CN1210863A - Preparation of lactofructose and purifying method - Google Patents
Preparation of lactofructose and purifying method Download PDFInfo
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- CN1210863A CN1210863A CN 97117250 CN97117250A CN1210863A CN 1210863 A CN1210863 A CN 1210863A CN 97117250 CN97117250 CN 97117250 CN 97117250 A CN97117250 A CN 97117250A CN 1210863 A CN1210863 A CN 1210863A
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Abstract
Lactulose preparation from lactose is a reaction for 50-100 min with sodium meta-aluminate as alkali catalytic reagent and at the temperature of 40-70 deg.c, and the meta-aluminate is then converted into the form of aluminium ion and eliminated by ion exchange chromatography resulting in high yield. The syrup solution purifying process adopts gradient ethanol solution elution process utilizing active carbon chromatographic column, and it can separate monosaccharide from disaccharide completely and obtain high-purity lactulose solution.
Description
The invention relates to and a kind ofly prepare the method for lactulose by lactose, this method can obtain higher productive rate, and reacted solution can access the very high syrup of lactulose purity through purification process.
Lactulose is called " bifidus bacillus promotes the factor " by people, be the novel active oligosaccharide that develops in recent years.It has tangible promotion and goes into the interior profitable strain of body enteron aisle--the function that bifidus bacillus increases, being widely used in foodstuffs industry especially infant food, functional foodstuff etc.Along with further intensification to its research, found its unique curative effect aspect medical in succession, be used for prevention and treatment portal system encephalopathic, various enteron aisle disease such as chronic constipation etc., and treat disease such as various chronic kidneys weak disease.In addition, aspect animal-feed, lactulose is also just under development as the applied research of fodder additives.
The preparation of lactulose is raw material with the lactose normally, isomerization reaction takes place under the catalysis of alkaline reagents generate.In isomerization reaction, DeR can take place in disaccharides, generates monose such as semi-lactosi, fructose etc., also has organic acid and pigment and produces.About preparing the method report a lot (EP 0320670 for JP 63-119492, EP0375046, and US 4273922) of lactulose.Some of them are with strong basicity reagent such as NaOH, KOH, Ca (OH)
2And strong organic bases amine waits and carries out isomerization reaction, and in these reactions, the amount of monose such as the degraded product semi-lactosi of disaccharides increases greatly, reduced the productive rate of lactulose, react also comparatively violent, have very heavy color in the reaction product, make liquid glucose be difficult to separate and purifying.The compounds of phosphoric acid salt, sulphite and the magnesium of some weakly alkaline reagent such as alkali and alkaline-earth metal etc. can make that the amount of by product significantly reduces in the reaction, but the productive rate of this type of reaction is lower, and are industrial unsatisfactory.
Use the strong basic ion exchange resin post to carry out isomerization reaction, unsatisfactory on the productive rate, and also cost is higher, and be not suitable for suitability for industrialized production.,, reaction is carried out to the direction that helps lactulose, thereby made the productive rate of reaction higher as base catalysis reagent with borate and aluminate because such reagent can form complex compound with lactulose in reaction.But the removal of borate and aluminate is difficulty relatively, and once the someone proposed that aluminate was changed into aluminium hydroxide and removes with filtering method then, but the loss that in fact in operating process, brings a large amount of sugar inevitably.
The purpose of this invention is to provide and a kind ofly prepare the method for lactulose by lactose, this method can obtain higher productive rate, and reacted solution can access the very high syrup of lactulose purity through purification process.
The present invention prepares lactulose as base catalysis reagent by lactose with sodium metaaluminate, reaction back aluminium is separated from solution by gac easily with aluminum ions form, simultaneously, utilize the gac chromatographic column that the monose in the liquid glucose is separated, can obtain the very high syrup of lactulose content, promptly by following step:
1) preparing lactulose employing sodium metaaluminate by lactose is catalyzer;
2) solution that obtains after the reaction transfers to weak acid with hydrochloric acid soln;
3) step 2) solution that obtains by positively charged ion, anion-exchange resin column, is removed inorganic salts successively, can obtain product after concentrating;
4) purifying of lactulose is with step 2) solution that obtains removes inorganic salt, pigment, monose such as aluminum ion by activated carbon column;
5) the zwitterion chromatographic column is further handled above-mentioned solution, obtains deionization solution;
6) concentrate through 4) solution handled, can obtain lactulose purity near 90% syrup.
Concrete lactulose preparation of the present invention and purge process are as follows:
At first prepare lactose aqueous solution, the part by weight of lactose and water is 1: 2～5, adds base catalysis reagent sodium metaaluminate then, the beginning lactose only dissolves a small part in the aqueous solution, after alkali added, solution promptly became the clarification shape, and the part by weight of sodium metaaluminate and lactose is 0.1: 1～1: 1.
