CN107955048A - The isolation and purification technique of rebaudioside D - Google Patents
The isolation and purification technique of rebaudioside D Download PDFInfo
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- CN107955048A CN107955048A CN201711418927.7A CN201711418927A CN107955048A CN 107955048 A CN107955048 A CN 107955048A CN 201711418927 A CN201711418927 A CN 201711418927A CN 107955048 A CN107955048 A CN 107955048A
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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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- 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
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Abstract
The present invention provides a kind of isolation and purification technique of rebaudioside D, including step：S10 crystallizes raw material mother liquor sugar, obtains the first mother liquor and the first filter cake, and the first filter cake includes content rebaudioside-A；S20 measures the content of content rebaudioside-A in the first filter cake, if the purity of content rebaudioside-A is greater than or equal to 97%, carries out step S30, otherwise repeatedly S10 and S20；First mother liquor is collected and concentrated, dry by S30, is then crystallized, is obtained the second filter cake and the second mother liquor, the second filter cake contains stevioside, then by the second mother liquor concentrations and drying, obtains sample a；S40 is soluble in water by sample a, is configured to the aqueous solution of sample a；The aqueous solution of sample a is loaded chromatographic column by S50, with elution, collects the elution fractions of the D containing rebaudioside, last crystallized or/and recrystallization, obtains product rebaudioside D.The product purity that the technique obtains is more than 95%, and yield is more than 70%, and can also isolate and purify other useful components in mother liquor sugar while rebaudioside D is separated.
Description
Technical field
The present invention relates to a kind of isolation and purification technique of rebaudioside D.
Background technology
Stevioside has been used more than 20 years in Asia as sweetener.In 2012, U.S. FDA approval content was more than
95% rebaudioside D is as food additives.Since the sugariness of rebaudioside D is high（About 450-500 times of sucrose）, mouthfeel
It is good（Rear taste without stevioside, and its mouthfeel is almost consistent with sucrose）, plus its in soda it is very stable, because
This, rebaudioside D has huge business demand in food beverage industry.Mainly include stevioside, Lay in STEVIA REBAUDIANA
Bao Di glucoside D, content rebaudioside-A, rebaudioside C, B, F, M, N etc..Wherein contents of the rebaudioside D in stevioside is only 0.5-
1%, therefore its separation and purifying are a huge challenge to isolation technics, in the prior art on content rebaudioside-A and sweet tea
The isolation and purification method of synanthrin glucoside has very much, but the concern to rebaudioside D is then seldom.Therefore there is an urgent need to a kind of high-purity,
The separation of high yield and the technique of purifying rebaudioside D.
The content of the invention
The defects of in order to overcome the prior art, the present invention provide a kind of isolation and purification technique of rebaudioside D.The technique
Can be with higher yields and higher degree separation rebaudioside D.
In order to solve the above technical problems, the present invention uses following technical scheme：
The isolation and purification technique of rebaudioside D according to embodiments of the present invention, comprises the following steps：
S10. raw material mother liquor sugar is crystallized, obtains the first mother liquor and the first filter cake, first filter cake includes content rebaudioside-A；
S20. the content of content rebaudioside-A in first filter cake is measured, if the purity of content rebaudioside-A is greater than or equal to 97%, into
Row step S30, otherwise repeat step S10 and step S20；
S30. first mother liquor is collected and concentrated, dry, then crystallized, obtain the second filter cake and the second mother liquor, described second
Filter cake includes stevioside, then by the second mother liquor concentrations and drying, obtains sample a；
S40. it is sample a is soluble in water, it is configured to the aqueous solution of sample a；
S50. the aqueous solution of sample a is loaded into chromatographic column, with elution, collects the elution fractions of the D containing rebaudioside, most
By crystallization or/and recrystallization, product rebaudioside D is obtained.
Further, it is aqueous methanol solvent for use to be crystallized in step S10 and step S30.
