CN105503975A - Method for synthesizing stevioside RM through cation exchange resin catalyzed synthesis - Google Patents
Method for synthesizing stevioside RM through cation exchange resin catalyzed synthesis Download PDFInfo
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- CN105503975A CN105503975A CN201610012806.1A CN201610012806A CN105503975A CN 105503975 A CN105503975 A CN 105503975A CN 201610012806 A CN201610012806 A CN 201610012806A CN 105503975 A CN105503975 A CN 105503975A
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- solution
- steviol glycoside
- cation exchange
- exchange resin
- zeo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/256—Polyterpene radicals
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
- B01J31/08—Ion-exchange resins
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
- C07H1/08—Separation; Purification from natural products
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
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- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
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- Saccharide Compounds (AREA)
Abstract
The invention relates to the field of food additive synthesis, in particular to a method for synthesizing stevioside RM through cation exchange resin catalyzed synthesis. The method which is easy and convenient to operate, practical and effective is provided to solve the technical problem. The method includes the steps of preparing stevioside into a solution with the concentration of 50-200 g/L, mixing the stevioside solution with cation exchange resin for the catalytic reaction, conducting the catalytic reaction for 24-72 hours at the temperature of 15-40 DEG C, conducting solid-liquid separation, and concentrating and drying obtained material liquid. The method has the advantages of being easy and convenient to operate, high in stevioside conversion rate, small in energy consumption, low in production cost, beneficial to industrialization and the like, the RM content in the material liquid is increased by 50% or above, and the effects of increasing the RM content in stevioside and improving the taste are achieved.
Description
Technical field
The present invention relates to foodstuff additive synthesis field, particularly relate to the method for a kind of catalyzing cation exchange resin synthesis steviol glycoside RM.
Background technology
Steviol glycoside (Steviolglycosides) belongs to glycosides compound, its sugariness is 150 ~ 300 times of sucrose, belong to that a kind of high sugariness, low calorie, taste matter are good, the new type natural sweeting agent of safety non-toxic, the multiple industries such as food, beverage, medicine, daily chemical industry can be widely used in.Prove through high amount of drug experiment, often edible stevioside can the illness such as preventing hypertension, diabetes, obesity, heart trouble, carious tooth, is a kind of desirable natural sweeteners of alternative sucrose.Stevioside has a lot of significantly advantage, but but has a fatal weakness, bitter taste namely.Steviol glycoside is a kind of polycomponent glucosides mixture, and its sugariness and mouthfeel depend on component and the content of glucosides.Glycosides (glycoside) is also known as glycoside, the compound of condensation that to be sugar or sugared derivative with another both the non-glycated compound be connected by sugared terminal carbon, sugar and non-saccharide two portions are generated after glycosides hydrolysis, its non-saccharide part is called aglycon or aglucon, joins glycosyl, aglycon part is Fourth Ring double terpene compound, so different steviol glycoside is mutually to transform under certain condition.Steviol glycoside contains 13 kinds of components, comprising RebaudiosideM (being called for short RM), RebaudiosideD (being called for short RD), RebaudiosideA (being called for short RA), Stevioside (being called for short ST) etc., wherein RM relative content is less, and about 0.2%.But the sugariness of RM is up to 300 times of sucrose, and taste matter is best, its mouthfeel is closest to sucrose, and not containing any bad pleasant impression, thus being described as " gold in steviol glycoside " by insider, is a kind of ideal natural sweeteners.Therefore, other component in steviol glycoside can be converted into RM, thus obtain the method for the Stevioside products of high-content RM, there is important marketable value.
The preparation method of high-content RM Stevioside products mainly contains following two kinds at present: recrystallization method and enzyme process.Because in raw material, the content of RM is low, make recrystallization method there is product yield low, need to carry out repeatedly crystallization, the organic solvent of at substantial; Enzyme process is to the purity of enzyme and Active pharmaceutical is high, need professional to manipulate.These two kinds of method products obtained therefrom costs are high, all cannot realize scale operation, can not meet the demand in market.
Summary of the invention
(1) technical problem that will solve
That the present invention is in order to need a large amount of organic solvent under overcoming existing method, to required enzyme purity and Active pharmaceutical is high, operation controls is difficult, filter difficult shortcoming, and the technical problem to be solved in the present invention is to provide a kind of method of catalyzing cation exchange resin synthesis steviol glycoside RM of easy and simple to handle, practicability and effectiveness.
