CN105713051A - Novel preparation method of maltotriose - Google Patents
Novel preparation method of maltotriose Download PDFInfo
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- CN105713051A CN105713051A CN201410734001.9A CN201410734001A CN105713051A CN 105713051 A CN105713051 A CN 105713051A CN 201410734001 A CN201410734001 A CN 201410734001A CN 105713051 A CN105713051 A CN 105713051A
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- maltotriose
- acetolysis
- acetic anhydride
- concentrated sulphuric
- sulphuric acid
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- 0 COCC([C@](C(C1O)O)O[C@](C(C2*)O)OC(CO)[C@]2O)O[C@@]1O[C@@](C(CO)*CC1O)C1[U] Chemical compound COCC([C@](C(C1O)O)O[C@](C(C2*)O)OC(CO)[C@]2O)O[C@@]1O[C@@](C(CO)*CC1O)C1[U] 0.000 description 1
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- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
The invention aims to provide a novel preparation method of maltotriose. According to the preparation method, pullulan polysaccharide is taken as the primary raw material, and maltotriose is prepared by the following two steps: acetolysis and deacetylation. The structure of maltotriose is represented by the formula (I). The preparation method has the advantages of short route, low cost, and simple operation, the production cost of maltotriose is largely reduced, and the preparation method is suitable for large-scale preparation.
Description
Technical field
The present invention relates to a kind of simple and direct new method preparing maltotriose, belong to organic chemistry and carbohydrate chemistry technology category.
Background technology
Maltotriose is a kind of important Fructus Hordei Germinatus oligose, compares it with other Fructus Hordei Germinatus oligoses and has higher retentiveness, the sugariness of appropriateness, has energy slow-release.Adding maltotriose in cake can make food keep soft for a long time；Maltotriose can go directly after being taken by human body intestinal, is hydrolyzed by the upper glycosidase of mucous membrane of small intestine, supplements rapidly energy, can, separately as the sweeting agent of beverage, be therefore one of desirable feedstock preparing sport type beverage owing to its sugariness is moderate；The needs of maltotriose could be absorbed through hydrolysis, it is possible to avoids blood glucose quickly to raise the health problem brought；Measuring diastatic method using paranitrophenol Fructus Hordei Germinatus oligose glycosides (PNP-Gn) as substrate and be widely used in clinic, the substrate especially connected with maltotriose, because it has been widely recognized without auxiliary enzymes, precision advantages of higher and apply.At present, the preparation of maltotriose is mainly by following two method:
1, with starch for raw material, first by starch α-amylasehydrolysis, then again through the diastatic hydrolysis of maltotriose prepare maltotriose (Zhengzhou Engineering College's journal 2002,23,1.).
2, with pulullan polysaccharide for raw material, maltotriose (CN200910015419.3) is prepared by pullulanase hydrolysis.
Summary of the invention
It is an object of the invention to provide a kind of new method being prepared maltotriose with pulullan polysaccharide for initiation material by two-step reaction (acetolysis, deacetylation), to reduce production cost, be suitable for industrialized production.
The present invention relates to a kind of simple and direct new method preparing maltotriose, belong to organic chemistry and carbohydrate chemistry technology category.As shown in formula I, pulullan polysaccharide generates full acetylated maltotriose under the effect of corresponding acetolysis reagent, and then in the methanol solution of Feldalat NM, deacetylation obtains target compound maltotriose.
Beneficial effects of the present invention: step is brief, simple to operate, it is to avoid use the loaded down with trivial details last handling process needed for enzyme catalysis.Adopting acetic anhydride, glacial acetic acid and concentrated sulphuric acid is acetolysis reagent, it is possible to avoid using expensive enzyme, simplifies operation and reduces the production cost of maltotriose simultaneously, it is adaptable to prepares on a large scale.
Detailed description of the invention:
Example 1
Step one: take 50mL flask, adds in the 25mL acetolysis reagent being made up of acetic anhydride, glacial acetic acid and concentrated sulphuric acid (5:10:1, v/v/v) by 1g pulullan polysaccharide, 10 DEG C of reaction 180h.Stopped reaction, is poured into reactant liquor in 150mL frozen water, with sodium bicarbonate, pH value of solution is adjusted to neutrality.It is subsequently adding 150mL extraction into ethyl acetate.Organic facies respectively extracts 1 time with saturated sodium bicarbonate solution and saturated aqueous common salt successively, then by the dry organic facies of anhydrous sodium sulfate, filters, concentration.Separated by column chromatography (petroleum ether: ethyl acetate=5:4) and obtain full acetylated maltotriose 353mg (productivity is 18.4%).