Further, in step S40, in the aqueous solution of the sample a, by weight in the ratio between water, the concentration of sample a is 5-
10%。
Further, step S50 includes step：
S51. the aqueous solution of sample a is pumped into chromatographic column, be eluted with water；
S52. collect eluent and detect, be then pumped into eluent in the process-scale chromatography post for being filled with separation resin；
S53. continue to elute with hydrous ethanol, and carry out on-line checking, the part for collecting the D containing rebaudioside is crystallized or/and again
Crystallization treatment obtains product rebaudioside D.
Further, chromatographic column is to be filled with the chromatographic column of MN-100 macroporous absorbent resins in step S51.
Further, instrument used in detection is high performance liquid chromatography in step S52, used in step S53
Line monitoring instrument is on-line detector.
Further, crystallize and comprise the following steps in step S10：Raw material mother liquor sugar is dissolved in 80%-99% methanol aqueous solutions
In, stir for the first time, first time whipping temp is 50-70 DEG C, and first time mixing time is 100min-200min, is then freezed
When whipping temp being down to 25-35 DEG C and maintaining temperature 15-20 small.
Further, in the crystallization process of step S30, aqueous methanol and the weight ratio of dried first mother liquor are 4-
6：1, wherein crystallisation step includes：Powder is made in dried first filtrate and is dissolved in the methanol-water that volume fraction is 80%-99%
In solution, heating stirring, whipping temp is 50-70 DEG C, and mixing time 60min-90min, then freezes and drop whipping temp
When to 10-20 DEG C and maintaining temperature 5-10 small.
Further, in step S53：Behind the part of collection D containing rebaudioside hydrous ethanol solution is used through concentrating, after drying
Crystallization and recrystallization, the volume ratio of the second alcohol and water is 3:1-1：4.
Further, step S00 is further included before step S10：Mother liquor sugar is obtained from stevioside production, through efficient liquid phase
Learnt after chromatography detection, the mother liquor sugar each component is respectively by mass percentage：Stevioside 20-40%, content rebaudioside-A
25-35%, rebaudioside D 3-5%, rebaudioside C 7-15% surplus are impurity.
Above-mentioned technical proposal of the present invention has the beneficial effect that：
The rebaudioside D purity that the isolation and purification technique of the rebaudioside D of the embodiment of the present invention obtains is high, and yield is high, purity
More than 95%, yield is more than 70%, and can be while rebaudioside D is separated by the stevioside and content rebaudioside-A in mother liquor sugar
Also isolate and purify, economize on resources.
Brief description of the drawings
Fig. 1 is the isolation and purification process flow chart of rebaudioside D in the embodiment of the present invention 1.
Embodiment
To make the purpose, technical scheme and advantage of the embodiment of the present invention clearer, below in conjunction with the embodiment of the present invention
Attached drawing, the technical solution of the embodiment of the present invention is clearly and completely described.Obviously, described embodiment is this hair
Bright part of the embodiment, instead of all the embodiments.Based on described the embodiment of the present invention, ordinary skill
Personnel's all other embodiments obtained, belong to the scope of protection of the invention.
The isolation and purification technique of rebaudioside D according to embodiments of the present invention, comprises the following steps：
S10. raw material mother liquor sugar is crystallized, obtains the first mother liquor and the first filter cake, first filter cake includes content rebaudioside-A；
S20. the content of content rebaudioside-A in first filter cake is measured, if the purity of content rebaudioside-A is greater than or equal to 97%, into
Row step S30, otherwise repeat step S10 and step S20；
S30. first mother liquor is collected and concentrated, dry, then crystallized, obtain the second filter cake and the second mother liquor, described second
Filter cake includes stevioside, then by the second mother liquor concentrations and drying, obtains sample a；
S40. it is sample a is soluble in water, it is configured to the aqueous solution of sample a；
S50. the aqueous solution of sample a is loaded into chromatographic column, with elution, collects the elution fractions of the D containing rebaudioside, most
By crystallization or/and recrystallization, product rebaudioside D is obtained.
It is containing water beetle that solvent for use is crystallized in a specific embodiment according to the present invention, step S10 and step S30
Alcohol.
A preferred embodiment according to the present invention, in step S40, in the aqueous solution of the sample a, by weight in water
The ratio between, the concentration of sample a is 5-10%.
