CN102925516A - Xylo-oligosaccharide preparation method - Google Patents
Xylo-oligosaccharide preparation method Download PDFInfo
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- CN102925516A CN102925516A CN2011102283124A CN201110228312A CN102925516A CN 102925516 A CN102925516 A CN 102925516A CN 2011102283124 A CN2011102283124 A CN 2011102283124A CN 201110228312 A CN201110228312 A CN 201110228312A CN 102925516 A CN102925516 A CN 102925516A
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Abstract
A xylo-oligosaccharide preparation method comprises the following steps: immersing a raw material in hot water, repeatedly washing, drying, grinding, sieving, adding water to prepare an aqueous solution, heating by microwaves, cooling, adding water to prepare a new aqueous solution, carrying out an enzymatic hydrolysis reaction through adding a xylanase, and carrying out filtering separation of the obtained enzymatic hydrolysis solution to obtain a filter residue and a filtrate; and heating the filter residue by the microwaves, cooling, carrying out the enzymatic hydrolysis reaction through adding the filtrate, repeating the microwave heating and the enzymatic hydrolysis at least one time, collecting the filtrate obtained through the last enzymatic hydrolysis to obtain a crude xylo-oligosaccharide solution, adsorbing by active carbon, dissolving out by alcohol, carrying out reduced pressure concentration to remove the alcohol, re-dissolving by water to obtain a xylo-oligosaccharide solution. The method has the advantages of only once addition of the ferment, no use of a strong acidic solution or a strong alkaline solution, no generation of toxic substances with the generation of the final products, and high productivity.
Description
Technical field
The present invention relates to a kind of method for preparing wood oligose, particularly a kind of method that directly prepares wood oligose with the xylan of ferment hydrolysis raw material cell wall, it need not use strong acid, strong base solution can not produce toxic substance yet, and has high productivity concurrently.
Background technology
The cell walls part of plant mainly is divided into three major types, and the first kind is that Mierocrystalline cellulose (cellulose) accounts for 35-50%; Equations of The Second Kind is that hemicellulose (hemicellulose) accounts for 20-30%, and remaining part then is xylogen (lignin).The main component that forms hemicellulose is xylan (xylan), xylan is with β-1 by wood sugar (xylose), the polymkeric substance that 4 bonds form, via xylan amylase (zytase, xylanase) or other work program, xylan can be degraded into wood oligose (xylooligosaccharide).Wood oligose claims again wooden poly oligosaccharide, xylo-oligosaccharide, refer to the general name of the oligosaccharides that is formed by connecting with glycosidic link by 2～10 wood sugars, it is a kind of functional oligosaccharides that in recent years new discovery has beneficial natural disposition, research finds that it has that the Intestinal flora of adjustment is ecological, control blood fat, the multinomial health-care effect such as hypotensive, and Hsu etc. (2004) research is pointed out more to be better than other such as functional oligosaccharides such as isomalto Oligosaccharide, Nutriflora Ps take xylo-bioses, xylotriose as main wood oligose.
The technology of making wood oligose from the plant materials raw material comprises: one, utilize pressurization, heating, quick-fried broken supervisor that xylan is degraded (autohydrolysis) and make wood oligose liquid, such as Japanese Patent 01-224384,2000-236899.Two, Rose and Inglett (2010) with two step wet-heating from the standby wood oligose of Wheat bran leather, wherein first step is that 10% the Testa Tritici aqueous solution is heated to 130 ℃ to disengage 70.3% starch, second step is heating this starch to 220 ℃, makes xylan that degraded occur and generates wood oligose.Three, will carry out acid treatment from the lignocellulose of dissolving pulp, such as Japanese Patent 2000-333692; Or hot acid treatment, such as United States Patent (USP) 4181796 or Japanese Patent 2008-136390; China's Mainland patent publication No. 101089007 then makes wood oligose with diluted acid and heat treated coconut shell powder; Akpinar etc. (2009) then produce wood oligose with canes such as tobacco, cotton, Sunflower Receptacles via control acid treatment condition.Four, take through pressurized, heated, alkali heat treated or extraction, xylan after refining as the beginning raw material, make ferment act on this, carry out the saccharification processing and make wood oligose liquid, such as Japanese Patent 10-215866, Taiwan patent publication No. 200724689 and Goldman (2009).
