CN109554419A - A kind of method that enzyme transforming process prepares glycosylglycerol - Google Patents
A kind of method that enzyme transforming process prepares glycosylglycerol Download PDFInfo
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- CN109554419A CN109554419A CN201811531041.8A CN201811531041A CN109554419A CN 109554419 A CN109554419 A CN 109554419A CN 201811531041 A CN201811531041 A CN 201811531041A CN 109554419 A CN109554419 A CN 109554419A
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- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
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Abstract
The present invention relates to a kind of method that enzyme transforming process prepares glycosylglycerol, entire process flow is environmentally protective, specifically includes the following steps: biological enzyme is added and carries out enzymatic conversion reaction using glycerol and oligosaccharide substance as primary raw material；Carbohydrase is added after reaction reaction solution is hydrolyzed, the enzyme in reaction solution is then removed by ultrafiltration membrane；The residual sugar in reaction solution is removed by nanofiltration membrane again；It further cleans to reaction solution decoloration finally by ion exchange resin；After the vacuum distillation to a certain concentration of purified reaction solution, it is filling to carry out pasteurization.The present invention produces glycosylglycerol using enzyme transforming process, and high conversion efficiency, reaction is mildly, the biological enzyme removed using ultrafiltration and the recyclable recycling of the residual sugar of nanofiltration removal, that is, save production cost, and reduce discharge, and removal effect is significant, substantially increases product quality.
Description
Technical field
The present invention relates to a kind of new preparation process of glycosylglycerol, without using any organic molten in entire process flow
Agent belongs to environmentally protective production technology.
Background technique
Glycosylglycerol is a kind of osmotic protection substance that microorganism synthesizes under stress conditions, it can protect cell
From the destruction of the adverse circumstances such as osmotic pressure, heat, arid and ultraviolet light.In sake, miso, meter Sake, it has been found that contain
Active constituent glycosylglycerol.Glycosylglycerol can also be used as a kind of sweetener of no cariogenicity, be added in food.
Due to having the characteristics that low water absorbable, humectant, glycosylglycerol can be used as cosmetic material, for improving skin moisture-keeping
Effect.In addition, glycosylglycerol can be used as the stabilizer of protein and enzyme, can stablize under the conditions of high temperature or freeze-drying
The structure of biological macromolecule such as protein or enzyme.
Glycosylglycerol is difficult to obtain by plant extraction method, and currently used production method is chemical synthesis, hair
Ferment method, enzyme transforming process, for the variety of problems of chemical synthesis process, it is higher that the invention proposes environment friendly, and cost is lower
Enzyme transforming process.
Summary of the invention
Not using the present invention provides a kind of new preparation process of glycosylglycerol, in entire process flow any has
Solvent, technical process is environmentally protective, and cost is relatively low.Process mainly includes enzymatic conversion method, ultrafiltration, nanofiltration, ion exchange
The processes such as purifying resin, vacuum distillation.
After particularly oligosaccharide substance is dissolved by heating as glycosyl donor, glycerol is mixed as glycosyl acceptor
Uniformly, the ratio of oligosaccharide substance and glycerol is 1: 1-4: 1, and the ratio raising of oligosaccharide substance can be improved in product
The content of glycosylglycerol, therefore containing for glycosylglycerol in final products can be controlled by regulating and controlling the ratio that feeds intake
Amount.The pH for adjusting reaction solution is 5-6, adds biological enzyme, and 48-96h is reacted at 40-60 DEG C, and enzymatic conversion method produces glycerol
Glucoside, transformation efficiency are higher than cell catalysis, and process flow is greatly reduced；Not only there is glycerol-glucose in reaction product
Glycosides, there are also glycerol maltoside, glycerol maltotriosides, 55 DEG C of carbohydrase hydrolysis are added in the by-products such as glycerol maltotetraose glycosides
By-product is all hydrolyzed to glycosylglycerol after 5-12h, and the main component of reaction solution is glycerol, glucose, glycerol at this time
The mixture of glucoside and enzyme；Reaction solution removes grape after rolling ultrafiltration membrane filtering is dezymotized, using rolling nanofiltration membrane
Sugar removes impurity using the method for film filtering, more efficient, and waste water is few, and the removal rate of enzyme can reach 95% or more, glucose
Removal rate can reach 99% or more.Then by the concentration of reaction solution with pure water be diluted to 10%~20% continue through again sun from
Sub-exchange resin and anion exchange resin further clean, and mainly remove remaining a small amount of enzyme and glucose, extra salinity,
Colors, while playing the effect de-tasted.Then vacuum distillation is carried out to reaction solution and is concentrated into concentration 45%~65%, taken advantage of
Heat filtering removes solid impurity, obtains the colorless and odorless liquid that glycosylglycerol content is 30%~50%.
