHEJIANG UNIV OF TECH
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