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EP-4736667-A1 - SWEETNESS COMPOSITION AND PREPARATION METHOD THEREOF

EP4736667A1EP 4736667 A1EP4736667 A1EP 4736667A1EP-4736667-A1

Abstract

A sweetness composition, based on the total weight of the sweetness composition, comprising: 70% to 85% of mogroside V; 5% to 12% of 11-O-mogroside V; 0 to 0.5% of simonoside I; 0 to 0.05% of mogroside II and mogroside III; 0 to 0.5% of protein; and 0 to 0.5% of total sugar. Also disclosed is a method for preparing the sweetness composition, comprising the following steps: extracting Siraitia grosvenorii to obtain an extract; clarifying the extract to obtain a clarified liquid; sequentially treating the clarified liquid with a strong acid cation exchange resin column and a weak alkaline anion exchange resin column to obtain an ion exchange treated liquid; and the ion exchange treated liquid entering an adsorption resin column combination for multi-stage adsorption separation and elution, collecting the eluate, and drying to obtain the sweetness composition, wherein, the ion exchange treatment step needs to be performed before the multi-stage adsorption separation step.

Inventors

  • LI, JIAN
  • ZHU, Xuehua
  • HUANG, Lingyu
  • TAN, Tailiang
  • XU, BO
  • LAN, Feisi
  • LI, XINGYU
  • LIANG, Zhenhua

Assignees

  • GUILIN GFS MONK FRUIT CORPORATION

Dates

Publication Date
20260506
Application Date
20230724

Claims (14)

  1. A sweetening composition, based on the total weight of the sweetening composition, which comprises: 70-85% Mogroside V; 5-12% 11-O-Mogroside V; 0-0.5% Siamenoside I; 0-0.05% Mogroside II and Mogroside III; and 0-0.5% protein and 0-0.5% total carbohydrate.
  2. A method for preparing a sweetening composition, which comprises the following steps: extraction: extracting from the fruit of Luo Han Guo to obtain an extraction solution; clarification: clarifying the extraction solution to obtain clarified liquid; ion exchange treatment: sequentially treating the clarified liquid with a strongly acidic cation exchange resin column and a weakly basic anion exchange resin column to obtain an ion exchange treatment solution; and multistage adsorption separation: making the ion exchange treatment solution run through the adsorption resin column combination for multistage adsorption separation, eluting, collecting eluent, and drying to obtain a sweetening composition; wherein the step of ion exchange treatment should be carried out before the step of multistage adsorption separation.
  3. The method according to claim 2, wherein the ion exchange treatment solution sequentially runs through the first, second, ..., and nth (n≥2) adsorption resin column of the adsorption resin column combination for multistage adsorption separation, wherein the separated column liquid obtained from each adsorption resin column directly runs through the next adsorption column; or the ion exchange treatment solution sequentially passes through the first, second, ..., and nth (n≥2) adsorption resin column of the adsorption resin column combination for multistage adsorption separation, wherein after passing through each of the first to (x-1)th (n≥x≥2) adsorption resin columns, the separated column liquid obtained after passing through each adsorption resin column are collected and combined, and then loaded into the next adsorption resin column for separation; then, the column liquid collected after passing through the (x-1)th adsorption resin column is loaded to sequentially run through the xth, (x+1)th, (x+2)th,..., and nth adsorption resin columns for adsorption separation.
  4. The method according to claim 3, wherein after the multistage adsorption separation, the sweetening composition is obtained from each of the xth to nth (2≤x≤n) adsorption resin columns.
  5. The method according to claim 4, wherein in the step of multistage adsorption separation, the mass of Mogroside V in the ion exchange treatment solution passing through the first, ..., (x-1)th (2≤x≤n) adsorption resin columns is 1-4 times, preferably 1-3 times, more preferably 1.5-3 times of the sum of the saturated adsorption mass of the first to (x-1)th adsorption resin columns for Mogroside V.
  6. The method according to any one of claims 2-5, further comprising a step of mogroside enrichment through the adsorption resin column A" after the step of clarification and before the step of ion-exchange treatment.
  7. The method according to claim 6, wherein the adsorption resin column A" is a weakly polar macroporous adsorption resin column; preferably, the adsorption resin column A" is a macroporous adsorption resin column with polyethylene divinylbenzene as the skeleton material; preferably, the particle size of the resin is 250-1250µm, more preferably 250-450µm; and preferably, the model of the resin of the adsorption resin column A" is any one selected from the group consisting of: LX-15, D101, AB-8, SP700, XD16N and XD1600N, more preferably SP700.
  8. The method according to any one of claims 2-7, wherein the extraction solution is obtained by extracting with hot water.
  9. The method according to any one of claims 2-8, wherein the clarified liquid is obtained by centrifugation and/or filtration.
  10. The method according to any one of claims 2-9, wherein the particle size of the resin of the strongly acidic cation exchange resin column is 300-1100µm, preferably 300-600µm; preferably, the resin of the strongly acidic cation exchange resin column is any one selected from the group consisting of: Marathon MSC, AMBERLITE FPC22H, DIAION SK series and DIAION PK series, more preferably Marathon MSC; preferably, the particle size of the resin of the weakly basic anion exchange resin column is 350-1250µm, more preferably 350-600um; and preferably, the resin of the weakly basic anion exchange resin column is any one selected from the group consisting of: Marathon WBA, SCAV2, FPA53 and LX-T5, more preferably Marathon WBA or SCAV2.
  11. The method according to any one of claims 2-10, wherein each adsorption resin column used in the step of multistage adsorption separation is weakly polar macroporous adsorption resin column; preferably, the each adsorption resin column is macroporous adsorption resin column with skeleton material of polyethylene divinylbenzene; and preferably, the resin of each adsorption resin column is any one selected from the group consisting of: LX-15, D101, AB-8, SP700, XD16N and XD1600N, more preferably SP700.
  12. The method according to any one of claims 2-11, wherein the multistage adsorption separation is carried out through two or more, preferably two to six adsorption resin columns.
  13. The method according to any one of claims 2-12, wherein based on the total weight of the sweetening composition, the sweetening composition comprises: 70-85% Mogroside V; 5-12% 11-O-Mogroside V; 0-0.5% Siamenoside I; 0-0.05% Mogroside II and Mogroside III; and 0-0.5% protein and 0-0.5% carbohydrate.
  14. The method according to any one of claims 2-13, wherein in the step of multistage adsorption separation, after the ion exchange treatment solution is loaded, the adsorption resin column combination is first eluted with water or a first organic solvent, and then eluted with a second organic solvent; preferably, the first organic solvent is ethanol with concentration of 10-30%; and preferably, the second organic solvent is any one or two selected from the group consisting of hydrophilic ketones and lower alcohols; more preferably, the second organic solvent is any one or more selected from the group consisting of: methanol, ethanol, propanol and acetone; still more preferably, the second organic solvent is ethanol with concentration of 55% or more.