Aforementioned preparation method except using the ferment hydrolysis, other method often follow generate furfural (furtural, furfural), furfural has toxicity, contact furfural Diazolidinyl Urea and respiratory tract, even cause wet lung, severe patient can cause losing consciousness and the death because of respiratory insufficiency; Yet, the aqueous enzyme solution needs to extract first xylan in raw material and is hydrolyzed, prepare the wood oligose with ferment hydrolysis citrus pomace except Japanese Patent 08-103287 mentions directly at present, there is no the correlation technique document and mention and directly to be hydrolyzed non-oranges and tangerines pomace raw material and to prepare wood oligose with ferment.
Aforementioned product with acid treatment preparation method gained is take wood sugar as main; The product composition of high temperature heat drop solution is very complex then, and the overall proportion of the xylo-bioses of tool high-function and xylotriose is far away from half of gross product, not as the specificity of aqueous enzyme solution effect and the high productivity of xylo-bioses.In addition, the separation and purification method of wood oligose is adopted activated carbon adsorption-solvent liquidation traditionally, carries the activated carbon filling tubing string of absorption saccharic with the punching of the aqueous solution of 5-50% ethanol, sequentially can collect xylo-bioses to wooden six sugar even Xylooctaose (rely etc., 2006).
The result of study of relevant biomass energy shows in recent years, when using the material produce alcohol of cellulose, if through physical expansion or the pre-treatment of chemical process, help to unclamp cell walls, facilitation of hydrolysis ferment or microorganism more effectively carry out saccharification and alcohol conversion (Wang, 2009).
Citing document:
1.Hsu，C.K.，Liao，J.W.，Chung，Y.C.，Hsieh，C.P.，and?Chan，Y.C.2004.Xylooligosaccharides?and?fructooligosaccharides?affect?the?intestinal?microbiota?and?precancerous?colonic?lesions?development?in?rats.Journal?of?Nutrition?134(6)：1523-1528.
2.Rose，D.and?Inglett，G.2010.Two-stage?Hydrothermal?Treatment?of?Wheat(Triticum?aestivum)Bran?for?the?Production?of?Feruloylated?Arabinoxylooligosaccharides.Journal?of?Agricultural?Food?and?Chemistry.58(10)：6427-6432.
3.Akpinar?O.，Erdogan?K.and?Bostanci?S.2009.Production?of?xylooligosaccharides?by?controlled?acid?hydrolysis?of?lignocellulosic?materials?Carbohydrate?Research?344(5)：660-666.
4.Goldman?N.2009.Methods?for?optimizing?enzymatic?hydrolysis?of?xylan?to?improve?xylooligosaccharide?yield?Basic?Biotech.5：31-36.
5.Wang，K.，Jiang，J.X.，Xu，F.，Sun，R.C.2009.Influence?of?steaming?pressure?on?steam?explosion?pretreatment?of?Lespedeza?stalks(Lespedeza?crytobotrya)：Part?1.Characteristics?of?degraded?cellulose.Polymer?degradation?and?Stability.94，1379-1388.
6. rely ring phoenix, Tian Yizheng, Lee's Min (2006), utilize absorption method to separate the preliminary study of few wood sugar in the polyxylose ferment degradation solution, Taiwan agriculture chemistry and Food science, 44 (2): 133-141.
Summary of the invention
In view of existing above-mentioned several wood oligoses preparation method, not to need to adopt strong acid, strong base solution, need employ exactly high pressure, the high heat equipment of special power consumption, and can follow the generation of toxic substance, therefore, the present invention is for addressing the above problem the auxiliary ferment hydrolysis of applied microwave heating, in conjunction with batch method of activated carbon adsorption purifying wood oligose, thereby reach a kind of safety, cost is low and large-duty wood oligose generation technique is arranged.
The present invention provides a kind of method for preparing wood oligose for the problems referred to above or the shortcoming that solves prior art, and the method may further comprise the steps:
A) raw material dewatered after hot-water soak 1-2 hour, and clear water repeated washing to the washing lotion with normal temperature is transparent clarification again;
B) with raw material stoving, grind and sieve;
C) material after sieving adds water and is mixed with 50% aqueous solution and with 1400W microwave 1-5 minute, adds water after the cooling again and be mixed with 10% aqueous solution and add 0.1-1% (w/w) zytase, in 55 ℃ of effects after 1 day filtering separation become filter residue and filtrate;
D) filter residue adds filtrate and becomes filter residue and filtrate in 55 ℃ of effects 1 day and filtering separation again with 1400W microwave 1-5 minute after the cooling;
E) repeat more than the d step 1 time, and collect last filtrate;
F) add activated carbon after last filtrate is filtered and make into 50% (W/V), and in stirring at room after 1 day, dissolve and wash away to filter with deionized water first and stay activated carbon, again activated carbon is crossed leaching filtrate with alcohol stripping wood oligose, filtrate is removed alcohol and is namely got a wood oligose liquid with the water redissolution through concentrating under reduced pressure again.