In some preferred embodiments of the invention, step S50 includes step：
S51. the aqueous solution of sample a is pumped into chromatographic column, be eluted with water；
S52. collect eluent and detect, be then pumped into eluent in the process-scale chromatography post for being filled with separation resin；
S53. continue to elute with hydrous ethanol, and carry out on-line checking, the part for collecting the D containing rebaudioside is crystallized or/and again
Crystallization treatment obtains product rebaudioside D.Further, in this step, can also by other the available parts contained in raw material into
Row is collected, concentration.
In other preferred embodiments of the invention, chromatographic column is to be filled with MN-100 macroporous absorbent resins in step S51
Chromatographic column.
Specifically, instrument used in detection is high performance liquid chromatography in step S52, online used in step S53
Monitoring instrument is on-line detector.
Crystallize and comprise the following steps in some other preferred embodiment of the present invention, in step S10：By raw material mother liquor sugar
It is dissolved in 80%-99% methanol aqueous solutions, stirs for the first time, first time whipping temp is 50-70 DEG C, and first time mixing time is
100min-200min, then freezes when whipping temp being down to 25-35 DEG C and maintaining temperature 15-20 small.
A specific embodiment according to the present invention, in the crystallization process of step S30, aqueous methanol and dried the
The weight ratio of one mother liquor is 4-6：1, wherein crystallisation step includes：Powder is made in dried first filtrate and is dissolved in volume integral
Number is in the methanol aqueous solution of 80%-99%, heating stirring, whipping temp is 50-70 DEG C, mixing time 60min-90min, so
After freeze when whipping temp being down to 10-20 DEG C and maintaining temperature 5-10 small.
In a preferred embodiment of the invention, in step S53：Collect the D containing rebaudioside part after through concentration,
Crystallized and recrystallized with hydrous ethanol solution after drying, the volume ratio of the second alcohol and water is 3:1-1：4.
Some preferred embodiments according to the present invention, step S10 further include step S00 before：Obtained from stevioside production
Mother liquor sugar is obtained, is learnt after high performance liquid chromatography detection, the mother liquor sugar each component is respectively by mass percentage：Stevioside
Glucoside 20-40%, content rebaudioside-A 25-35%, rebaudioside D 3-5%, rebaudioside C 7-15% surpluses are impurity.
Thus, the rebaudioside D purity that the isolation and purification technique of rebaudioside D according to embodiments of the present invention obtains
Height, yield is high, and purity is more than 95%, and yield is more than 70%, and can be while rebaudioside D is separated by the stevioside in mother liquor sugar
Glucoside and content rebaudioside-A also isolate and purify, and can economize on resources, and improve separative efficiency.
The isolation and purification technique of the rebaudioside D of the embodiment of the present invention is carried out with reference to specific embodiment further
Description.
Embodiment 1
As shown in Figure 1, the step of rebaudioside D is extracted from raw material mother liquor sugar includes：
S10. first raw material mother liquor sugar is crystallized, specifically, raw material mother liquor sugar is dissolved in 80%% methanol aqueous solution, is stirred for the first time
Mix, first time whipping temp is 55 DEG C, and first time mixing time is 120min, then freezes and whipping temp is down to 25 DEG C and is tieed up
Hold the temperature 16 it is small when.The first mother liquor and the first filter cake are obtained after crystallization, the first filter cake includes content rebaudioside-A；
S20. the content of content rebaudioside-A in the first filter cake of high performance liquid chromatography detection is used, if content rebaudioside-A in the first filter cake
When purity is greater than or equal to 97%, step S30 is carried out, otherwise repeat step S10 and step S20；Wherein, content rebaudioside-A crystallizes
Body Reb A are represented；
S30. the first mother liquor is collected and concentrated, dry, crystallized with aqueous methanol, the first mother liquor is made into the shape of mother liquor dry powder
Formula（It is i.e. powdered）, wherein, crystallisation step includes：Raw material the first filtrate dry powder is dissolved in 85% methanol aqueous solution, heating is stirred
Mix, whipping temp is 55 DEG C, mixing time 65min, then freezes and whipping temp is down to 12 DEG C of degree and maintains the temperature 6 small