Innovative point and advantage of the invention is: this technique prepares glycosylglycerol using enzyme transforming process, sends out with tradition
Ferment method is compared, and in the comparable situation of yield, production scale is the 30% of fermentation method, can greatly reduce industrial land and fixation
The investment of assets.And greatly developing with biological enzyme technology in recent years, more and more efficient functionality enzymes put into rule
In modelling production, so that the production efficiency of enzyme transforming process has caught up with and surpassed chemical synthesis；It is not used in this process flow simultaneously
Any organic solvent, wastewater discharge are far smaller than traditional zymotic and chemical synthesis, and in waste water without heavy metal and other
Noxious material；The selection of this technique biological enzyme is related with selected oligomeric sugar type, and selected biological enzyme and oligosaccharide
Type will not have an impact subsequent technique, can adjust raw materials for production according to the turn of the market of raw material in this way, increase life
The flexibility of production；The method that this technique selects wound membrane filtration to combine with ion exchange resin on purifying process, removal of impurities effect
Rate is high, and discharge of wastewater is few；This production efficiency is high on the whole, and process is more easy, and environment friendly is higher.
Specific embodiment
Below with reference to embodiment, the present invention is described further, embodiment be in order to better illustrate the present invention, and
It does not limit the invention.
Embodiment 1:
50kg malto-oligosaccharide is added in 200kg purified water, 30kg glycerol is added after heating for dissolving, it is molten to adjust reaction
The pH of liquid is 5, and the alpha-glycosyl transferase (100U/ml) of 200ml, the synthesis under normal pressure 48h at 50 DEG C is added；It after reaction will be anti-
Answer liquid purified water to dilute one times, and after 55 DEG C of hydrolysis 5h of 150ml carbohydrase (1000U/ml) are added, reaction solution be glycerol,
The mixture of glucose, glycosylglycerol and enzyme；Reaction solution removes grape after ultrafiltration membrance filter is dezymotized, using ultrafiltration
Sugar.Then reaction solution is diluted to concentration 20%, continues through cation exchange resin and anion exchange resin, cleaned
Reaction solution of the concentration 15% or so afterwards, feed liquid are 65% by the way that (60 DEG C of -0.1Mpa) is evaporated under reduced pressure to concentration, are then passed through
0.8 μm of filter membrane removes solid impurity, obtains the colorless and odorless liquid product that 60kg glycosylglycerol content is 35%.
Embodiment 2:
60kg maltodextrin is added in 250kg purified water, 20kg glycerol is added after heating for dissolving, adjusts reaction solution
PH be 5, the schardinger dextrin glycosyl transferase (100U/ml) of 200ml, the synthesis under normal pressure 72h at 50 DEG C is added；After reaction will
Reaction solution dilutes one times with purified water, and after 55 DEG C of hydrolysis 8h of 150ml carbohydrase (1000U/ml) are added, and reaction solution is sweet
Oil, glucose, glycosylglycerol and enzyme mixture；Reaction solution removes after ultrafiltration membrance filter is dezymotized using ultrafiltration
Glucose.Then reaction solution is diluted to concentration 18%, continues through cation exchange resin and anion exchange resin, obtained
Reaction solution of the concentration 15% or so after removal of impurities, feed liquid are 60% by reduction vaporization (60 DEG C of -0.1Mpa) to concentration, then
Solid impurity is removed by 0.8 μm of filter membrane, the colorless and odorless liquid that 65kg glycosylglycerol content is 45% is obtained and produces
Product.
Embodiment 3:
80kg malto-oligosaccharide is added in 200kg purified water, 25kg glycerol is added after heating for dissolving, it is molten to adjust reaction
The pH of liquid is 5, and the alpha-glycosyl transferase (100U/ml) of 200ml, the synthesis under normal pressure 48h at 50 DEG C is added；It is added after reaction
After 55 DEG C of hydrolysis 5h of 150ml carbohydrase (1000U/ml), reaction solution is the mixed of glycerol, glucose, glycosylglycerol and enzyme
Close object；Reaction solution removes glucose after ultrafiltration membrance filter is dezymotized, using ultrafiltration.Then reaction solution is diluted to concentration
20%, cation exchange resin and anion exchange resin are continued through, reaction solution of the concentration 15% or so after being cleaned,
Feed liquid is 60% by the way that (60 DEG C of -0.1Mpa) is evaporated under reduced pressure to concentration, then removes solid impurity by 0.8 μm of filter membrane,
Obtain the colorless and odorless liquid product that 80kg glycosylglycerol content is 50%.
Including the above description is merely a specific embodiment, but scope of protection of the present invention is not limited thereto,
Anyone skilled in the art in the technical scope disclosed by the present invention, can easily think of the change or the replacement, all
It is covered by the protection scope of the present invention.Therefore, protection scope of the present invention should be with the scope of protection of the claims
Subject to.