Solution stirring is even, under 40 ℃～70 ℃ temperature, reacted 50～100 minutes.Solution is light yellow gradually in the reaction.
The transformation efficiency of lactose is more than 90%, and the yield of reaction is about 80%.
Reacted solution transfers to slightly acidic with the HCl of 2～4N, and the pH value is about 3～5 o'clock solution and is the clarification shape.When the pH value of solution value greater than 5 the time, can produce Al (OH)
3Gelatinous precipitate brings difficulty for the aftertreatment of solution.And when the pH of solution value was too small, carbohydrate may transform under the stronger condition of acidity.
After reacted solution transfers to slightly acidic, directly remove inorganic salt by the anion and cation exchange resin post respectively, can obtain commercially available lactulose syrup after concentrating.
Be the purifying lactulose, the liquid glucose that mixes up acidity can be added in the gac chromatographic column, it with weight concentration 0.2～1% the continuous wash-out of aqueous ethanolic solution, monose in the solution such as semi-lactosi, fructose etc. can be fully from the gac desorb get off, the most inorganic salts in the liquid glucose are also washed in the elutriant simultaneously.The aqueous ethanolic solution of this concentration is to not influence of the absorption between disaccharide and the gac.
The monose wash-out fully after, be 5～10% aqueous ethanolic solution continuation wash-out with weight concentration, the complete desorb of disaccharide that is adsorbed on the gac pillar is got off.
The salt that only contains minute quantity in the solution of the disaccharide component that obtains in order to remove salt up hill and dale, can continue to obtain deionization solution by the yin, yang ion-exchange chromatography.
Concentrate deionization solution, the passable very high syrup solution of lactulose content that obtains only contains lactulose and a spot of lactose in the liquid glucose.
The rate of loss of sugar is 1～3% in the aforesaid operations process.Purified post-reacted total recovery is about 70～80%.
Used gac is a granular carbon, before use through conventional chemical process activation.The gac chromatographic column can be reused repeatedly.Used anion-cation exchange resin is choice of technology commodity ion exchange resin routinely.Below by embodiment content of the present invention is described in detail:
Embodiment 1
20 gram lactose (LactuloseH
2O), add 60 ml deionized water, lactose has only dissolved sub-fraction, adds 5 gram sodium metaaluminates again, stirs, and lactose is very fast dissolving in basic solution.
After reaction soln stirs,, reacted 70 minutes in 55 ℃ of heating in water bath.Continue in the reaction process to stir, reflux.Solution begins to become light green, after be light yellow gradually.
After reaction stopped, cooling immediately transferred to 3.9 with the HCl of 2.5N with the pH value of solution then, and solution is the clarification shape.
Solution passes through a cation exchange resin column (Tianjin Chemical Plant of Nankai Univ. product) earlier, and then through an anion-exchange resin column (Tianjin Chemical Plant of Nankai Univ. product), removes inorganic salts.
The solution that obtains is lactulose syrup solution after concentrating.
Analyzing syrup with the thin-layer chromatography scan method forms:
Lactulose: 81.2%, semi-lactosi: 16.2%, fructose: 2.6%,
The yield of reaction is about 81%.
Embodiment 2
Lactose (LactuloseH
2O) 1 gram, 4 milliliters of deionized waters, sodium metaaluminate 0.2 gram, after stirring, reaction is 60 minutes when 55 ℃ of temperature.
Reaction soln transfers to 4.0 with the HCl of 2.5N with the pH value, is added in the gac chromatographic column.The high 30cm of chromatographic column post, volume 160ml.
Earlier be 0.5% aqueous ethanolic solution wash-out with concentration, the monose component that collection elutes, the monose total amount is 152mg, TLC analyzes it and consists of:
Semi-lactosi: 55.9%, lactose: 13.6%, the loss amount of sugar is 1.8% in the upper prop operating process.
The disaccharide component of collecting is concentrated, and fractionation by distillation goes out ethanol and promptly obtains the highly purified syrup of lactulose content greater than 86% (accounting for the amount of total reducing sugar).The last yield of lactulose is 71.7%.
By the foregoing description, lactulose preparation of the present invention and purification process, its process is simple, the yield height of the transformation efficiency of lactose and lactulose, and can obtain highly purified lactulose goods.
Claims (5)
1. the preparation method of a lactulose is characterized in that by following step:
1) preparing lactulose employing sodium metaaluminate by lactose is catalyzer;
2) solution that obtains after the reaction transfers to weak acid with hydrochloric acid soln;
3) step 2) solution that obtains by positively charged ion, anion-exchange resin column, is removed inorganic salts successively, can obtain product after concentrating.
