Method for preparing high-purity sucrose fructan monomers by high-speed counter-current chromatography

A technology of high-speed countercurrent chromatography and kestose tetraose, which is applied in the field of preparing high-purity cane fructan monomer, can solve the problem that the preparation of high-purity cane fructan is difficult, unsuitable for industrial production methods, and cannot be used as a high-purity control products and other issues, to achieve the effect of recyclable solvent, low production cost, and ease of separation environment

Active Publication Date: 2015-09-09
量子高科(广东)生物有限公司 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the preparation of high-purity sucrose fructan monomer is very difficult, which makes it difficult to control the quality of related products
Chinese patent CN102408457 adopts silica gel column chromatography to prepare kestose and kestose, and the purity can only reach 90%, which cannot be used as a high-purity reference substance
Wang Tao et al. used polyacrylamide gel column separation to obtain high-purity kestose, kestose, and kestose pentaose, but the elution rate was low (0.2ml / min), and the elution time required 500 minutes. The preparation efficiency is too low to be suitable for industrialized production methods
At present, there is no report on the simultaneous preparation of three high-purity sucrose fructan monomers applicable to industrial production

Method used

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  • Method for preparing high-purity sucrose fructan monomers by high-speed counter-current chromatography
  • Method for preparing high-purity sucrose fructan monomers by high-speed counter-current chromatography
  • Method for preparing high-purity sucrose fructan monomers by high-speed counter-current chromatography

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Follow the steps below to prepare high-purity fructo-oligosaccharides:

[0040] (1) Acetylation protection: Dissolve 5 g of fructo-oligosaccharide in 50 mL of pyridine, add 0.2 mol of acetic anhydride, react at room temperature for 24 hours, then concentrate under reduced pressure with a rotary evaporator to obtain yellow syrupy acetylated fructo-oligosaccharide.

[0041](2) The solvent system of high-speed countercurrent chromatography is petroleum ether: n-butanol: methanol: water = 3:2:1:4 (volume ratio) system, and the above-mentioned solvent system is configured in a separatory funnel, shaken and left to stand Separate the upper and lower phases after equilibrating for a period of time. The upper phase is the stationary phase and the lower phase is the mobile phase. Take 150 mg of acetylated fructooligosaccharides and dissolve them in the mixture of 5 mL of the upper phase and 5 mL of the lower phase for use. The TBE-300A preparative countercurrent chromatograph pr...

Embodiment 2

[0080] (1) Methylation protection: Dissolve 5g fructooligosaccharides in 200mL 20wt% sodium hydroxide solution, add dropwise 0.5mol dimethyl sulfate under ice-water bath, stir at room temperature for 6 hours after completion, then use ethyl acetate (100mL×3) extraction, ethyl acetate partly concentrated under reduced pressure to obtain yellow syrupy methylated oligosaccharides.

[0081](2) The solvent system of high-speed countercurrent chromatography is selected from cyclohexane: n-butanol: ethanol: water = 3: 2.5: 1.5: 3.5 (volume ratio) system, the above-mentioned solvent system is configured in a separatory funnel, shaken and then static Place the layers, and after a period of equilibrium, the upper and lower phases are separated, the upper phase is the stationary phase, and the lower phase is the mobile phase, and 180 mg of methylated fructooligosaccharides is dissolved in a mixture of 5 mL of the upper phase and 5 mL of the lower phase for use. The sample was separated b...

Embodiment 3

[0087] (1) Benzylation protection: Dissolve 5 g of fructooligosaccharides in 300 mL of dimethylformamide, add 0.1 mol of sodium hydroxide in an ice-water bath, then dropwise add 0.2 mol of benzyl bromide, and then stir and react at room temperature for 3 hours. 300 mL of water was added, and then extracted with ethyl acetate (200 mL×3). The ethyl acetate part was concentrated under reduced pressure to obtain benzylated oligosaccharides in the form of yellow syrup.

[0088] (2) The solvent system of high-speed countercurrent chromatography is selected from the system of n-hexane: n-butanol: ethanol: water = 4:2:2:4 (volume ratio), and the above-mentioned solvent system is arranged in a separatory funnel, shaken up and left to stand Separate the upper and lower phases after equilibrating for a period of time. The upper phase is the stationary phase and the lower phase is the mobile phase. Take 160 mg of benzylated fructooligosaccharides and dissolve them in the mixture of 5 mL of...

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Abstract

The invention discloses a method for preparing high-purity sucrose fructan monomers by high-speed counter-current chromatography, which comprises the following steps: protecting hydroxyl of fructooligosaccharide to obtain fructooligosaccharide derivatives, carrying out high-speed counter-current chromatography to separate the fructooligosaccharide derivatives to obtain a kestose derivative, a nystose derivative and a glucopyranoside derivative, removing the hydroxyl protecting group to obtain the high-purity kestose, nystose and glucopyranoside. The purities of the kestose, nystose and glucopyranoside are respectively higher than 98%. The method has the advantages of short separation time, high preparation quantity,, high recovery rate, no sample loss, mild separation environment and solvent saving, and can implement scale-up production.

Description

technical field [0001] The invention relates to a method for preparing high-purity sucrose fructan monomer from fructooligosaccharides, in particular to a method for preparing high-purity sucrose fructan monomer by high-speed countercurrent chromatography. Background technique [0002] Fructose oligosaccharides, also known as fructooligosaccharides (FOS), refer to 1 to 5 fructosyls connected to the D-fructosyls of sucrose by β-2, 1 bonds (GF2). A mixture of estose (GF3), estose (GF4) and estose (GF5), as shown in formula 1. It is a natural active ingredient present in fruits, vegetables, honey and other substances, and is an excellent water-soluble dietary fiber. As a representative of prebiotics, fructo-oligosaccharides, in addition to the physical and chemical properties of general functional oligosaccharides, the most striking physiological characteristics are that it can significantly improve the proportion of microbial populations in the intestinal tract, and has the f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07H3/06C07H1/06
CPCY02P20/55
Inventor 段文娟纪文华王晓耿岩玲王岱杰魏远安陈子健伍剑锋郑惠玲
Owner 量子高科(广东)生物有限公司
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