(2) technical scheme
In order to solve the problems of the technologies described above, the invention provides the method for a kind of like this catalyzing cation exchange resin synthesis steviol glycoside RM, the steps include: steviol glycoside to be mixed with the solution that concentration is 50-200g/L, steviol glycoside solution is mixed with Zeo-karb and carries out catalyzed reaction, at temperature is 15-40 DEG C, catalyzed reaction 24-72 hour, carries out solid-liquid separation, then by gained feed liquid concentrate drying.
Preferably, described Zeo-karb is large pores cation exchange resin or gel-network precipitation method.
Preferably, described steviol glycoside solution mixes with Zeo-karb that to carry out catalyzed reaction be that steviol glycoside solution directly mixes with Zeo-karb, and amount of solution lid is crossed resin and stirred, and allows solution fully mix with resin, stop stirring, static state carries out catalyzed reaction.
Preferably, described steviol glycoside solution mixes with Zeo-karb that to carry out catalyzed reaction be that Zeo-karb adopts wet method to fill post, solution flows through cation exchange resin column with the speed of 0.1-2.0BV/h, to enter post solution consistent with flowing out the concentration of solution time, stop charging, carry out catalyzed reaction.
Principle of work: a kind of method of catalyzing cation exchange resin synthesis steviol glycoside RM, using Zeo-karb as catalyzer, under Zeo-karb effect, in steviol glycoside, glycosides is hydrolyzed, form sugar and non-saccharide two portions, the sugar simultaneously formed after hydrolysis and non-saccharide two portions again catalysis form the steviol glycoside based on RM, RM content can reach peak value after 24-72 hour, now carry out solid-liquid separation and obtain feed liquid, again by gained feed liquid concentrate drying, obtain high RM content Stevioside products.
(3) beneficial effect
The method of a kind of catalyzing cation exchange resin synthesis steviol glycoside RM of the present invention have easy and simple to handle, glucosides transformation efficiency is high, less energy consumption, production cost are low, be easy to the advantages such as industrialization, the method of a kind of catalyzing cation exchange resin synthesis steviol glycoside RM of the present invention can make the RM content in feed liquid promote more than 50%, reaches the RM content that promotes in steviol glycoside and improves the effect of mouthfeel.
Accompanying drawing explanation
Fig. 1 is the efficient liquid phase chromatographic analysis collection of illustrative plates of embodiment 1 steviol glycoside solution.
Fig. 2 is the efficient liquid phase chromatographic analysis collection of illustrative plates of embodiment 1 gained steviol glycoside effluent liquid.
Embodiment
Below in conjunction with drawings and Examples, the present invention is further illustrated.
Embodiment 1
A kind of method of catalyzing cation exchange resin synthesis steviol glycoside RM, the steps include: that getting 061-A gel-network precipitation method 3L loads resin column, steviol glycoside is mixed with the solution of 100g/L, it is 62.59% that this steviol glycoside always contains glycosides amount through efficient liquid phase chromatographic analysis detection, wherein RM content is 4.32%, be illustrated in figure 1 the efficient liquid phase chromatographic analysis collection of illustrative plates of this steviol glycoside solution, solution flows through 061-A gel-network precipitation method post with the speed of 0.5BV/H, as charging 2.51L, effluent liquid and input concentration reach balance, stop charging, it is catalyzed reaction after 24 hours in the environment of 28 DEG C in temperature, solid-liquid separation collects steviol glycoside effluent liquid, detect through high performance liquid chromatography and analyze, the concentration of steviol glycoside effluent liquid is 99.7g/L, TSG is 61.61%, RM is 8.31%, be illustrated in figure 2 the efficient liquid phase chromatographic analysis collection of illustrative plates of gained steviol glycoside effluent liquid, last reconcentration drying obtains high RM Stevioside products.
Embodiment 2
A kind of method of catalyzing cation exchange resin synthesis steviol glycoside RM, the steps include: that getting D162A macroporous type cation exchange resin 1L loads in the beaker of 2L, steviol glycoside is mixed with the solution of 120g/L, it is 85.63% that this sweet sugared chrysanthemum glycosides always contains glycosides amount through efficient liquid phase chromatographic analysis detection, wherein RM content is 2.16%, solution is added beaker, slowly stir after solution is fully contacted with resin, stop stirring, the add-on of solution just covered resin, it is catalyzed reaction after 32 hours in the environment of 28 DEG C in temperature, solid-liquid separation collects effluent liquid, detect through high performance liquid chromatography and analyze, the concentration of effluent liquid is 118.9g/L, TSG is 84.92%, RM is 5.92%, last reconcentration drying obtains high RM Stevioside products.