Step 2: take 50mL flask, adds maltotriose full acetylated for 1g in the sodium methoxide solution of methanol that 20mLpH value is 10, is stirred at room temperature 10 hours, with AmberliteIR-120 (H+) ion exchange resin neutralization, sucking filtration, filtrate is evaporated and obtains maltotriose 492mg (productivity is 94.3%), nuclear-magnetism confirms as target product maltotriose (anomer)1H-NMR(D2O,400MHz):δ5.36(d,2H),5.18(d,0.5H),4.61(d,0.5H),3.78-3.94(m,8H),3.50-3.78(m,8.5H),3.37(t,1H),3.22(t,0.5H)。
Example 2
Step one: take 50mL flask, adds in the 25mL acetolysis reagent being made up of acetic anhydride, glacial acetic acid and concentrated sulphuric acid (4:4:1, v/v/v) by 1g pulullan polysaccharide, 45 DEG C of reaction 12h.Post processing, with example 1, obtains full acetylated maltotriose 322mg (productivity is 16.8%).
Step 2: with example 1.
Example 3
Step one: take 50mL flask, adds in the 25mL acetolysis reagent being made up of acetic anhydride and concentrated sulphuric acid (80:1, v/v) by 1g pulullan polysaccharide, 60 DEG C of reaction 24h.Post processing, with example 1, obtains full acetylated maltotriose 332mg (productivity is 17.3%).Step 2: with example 1.
Example 4
Step one: take 50mL flask, adds in the 25mL acetolysis reagent being made up of acetic anhydride and concentrated sulphuric acid (30:1, v/v) by 1g pulullan polysaccharide, 15 DEG C of reaction 30h.Post processing, with example 1, obtains full acetylated maltotriose 343mg (productivity is 17.9%).Step 2: with example 1.
Claims (4)
1. the invention provides a kind of new method preparing maltotriose.As shown in formula I, the method is with low cost, simple to operate, and step is simple and direct.The method realizes through the following steps: first pullulan polysaccharide occurs acetolysis to be obtained by reacting full acetylated maltotriose in acetolysis reagent (acetic anhydride/glacial acetic acid/concentrated sulphuric acid or acetic anhydride/concentrated sulphuric acid)；Full acetylated maltotriose takes off acetyl group in the methanol solution of Feldalat NM, obtains target product maltotriose.
2. method according to claim 1, it is characterised in that in pullulan acetolysis process, acetolysis reagent used is acetic anhydride/glacial acetic acid/concentrated sulphuric acid or acetic anhydride/concentrated sulphuric acid.Wherein the volume ratio of glacial acetic acid and acetic anhydride is 0-10, and the volume ratio of concentrated sulphuric acid and other reagent (acetic anhydride or glacial acetic acid/acetic anhydride) is 0.01-0.15.
3. method according to claim 1, it is characterised in that pullulan acetolysis reaction temperature is between 0 DEG C-80 DEG C.
4. method according to claim 1, it is characterised in that the pullulan acetolysis response time is between 5 minutes-240 hours.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410734001.9A CN105713051A (en) | 2014-12-04 | 2014-12-04 | Novel preparation method of maltotriose |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410734001.9A CN105713051A (en) | 2014-12-04 | 2014-12-04 | Novel preparation method of maltotriose |
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| CN105713051A true CN105713051A (en) | 2016-06-29 |
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| CN201410734001.9A Pending CN105713051A (en) | 2014-12-04 | 2014-12-04 | Novel preparation method of maltotriose |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004056988A2 (en) * | 2002-12-20 | 2004-07-08 | Novozymes A/S | Galactanase variants |
| CN1680571A (en) * | 2005-01-17 | 2005-10-12 | 天津科贝思生物试剂有限公司 | Preparation of maltotriose |
| CN101555507A (en) * | 2009-05-18 | 2009-10-14 | 苏理 | Method for using pulullan to prepare high-purity maltotriose |
| CN103215326A (en) * | 2013-04-24 | 2013-07-24 | 山东百龙创园生物科技有限公司 | High-purity maltotriose preparation method |
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2014
- 2014-12-04 CN CN201410734001.9A patent/CN105713051A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004056988A2 (en) * | 2002-12-20 | 2004-07-08 | Novozymes A/S | Galactanase variants |
| CN1680571A (en) * | 2005-01-17 | 2005-10-12 | 天津科贝思生物试剂有限公司 | Preparation of maltotriose |
| CN101555507A (en) * | 2009-05-18 | 2009-10-14 | 苏理 | Method for using pulullan to prepare high-purity maltotriose |
| CN103215326A (en) * | 2013-04-24 | 2013-07-24 | 山东百龙创园生物科技有限公司 | High-purity maltotriose preparation method |
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Application publication date: 20160629 |