Such as the above-mentioned method for preparing wood oligose of the present invention, directly with the xylan of ferment (zytase) hydrolysis material cell walls, use strong base solution in the time of avoiding extracting xylan, do not use in addition the strong acid hydrolyzed xylan yet, thereby can solve the shortcoming that prior art need adopt strong acid, strong base solution.
Such as the above-mentioned method for preparing wood oligose of the present invention, before carrying out ferment hydrolysis with the first heating raw of microwave, penetrating raw cell by the frequency electromagnetic waves of microwave radiation rises rapidly the cell interior temperature, when cell interior pressure surpasses the ability that cell wall expansion can bear and causes cell wall rupture, at this moment, ferment is just entered the cell walls effect, and reaches the purpose with the standby wood oligose of direct ferment legal system.This method for preparing wood oligose, required microwave power consumption is very low, can effectively solve the highly energy-consuming shortcoming of prior art and needn't use high heat equipment.
Such as the above-mentioned method for preparing wood oligose of the present invention, ferment in the process adds only 1 time, and other ferment hydrolysis reaction only need utilize the ferment hydrolyzed solution after the previous filtration, therefore can significantly save production cost and has low-cost large-duty advantage.In addition, the present invention utilizes ferment direct hydrolysis method to prepare wood oligose, can not be attended by such as toxic substances such as furfurals, and be a kind of safe wood oligose generation technique therefore.
Such as the above-mentioned method for preparing wood oligose of the present invention, its Raw was with the hot-water soak 1-2 more than 70 ℃ hour.
Such as the above-mentioned method for preparing wood oligose of the present invention, wherein raw material stoving, grinding and sieve with the screen cloth of 24-100 mesh (mesh), preferably the screen cloth with 100 meshes (mesh) sieves.
Such as the above-mentioned method for preparing wood oligose of the present invention, wherein filtering is the filter screen that uses 100 meshes (mesh).
Such as the above-mentioned method for preparing wood oligose of the present invention, wherein repeat d step 2-4 time, be preferably repetition d step 3 time.
Such as the above-mentioned method for preparing wood oligose of the present invention, wherein last filtrate adds activated carbon and in stirring at room after 1 day, dissolve and wash away to filter for 2 times with 2 times of volumes of deionized water first to stay activated carbon, again with activated carbon with 50% alcohol stripping wood oligose
Such as the above-mentioned method for preparing wood oligose of the present invention, its Raw is various agricultural by-products such as Testa Tritici, rice bran, corn cob etc.; Or, liquor-making byproduct such as Chinese sorghum vinasse, the beer wine dregs of rice etc.
Hereinafter will describe further technical characterictic of the present invention in detail with preferred embodiment.
Description of drawings
Fig. 1 be in the preparation process of the present invention with microwave-assisted aqueous enzyme solution for several times and the reducing sugar spirogram of each time.
Fig. 2 A, 2B are the sweep electron microscope figure of Testa Tritici, and wherein 2A is without processing treatment; 2B processes through microwave processing.
Fig. 3～5 are for analyzing collection of illustrative plates as raw material through the wood oligose liquid HPLC of activated carbon purifying take Testa Tritici, rice bran, Chinese sorghum vinasse, and wherein Fig. 3 is that Testa Tritici, Fig. 4 are that rice bran and Fig. 5 are the Chinese sorghum vinasse.
Description of reference numerals
1 wood sugar
2 xylo-biosess
3 xylotrioses
Embodiment
Direct aqueous enzyme solution
Testa Tritici dewatered after the hot-water soak 1-2 more than 70 ℃ hour, and clear water repeated washing to the washing lotion with normal temperature is transparent clarification again, to avoid existing of other monose or coloring matter.Testa Tritici after washing grinds after with 45 ℃ of oven dry, is mixed with 50% aqueous solution with the screen cloth of 45 meshes (mesh) Hou Jiashui that sieves again.