The above embodiment only have expressed the preferred embodiment of the present invention, and it describes comparatively concrete and detailed, but therefore can not be interpreted as the restriction to the scope of the claims of the present invention.It should be pointed out that for the person of ordinary skill of the art, without departing from the inventive concept of the premise, can also make some distortion, improvement and substitute, these all belong to protection scope of the present invention.Therefore, the protection domain of patent of the present invention should be as the criterion with claims.
Claims (4)
1. the method for a catalyzing cation exchange resin synthesis steviol glycoside RM, it is characterized in that, the steps include: steviol glycoside to be mixed with the solution that concentration is 50-200g/L, steviol glycoside solution is mixed with Zeo-karb and carries out catalyzed reaction, at temperature is 15-40 DEG C, catalyzed reaction 24-72 hour, carries out solid-liquid separation, then by gained feed liquid concentrate drying.
2. the method for a kind of catalyzing cation exchange resin synthesis steviol glycoside RM according to claim 1, it is characterized in that, described Zeo-karb is large pores cation exchange resin or gel-network precipitation method.
3. the method for a kind of catalyzing cation exchange resin synthesis steviol glycoside RM according to claim 1, it is characterized in that, described steviol glycoside solution mixes with Zeo-karb that to carry out catalyzed reaction be that solution directly mixes with Zeo-karb, amount of solution lid is crossed resin and is stirred, solution is allowed fully to mix with resin, stop stirring, static state carries out catalyzed reaction.
4. the method for a kind of catalyzing cation exchange resin synthesis steviol glycoside RM according to claim 1, it is characterized in that, described steviol glycoside solution mixes with Zeo-karb that to carry out catalyzed reaction be that Zeo-karb adopts wet method to fill post, solution flows through cation exchange resin column with the speed of 0.1-2.0BV/h, to enter post solution consistent with flowing out the concentration of solution time, stop charging, carry out catalyzed reaction.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610012806.1A CN105503975A (en) | 2016-01-08 | 2016-01-08 | Method for synthesizing stevioside RM through cation exchange resin catalyzed synthesis |
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| CN201610012806.1A CN105503975A (en) | 2016-01-08 | 2016-01-08 | Method for synthesizing stevioside RM through cation exchange resin catalyzed synthesis |
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| CN201610012806.1A Pending CN105503975A (en) | 2016-01-08 | 2016-01-08 | Method for synthesizing stevioside RM through cation exchange resin catalyzed synthesis |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108864222A (en) * | 2018-06-22 | 2018-11-23 | 南京亘闪生物科技有限公司 | A kind of preparation method of high-purity steviosides RD and RM |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1356398A (en) * | 2001-10-26 | 2002-07-03 | 季明 | Cationic resin catalysis process for prepairng synanthrin juice |
| CN101095500A (en) * | 2006-06-26 | 2008-01-02 | 王德骥 | Technology of directly producing stevioside having no bitter taste |
| CN102786567A (en) * | 2012-09-07 | 2012-11-21 | 谱赛科（江西）生物技术有限公司 | Method for preparing high-purity stevioside through multi-column serial resins absorption and separated column analysis |
| CN104341470A (en) * | 2014-10-17 | 2015-02-11 | 成都华高瑞甜科技有限公司 | Synthesis method of rebaudioside M, intermediate product of rebaudioside M and synthesis method of intermediate product of rebaudioside M |
| CN104684414A (en) * | 2011-12-19 | 2015-06-03 | 可口可乐公司 | Methods for purifying steviol glycosides and uses of the same |
-
2016
- 2016-01-08 CN CN201610012806.1A patent/CN105503975A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1356398A (en) * | 2001-10-26 | 2002-07-03 | 季明 | Cationic resin catalysis process for prepairng synanthrin juice |
| CN101095500A (en) * | 2006-06-26 | 2008-01-02 | 王德骥 | Technology of directly producing stevioside having no bitter taste |
| CN104684414A (en) * | 2011-12-19 | 2015-06-03 | 可口可乐公司 | Methods for purifying steviol glycosides and uses of the same |
| CN102786567A (en) * | 2012-09-07 | 2012-11-21 | 谱赛科（江西）生物技术有限公司 | Method for preparing high-purity stevioside through multi-column serial resins absorption and separated column analysis |
| CN104341470A (en) * | 2014-10-17 | 2015-02-11 | 成都华高瑞甜科技有限公司 | Synthesis method of rebaudioside M, intermediate product of rebaudioside M and synthesis method of intermediate product of rebaudioside M |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108864222A (en) * | 2018-06-22 | 2018-11-23 | 南京亘闪生物科技有限公司 | A kind of preparation method of high-purity steviosides RD and RM |
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