When.The second filter cake and the second mother liquor are obtained after the completion of crystallization, the second filter cake is stevioside, is represented with crystalline solid STV, the second mother liquor
Concentrate and be spray-dried, obtain faint yellow amorphous powder, be also the form of mother liquor dry powder, sample a is obtained to be final；
S40. sample a is dissolved in aqueous solution, by weight in the ratio between water, is made into 6% aqueous solution,
S50. the aqueous solution of a containing sample is pumped into and be filled with the chromatographic column of MN-100 macroporous absorbent resins, with being approximately equal to column bed body
The aqueous solutions elution of 4 times of amounts of product, collects eluent and with high performance liquid chromatography detection, then the eluent containing stevioside directly pumps
Enter to be filled with the process-scale chromatography post of separation resin, then eluted with hydrous ethanol, according to the testing result of on-line detector, collected
Different cuts, i.e. rebaudioside D components, and being concentrated and dried respectively.Used after the concentration of rebaudioside D fraction collections, drying will be contained
Hydrous ethanol solution crystallizes and recrystallization, and the volume ratio of the second alcohol and water is 3:1.
Embodiment 2
Separate and the process of purifying rebaudioside D is：
S00. mother liquor sugar is obtained from stevioside production, is learnt after high performance liquid chromatography detection, obtained mother liquor sugar each component
It is respectively by mass percentage：Stevioside 35%, content rebaudioside-A 30%, rebaudioside D 4%, rebaudioside C more than 10%
Measure as impurity；
S10. first raw material mother liquor sugar is crystallized, specifically, raw material mother liquor sugar is dissolved in 99% methanol aqueous solution, stirred for the first time,
First time whipping temp is 70 DEG C, and first time mixing time is 200min, then freezes and whipping temp is down to 35 DEG C and is maintained
When the temperature 20 is small.The first mother liquor and the first filter cake are obtained after crystallization, the first filter cake includes content rebaudioside-A；
S20. the content of content rebaudioside-A in the first filter cake of high performance liquid chromatography detection is used, if content rebaudioside-A in the first filter cake
When purity is greater than or equal to 97%, step S30 is carried out, otherwise repeat step S10 and step S20；
S30. the first mother liquor is collected and concentrated, dry, crystallized with aqueous methanol, the first mother liquor is made into the shape of mother liquor dry powder
Formula（It is i.e. powdered）, wherein, crystallisation step includes：Raw material the first filtrate dry powder is dissolved in 99% methanol aqueous solution, heating is stirred
Mix, whipping temp is 70 DEG C, mixing time 90min, then freezes and whipping temp is down to 20 DEG C and maintains the temperature 10 small
When.The second filter cake and the second mother liquor are obtained after the completion of crystallization, the second filter cake is stevioside, is represented with crystalline solid STV, the second mother liquor
Concentrate and be spray-dried, obtain faint yellow amorphous powder, be also the form of mother liquor dry powder, sample a is obtained to be final；
S40. sample a is dissolved in aqueous solution, by weight in the ratio between water, is made into 10% aqueous solution,
S50. the aqueous solution of a containing sample is pumped into and be filled with the chromatographic column of MN-100 macroporous absorbent resins, with being approximately equal to column bed body
The aqueous solutions elution of 4 times of amounts of product, collects eluent and with high performance liquid chromatography detection, then the eluent containing stevioside directly pumps
Enter to be filled with the process-scale chromatography post of separation resin, then eluted with hydrous ethanol, according to the testing result of on-line detector, collected
Different cuts, i.e. rebaudioside D components, and being concentrated and dried respectively.Used after the concentration of rebaudioside D fraction collections, drying will be contained
Hydrous ethanol solution crystallizes and recrystallization, and the volume ratio of the second alcohol and water is 1:4.
The above is the preferred embodiment of the present invention, it is noted that for those skilled in the art
For, without departing from the principles of the present invention, some improvements and modifications can also be made, these improvements and modifications
It should be regarded as protection scope of the present invention.