Above-mentioned 50% aqueous solution was with 1400W microwave 2 minutes, adding water after the cooling is mixed with 10% aqueous solution and adds zytase 0.5% (w/w), carried out the ferment hydrolysis reaction in 1 day in 55 ℃ of effects, the reaction rear solution is separated into filter residue and filtrate with the strainer filtering of 100 meshes, wherein filtrate was through centrifugal 3000g, 20 minutes, precipitation is taken out the part supernatant liquor and is carried out reducing sugar analysis with DNS method (dinitrosalicyclic acid, dinitrosalicylic acid, quantitative in order to reducing sugar); Filter residue adds filtrate and carried out the ferment hydrolysis reaction in 1 day in 55 ℃ of effects again with 1400W microwave 1-5 minute after the cooling, the reaction rear solution refilters and is separated into filter residue and filtrate, and filtrate is taken out the part supernatant liquor through centrifugal, precipitation and carried out reducing sugar analysis; Repeat above-mentioned microwave and ferment hydrolysis reaction 4 times, the filtrate of collecting last reaction is the thick liquid of wood oligose (ferment hydrolyzed solution), and the reducing sugar analysis result who records each time as shown in Figure 1.By still obtaining reducing sugar as can be known after the processing of Fig. 1 the 4th, the present invention is a kind of method that can effectively obtain wood oligose.Fig. 2 A, 2B show through the raw material cell wall (Fig. 2 B) after 4 processing broken compared to the front cell walls (Fig. 2 A) that is untreated, representative is via the microwave heating treatment raw material, cell that can the pineization raw material, make ferment can directly enter effect in the cell, and obtain better ferment reaction.
The purifying of wood oligose
Proceed purifying via resulting ferment hydrolyzed solution after above-mentioned 4 direct ferment hydrolysis, the steps include: that the ferment hydrolyzed solution adds activated carbon and makes into 50% (W/V), and in stirring at room after 1 day, dissolve and wash away 2 filtrations with 2 times of volumes of deionized water first and stay activated carbon, again activated carbon is crossed leaching filtrate with 50% alcohol stripping wood oligose, filtrate is removed alcohol and is namely got a wood oligose liquid with the water redissolution through concentrating under reduced pressure again.HPLC (High Pressure Liquid Chromatography through the wood oligose liquid of above-mentioned activated carbon purifying, high pressure liquid chromatography (HPLC)) analyzes, it uses tubing string to be BioRAD AminexHPX-42A, the tubing string temperature 50 C, it is deionized water that stream is washed solvent, and flow velocity 0.3mL/min uses the RI detector, analyze collection of illustrative plates as shown in Figure 3, wherein No. 1 peak value is that wood sugar, No. 2 peak values are that xylo-bioses, No. 3 peak values are xylotriose.By the result of Fig. 3 as can be known, content via xylo-bioses and xylotriose in the prepared wood oligose liquid of the program of above-mentioned direct ferment hydrolysis and purifying is very high, and points out more to be better than other such as functional oligosaccharides such as isomalto Oligosaccharide, Nutriflora Ps take xylo-bioses, xylotriose as main wood oligose according to the research such as aforementioned Hsu (2004).
Different material prepares the effect of wood oligose
Use above-mentioned direct aqueous enzyme solution and impose the activated carbon adsorption method of purification, respectively the raw materials such as Testa Tritici, rice bran and Chinese sorghum vinasse are carried out the preparation of wood oligose, behind the activated carbon purifying, remove alcohol weigh (P) through concentrating under reduced pressure, then productivity (%) is that the P/ raw material is heavy, its with the productivity ratio of aforementioned Testa Tritici than such as table 1.
Table 1
In addition, above-mentioned raw materials is analyzed collection of illustrative plates respectively shown in Fig. 4～5 through the wood oligose liquid HPLC of activated carbon purifying, wherein Fig. 4 is rice bran and Fig. 5 is the Chinese sorghum vinasse, shown by this figure, xylotriose with high-quality in the prepared wood oligose liquid of rice bran and Chinese sorghum vinasse raw material all has significantly high-content, show the preparation method according to xylan provided by the present invention, really can prepare the wood oligose of high-quality.
Above embodiment only is explanation preferred implementation of the present invention, be not to limit interest field of the present invention, any those of ordinary skill in the art is learning the present invention as above after the disclosed technical specification, carry out not departing from change, the modification of the technology of the present invention spirit, all be possible.Therefore, the scope that defines in interest field of the present invention such as the present patent application claims is as the criterion.