Claims (9)
1. a kind of method that enzyme transforming process prepares glycosylglycerol, it is characterised in that: the following steps are included: with oligosaccharide substance
As glycosyl donor, glycerol is as glycosyl acceptor, and the ratio of oligosaccharide and glycerol is 1: 1-4: 1, and compound biological enzyme is added, and is adjusted
The pH for saving reaction solution is 5-6, is reacted 48-96 hours at 40-60 DEG C；Then after 55 DEG C of hydrolysis 5-12h of carbohydrase being added, this
When hydrolysis after reaction solution main component be glycerol, glycosylglycerol, glucose and enzyme；
It goes to dezymotize by ultrafiltration membrance filter, glucose is removed by nanofiltration membrane；Again respectively by cation exchange resin and
Decoloration is further purified in anion exchange resin, after the vacuum distillation to a certain concentration of purified reaction solution, then is filtered
Solid impurity is removed, glycosylglycerol finished product is obtained.
2. the method that a kind of enzyme transforming process according to claim 1 prepares glycosylglycerol, it is characterised in that: the sugar
Base donor is oligosaccharide substance, including maltodextrin, malto-oligosaccharide or isomalto-oligosaccharide.
3. the method that a kind of enzyme transforming process according to claim 1 prepares glycosylglycerol, it is characterised in that: described answers
Closing biological enzyme includes that alpha-glucosaccharase transferase, alpha-amylase, cyclodextrin glycosyltransferase or different maltodextrose base are raw
At enzyme.
4. the method that a kind of enzyme transforming process according to claim 1 prepares glycosylglycerol, it is characterised in that: the sugar
Glucose can be hydrolyzed to for oligosaccharide substance by changing enzyme.
5. the method that a kind of enzyme transforming process according to claim 1 prepares glycosylglycerol, it is characterised in that: described is super
Filter membrane is rolling ultrafiltration membrane, and the molecular cut off of film can make the removal rate of enzyme 95% or more.
6. the method that a kind of enzyme transforming process according to claim 1 prepares glycosylglycerol, it is characterised in that: described receives
Filter membrane is rolling nanofiltration membrane, and the molecular cut off of film can make the removal rate of glucose 99% or more.
7. the method that a kind of enzyme transforming process according to claim 1 prepares glycosylglycerol, it is characterised in that: it is described sun from
Sub-exchange resin and anion exchange resin, use can reach desalination bleaching taste removal effect.
8. the method that a kind of enzyme transforming process according to claim 1 prepares glycosylglycerol, it is characterised in that: the decompression
Distilling solution concentration is 45%~65%, and temperature control is at 60 DEG C~70 DEG C.
9. the method that a kind of enzyme transforming process according to claim 1 prepares glycosylglycerol, it is characterised in that: described is sweet
Oily glucoside finished product is colourless transparent solution, and glycosylglycerol content is 30%~50%.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110305925A (en) * | 2019-07-12 | 2019-10-08 | 天津宏顺科生物科技有限公司 | Preparation process of enzyme modified rutin mixture |
| CN111394411A (en) * | 2020-03-25 | 2020-07-10 | 南京安佰思生物科技有限公司 | Process method for preparing α -arbutin by enzyme conversion method |
| CN111733199A (en) * | 2020-06-16 | 2020-10-02 | 南京先之达医药科技有限公司 | Method for preparing glycerol glucoside |
| CN112778358A (en) * | 2019-11-08 | 2021-05-11 | 中国科学院天津工业生物技术研究所 | Separation and extraction method of small molecular compound prepared by in vitro multienzyme system |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104789620A (en) * | 2015-04-15 | 2015-07-22 | 天津宏顺科生物科技有限公司 | Novel process for preparing glucoside ascorbic acid |
| CN105002237A (en) * | 2015-07-20 | 2015-10-28 | 珀莱雅化妆品股份有限公司 | Method for synthesizing L-ascorbic acid-2-glucoside through enzyme fermentation process |
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2018
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104789620A (en) * | 2015-04-15 | 2015-07-22 | 天津宏顺科生物科技有限公司 | Novel process for preparing glucoside ascorbic acid |
| CN105002237A (en) * | 2015-07-20 | 2015-10-28 | 珀莱雅化妆品股份有限公司 | Method for synthesizing L-ascorbic acid-2-glucoside through enzyme fermentation process |
Non-Patent Citations (1)
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| NAKANO H.等: "Synthesis of Glycosyl Glycerol by Cyclodextrin Glucanotransferases", 《JOURNAL OFBIOSCIENCEAND BIOENGINEERING》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110305925A (en) * | 2019-07-12 | 2019-10-08 | 天津宏顺科生物科技有限公司 | Preparation process of enzyme modified rutin mixture |
| CN112778358A (en) * | 2019-11-08 | 2021-05-11 | 中国科学院天津工业生物技术研究所 | Separation and extraction method of small molecular compound prepared by in vitro multienzyme system |
| CN111394411A (en) * | 2020-03-25 | 2020-07-10 | 南京安佰思生物科技有限公司 | Process method for preparing α -arbutin by enzyme conversion method |
| CN111733199A (en) * | 2020-06-16 | 2020-10-02 | 南京先之达医药科技有限公司 | Method for preparing glycerol glucoside |
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Application publication date: 20190402 |