Claims (10)
1. a kind of isolation and purification technique of rebaudioside D, it is characterised in that comprise the following steps：
S10. raw material mother liquor sugar is crystallized, obtains the first mother liquor and the first filter cake, first filter cake includes content rebaudioside-A；
S20. the content of content rebaudioside-A in first filter cake is measured, if the purity of content rebaudioside-A is greater than or equal to 97%, into
Row step S30, otherwise repeat step S10 and step S20；
S30. first mother liquor is collected and concentrated, dry, then crystallized, obtain the second filter cake and the second mother liquor, described second
Filter cake includes stevioside, then by the second mother liquor concentrations and drying, obtains sample a；
S40. it is sample a is soluble in water, it is configured to the aqueous solution of sample a；
S50. the aqueous solution of sample a is loaded into chromatographic column, with elution, collects the eluent of the parts of D containing rebaudioside, most
By crystallization or/and recrystallization, product rebaudioside D is obtained.
2. the isolation and purification technique of rebaudioside D according to claim 1, it is characterised in that step S10 and step S30
Middle crystallization solvent for use is aqueous methanol.
3. the isolation and purification technique of rebaudioside D according to claim 1, it is characterised in that in step S40, the sample
In the aqueous solution of product a, by weight in the ratio between water, the concentration of sample a is 5-10%.
4. the isolation and purification technique of rebaudioside D according to claim 1, it is characterised in that step S50 includes step
Suddenly：
S51. the aqueous solution of sample a is pumped into chromatographic column, be eluted with water；
S52. collect eluent and detect, be then pumped into eluent in the process-scale chromatography post for being filled with separation resin；
S53. continue to elute with hydrous ethanol, and carry out on-line checking, the part for collecting the D containing rebaudioside is crystallized or/and again
Crystallization treatment obtains product rebaudioside D.
5. the isolation and purification technique of rebaudioside D according to claim 4, it is characterised in that chromatographic column is in step S51
It is filled with the chromatographic column of MN-100 macroporous absorbent resins.
6. the isolation and purification technique of rebaudioside D according to claim 4, it is characterised in that detection is made in step S52
Instrument is high performance liquid chromatography, and the online monitoring instruments used in step S53 are on-line detector.
7. the isolation and purification technique of rebaudioside D according to claim 2, it is characterised in that crystallization includes in step S10
Following steps：Raw material mother liquor sugar is dissolved in 80%-99% methanol aqueous solutions, is stirred for the first time, first time whipping temp is 50-70
DEG C, first time mixing time is 100min-200min, then freezes and whipping temp is down to 25-35 DEG C and maintains temperature 15-
20 it is small when.
8. the isolation and purification technique of rebaudioside D according to claim 2, it is characterised in that the crystallization process of step S30
In, aqueous methanol and the weight ratio of dried first mother liquor are 4-6：1, wherein crystallisation step includes：By dried
One filtrate is made powder and is dissolved in the methanol aqueous solution that volume fraction is 80%-99%, and heating stirring, whipping temp is 50-70 DEG C,
Mixing time is 60min-90min, is then freezed when whipping temp being down to 10-20 DEG C and maintaining temperature 5-10 small.
9. the isolation and purification technique of rebaudioside D according to claim 4, it is characterised in that in step S53：Collection contains
Crystallized and recrystallized, the volume ratio of the second alcohol and water with hydrous ethanol solution through concentrating, after drying behind the part of rebaudioside D
For 3:1-1：4.
10. the isolation and purification technique of rebaudioside D according to claim 1, it is characterised in that also wrapped before step S10
Include step S00：Mother liquor sugar is obtained from stevioside production, is learnt after high performance liquid chromatography detection, the mother liquor sugar each component
It is respectively by mass percentage：Stevioside 20-40%, content rebaudioside-A 25-35%, rebaudioside D 3-5%, rebaudioside C
7-15% surpluses are impurity.
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| CN115536715A (en) * | 2022-08-17 | 2022-12-30 | 浙江天草生物科技股份有限公司 | Method for extracting stevioside RD |
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