Description

TECHNICAL FIELD This application relates to the field of extraction technology, in particular to a sweetening composition and a preparation method thereof. BACKGROUND The fruit of Luo Han Guo (Siraitia grosvenorii) is a mature fruit of perennial herbaceous vines of Siraitia in Cucurbitaceae. It is sweet in flavor and cool in nature, belonging to the lung and large intestine meridians, with the functions of clearing heat, moistening the lung, smoothing the intestine and relieving constipation. It is a traditional Chinese medicine commonly used in China, and it is also the first batch of medicinal and edible homologous plants approved by the Ministry of Health. Luo Han Guo is mainly produced in Guilin, Guangxi, and is widely planted in Yongfu, Lingui, Longsheng and other counties in Guangxi. In recent years, with the rapid growth of demand for mogroside sweeteners, the planting of Luo Han Guo has gradually expanded to the cities and counties of Guizhou and Hunan adjacent to Guilin. Mogroside is the general name of cucurbitane triterpene saponins with sweet taste characteristics in the fruit of Luo Han Guo, and it is a kind of triterpene glucoside, and its aglycone is triterpene alcohol. Particularly, Mogroside V is the overriding sweetening ingredient, which is non-toxic, low in calorie, high in sweetness, and good in thermal stability, and it is a natural sweetener, which is an important index for content control in the national food safety standard of mogroside (GB1886.77-2016). At present, mogroside has been widely used in food, beverage, dairy products etc. as a low calorie natural sweetener to replace sucrose. In current market, the purity of Mogroside V of mogroside products is mainly 40-50%, and only a few products have a purity of Mogroside V of 60%. In addition to various sweet glycosides with extremely sweet taste, these mogroside products also comprise a small amount of bitter glycosides, such as Mogroside II, Mogroside III, etc. This is because some bitter ingredients brought by immature or slightly less mature fruit of Luo Han Guo are mixed in the extraction from fresh fruit of Luo Han Guo, which has a negative impact on the overall taste of the mogroside products. In addition, the high protein content and certain carbohydrate content of fresh fruit of Luo Han Guo are usually retained in the current mogroside products, and the existence of these nutritional ingredients has formed certain restrictions on the applications that require high shelf life and energy intake of products. SUMMARY OF THE INVENTION Although researchers have also developed some preparation methods of high-purity Mogroside V to improve the quality of mogroside products, for example, the methods in patent CN110669095A "A Method for the Extraction of High Purity Mogroside V" and CN101402665B "Method for the Preparation of Mogroside V", although both methods obtained Mogroside V products with a purity of 99% or more, the purification technology with the core of reverse phase chromatography using C18 filler with particle size of 0.45µm is adopted in all the processes, The technology uses medium and high pressure to prepare liquid chromatography, which has large equipment investment and small production scale, and toxic solvents such as acetonitrile are used in the process, which is not conducive to food safety control. Patent CN101407535B "a preparation method of high-purity Mogroside V" adopts the following steps: dissolving with methanol, filtrating, precipitating the filtrate with acetone, filtrating to obtain the precipitation and performing silica gel chromatography, eluting with mixed solvent of aliphatic ester and ethanol, then the eluent is collected, concentrated and crystalized to obtain Mogroside V with a purity of 98% or more. The process uses organic solvents such as acetone, aliphatic esters, and ethanol etc., and the preparation amount prepared by silica gel chromatography is small, making it difficult to reuse and carry out large-scale production. EP2622969A1 discloses a sweetener mixture, comprising Mogroside V with a purity of 60-70%. The high-purity mogroside can be obtained by a process for preparation of highly purified mogrosides mixture from low purity mogrosides mixture. Although the method innovatively uses a column system comprising a plurality of adsorption columns, a complex combination of acidic, basic and aqueous alcohol solutions is used to elute the impurities, and the content of Mogroside V obtained by this method is low, which fails to provide a control method and effect on the content of bitter glycosides - Mogroside II and Mogroside III from raw materials of immature or slightly less mature fruit of Luo Han Guo, and also fails to provide a control method and effect on contents of protein and carbohydrate that affect the application of the products. CN104059122A disclosed a preparation method of high-purity Mogroside V. The core of the method of purifying Mogroside V is the innovative use of unco