2. according to the described preparation method of claim 1, it is characterized in that at first preparing lactose aqueous solution, the part by weight of lactose and water is 1: 2～5, adds base catalysis reagent sodium metaaluminate then, and the part by weight of sodium metaaluminate and lactose is 0.1: 1～1: 1.
3. according to the described preparation method of claim 1, it is characterized in that reaction conditions is to react 50～100 minutes under 40 ℃～70 ℃ temperature.
4. according to the described preparation method of claim 1, it is characterized in that reacted solution transfers to the pH value with the HCl of 2～4N and is about 3～5.
5. the purification process of the lactulose of the described method preparation of a claim 1, it is characterized in that adding in the gac chromatographic column after lactose reaction generation lactulose reacted solution transfers to slightly acidic, it with weight concentration 0.2～1% the continuous wash-out of aqueous ethanolic solution, the desorb from the gac of monose in the solution is got off, after the monose wash-out is complete, with weight concentration is that 5～10% aqueous ethanolic solution continues wash-out, the complete desorb of disaccharide that is adsorbed on the gac pillar is got off, the salt that only contains minute quantity in the solution of the disaccharide component that obtains, continue by cloudy, the cation-exchange chromatography post, obtain deionization solution, concentrate deionization solution, obtain the lactulose of purifying.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 97117250 CN1117757C (en) | 1997-09-05 | 1997-09-05 | Preparation of lactofructose and purifying method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 97117250 CN1117757C (en) | 1997-09-05 | 1997-09-05 | Preparation of lactofructose and purifying method |
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| Publication Number | Publication Date |
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| CN1210863A true CN1210863A (en) | 1999-03-17 |
| CN1117757C CN1117757C (en) | 2003-08-13 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN 97117250 Expired - Fee Related CN1117757C (en) | 1997-09-05 | 1997-09-05 | Preparation of lactofructose and purifying method |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102020680A (en) * | 2011-01-07 | 2011-04-20 | 保龄宝生物股份有限公司 | Method for preparing high-purity lactulose |
| CN101182563B (en) * | 2007-11-02 | 2011-06-22 | 江南大学 | Method for preparing lactulose by co-immobilized lactose enzyme and glucose isomerase |
| CN102503992A (en) * | 2011-09-20 | 2012-06-20 | 江苏汉斯通药业有限公司 | Preparation method of lactulose concentrated solution |
| CN103864858A (en) * | 2014-03-11 | 2014-06-18 | 江南大学 | Preparation method of lactulose |
| CN104059110A (en) * | 2014-06-11 | 2014-09-24 | 江苏汉斯通药业有限公司 | Production process of concentrated solution of lactulose |
| CN108148099A (en) * | 2016-12-05 | 2018-06-12 | 江南大学 | A kind of continuous cycle preparation method of high-purity lactulose solution and products thereof |
-
1997
- 1997-09-05 CN CN 97117250 patent/CN1117757C/en not_active Expired - Fee Related
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101182563B (en) * | 2007-11-02 | 2011-06-22 | 江南大学 | Method for preparing lactulose by co-immobilized lactose enzyme and glucose isomerase |
| CN102020680A (en) * | 2011-01-07 | 2011-04-20 | 保龄宝生物股份有限公司 | Method for preparing high-purity lactulose |
| CN102020680B (en) * | 2011-01-07 | 2012-05-02 | 保龄宝生物股份有限公司 | Method for preparing high-purity lactulose |
| CN102503992A (en) * | 2011-09-20 | 2012-06-20 | 江苏汉斯通药业有限公司 | Preparation method of lactulose concentrated solution |
| CN103864858A (en) * | 2014-03-11 | 2014-06-18 | 江南大学 | Preparation method of lactulose |
| CN104059110A (en) * | 2014-06-11 | 2014-09-24 | 江苏汉斯通药业有限公司 | Production process of concentrated solution of lactulose |
| CN108148099A (en) * | 2016-12-05 | 2018-06-12 | 江南大学 | A kind of continuous cycle preparation method of high-purity lactulose solution and products thereof |
| WO2018103361A1 (en) * | 2016-12-05 | 2018-06-14 | 江南大学 | Method for preparing high-purity lactulose by efficient removal of sodium meta-aluminate |
| CN108148099B (en) * | 2016-12-05 | 2020-10-30 | 江南大学 | Continuous circulation preparation method of high-purity lactulose solution and product thereof |
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| Publication number | Publication date |
|---|---|
| CN1117757C (en) | 2003-08-13 |
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