Claims (9)
1. method for preparing wood oligose, the method may further comprise the steps:
A) raw material dewatered after hot-water soak 1-2 hour, and clear water repeated washing to the washing lotion with normal temperature is transparent clarification again;
B) with raw material stoving, grind and sieve;
C) material after sieving adds water and is mixed with 50% aqueous solution and with 1400W microwave 1-5 minute, adds water after the cooling again and be mixed with 10% aqueous solution and add 0.1-1% (w/w) zytase, in 55 ℃ of effects after 1 day filtering separation become filter residue and filtrate;
D) filter residue adds filtrate and becomes filter residue and filtrate in 55 ℃ of effects 1 day and filtering separation again with 1400W microwave 1-5 minute after the cooling;
E) repeat more than the d step 1 time, and collect last filtrate;
F) add activated carbon after last filtrate is filtered and make into 50% (W/V), and in stirring at room after 1 day, dissolve and wash away to filter with deionized water first and stay activated carbon, again activated carbon is crossed leaching filtrate with alcohol stripping wood oligose, filtrate is removed alcohol and is namely got a wood oligose liquid with the water redissolution through concentrating under reduced pressure again.
2. the method for claim 1, its Raw was with the hot-water soak 1-2 more than 70 ℃ hour.
3. the method for claim 1, wherein raw material stoving, grinding and sieve with the screen cloth of 24-100 mesh.
4. the method for claim 1, wherein raw material stoving, grinding and sieve with the screen cloth of 100 meshes.
5. the method for claim 1, wherein filtering is the filter screen that uses 100 meshes.
6. the method for claim 1 wherein repeats d step 2-4 time.
7. the method for claim 1 wherein repeats d step 3 time.
8. the method for claim 1, wherein last filtrate adds activated carbon and in stirring at room after 1 day, dissolve and wash away to filter for 2 times with 2 times of volumes of deionized water first to stay activated carbon, again with activated carbon with 50% alcohol stripping wood oligose.
9. the method for claim 1, its Raw be the agricultural by-products of Testa Tritici, rice bran, corn cob, the white bamboo shoot shell of Divination-blocks or Chinese sorghum vinasse, the beer wine dregs of rice liquor-making byproduct any.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103789376A (en) * | 2014-02-21 | 2014-05-14 | 青岛博智汇力生物科技有限公司 | Method of extracting xylo-oligosaccharide from bamboo shoot shells and separating to obtain xylo-oligosaccharide monomer |
| US11006658B2 (en) | 2018-08-15 | 2021-05-18 | Cambridge Glycoscience Ltd | Compositions, their use, and methods for their formation |
| US11248247B2 (en) | 2018-02-21 | 2022-02-15 | Cambridge Glycoscience Ltd | Methods and systems of producing oligosaccharides |
| US11297865B2 (en) | 2019-08-16 | 2022-04-12 | Cambridge Glycoscience Ltd | Methods of treating biomass to produce oligosaccharides and related compositions |
| US11871763B2 (en) | 2019-12-12 | 2024-01-16 | Cambridge Glycoscience Ltd | Low sugar multiphase foodstuffs |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103789376A (en) * | 2014-02-21 | 2014-05-14 | 青岛博智汇力生物科技有限公司 | Method of extracting xylo-oligosaccharide from bamboo shoot shells and separating to obtain xylo-oligosaccharide monomer |
| CN103789376B (en) * | 2014-02-21 | 2015-07-22 | 青岛博智汇力生物科技有限公司 | Method of extracting xylo-oligosaccharide from bamboo shoot shells and separating to obtain xylo-oligosaccharide monomer |
| US11248247B2 (en) | 2018-02-21 | 2022-02-15 | Cambridge Glycoscience Ltd | Methods and systems of producing oligosaccharides |
| US11006658B2 (en) | 2018-08-15 | 2021-05-18 | Cambridge Glycoscience Ltd | Compositions, their use, and methods for their formation |
| US11596165B2 (en) | 2018-08-15 | 2023-03-07 | Cambridge Glycoscience Ltd | Compositions, their use, and methods for their formation |
| US11903399B2 (en) | 2018-08-15 | 2024-02-20 | Cambridge Glycoscience Ltd | Compositions, their use, and methods for their formation |
| US11297865B2 (en) | 2019-08-16 | 2022-04-12 | Cambridge Glycoscience Ltd | Methods of treating biomass to produce oligosaccharides and related compositions |
| US11771123B2 (en) | 2019-08-16 | 2023-10-03 | Cambridge Glycoscience Ltd | Methods for treating biomass to produce oligosaccharides and related compositions |
| US11871763B2 (en) | 2019-12-12 | 2024-01-16 | Cambridge Glycoscience Ltd | Low sugar multiphase foodstuffs |
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Application publication date: 20130213 |