CN114836584A - Method for producing xylooligosaccharide with assistance of amino acid - Google Patents

Method for producing xylooligosaccharide with assistance of amino acid Download PDF

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CN114836584A
CN114836584A CN202210567065.9A CN202210567065A CN114836584A CN 114836584 A CN114836584 A CN 114836584A CN 202210567065 A CN202210567065 A CN 202210567065A CN 114836584 A CN114836584 A CN 114836584A
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amino acid
xylo
oligosaccharide
xylan
hydrolysis
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CN114836584B (en
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刘仪若
朱镇
骆广礼
黄天
张瑞
周鑫
徐勇
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Jiangsu Kangwei Biologic Co ltd
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Nanjing Forestry University
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    • CCHEMISTRY; METALLURGY
    • C13SUGAR INDUSTRY
    • C13KSACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
    • C13K13/00Sugars not otherwise provided for in this class
    • C13K13/002Xylose
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0003General processes for their isolation or fractionation, e.g. purification or extraction from biomass
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0057Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Xylans, i.e. xylosaccharide, e.g. arabinoxylan, arabinofuronan, pentosans; (beta-1,3)(beta-1,4)-D-Xylans, e.g. rhodymenans; Hemicellulose; Derivatives thereof
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P60/00Technologies relating to agriculture, livestock or agroalimentary industries
    • Y02P60/80Food processing, e.g. use of renewable energies or variable speed drives in handling, conveying or stacking
    • Y02P60/87Re-use of by-products of food processing for fodder production

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Abstract

The invention discloses a method for producing xylo-oligosaccharide with the assistance of amino acid, which comprises the steps of raw material hydrolysis, solid-liquid separation and product drying preparation, wherein acidic amino acid is added in the step of raw material hydrolysis. According to the invention, the hydrolysis of xylan is assisted and promoted by adding acidic amino acid, compared with inorganic acid, the produced polysaccharide is not easy to excessively degrade, the yield is high, and byproducts such as xylose and furfural are less. The invention selects amino acid as auxiliary hydrolysis reagent of xylan, which can be directly mixed with xylo-oligosaccharide to prepare feed additive containing amino acid xylo-oligosaccharide without separation. The invention has simple production process and green product, and can be used for various xylan raw materials.

Description

Method for producing xylooligosaccharide with assistance of amino acid
Technical Field
The invention belongs to the technical field of comprehensive utilization of agriculture and forestry biomass, relates to a preparation technology of xylooligosaccharide, and particularly relates to a method for producing xylooligosaccharide with assistance of amino acid.
Background
Xylo-oligosaccharide is used as a non-digestible oligosaccharide, is used as a functional food or feed additive, is a super-strong prebiotic, and can activate a plurality of immune cell activities through probiotic beneficial bacteria in intestinal tracts; under the traction and drive of the high-speed development of the industries such as green animal breeding, health care, ecological agriculture and the like, the xylo-oligosaccharide product derived from agriculture and forestry biomass has wide development prospect. At present, the main production method of xylo-oligosaccharide is to adopt endo-xylanase for hydrolysis after alkaline dissolution of xylan, and the method has the disadvantages of more waste water, large pollution and complex process; in addition, the common strong acid hydrolysis method can be adopted to prepare the xylo-oligosaccharide, the yield of the xylo-oligosaccharide is low, the byproducts are more, and the product quality is not high.
Disclosure of Invention
Aiming at the defects in the prior art, the invention aims to provide the method for producing the xylo-oligosaccharide with the assistance of the amino acid, and the method has the technical advantages of high yield of the xylo-oligosaccharide, few byproducts of xylose and furfural and the like.
In order to solve the technical problems, the invention adopts the following technical scheme:
a method for producing xylo-oligosaccharide with the assistance of amino acid comprises the steps of raw material hydrolysis, solid-liquid separation, product drying and the like; acidic amino acid is added in the step of preparing the sugar solution rich in xylo-oligosaccharide by hydrolyzing agricultural and forestry biomass raw materials or xylan raw materials.
The amino acid is glutamic acid and/or aspartic acid.
The method for producing xylo-oligosaccharide with the assistance of amino acid comprises the steps of heating and stirring in the hydrolysis preparation process, wherein the stirring speed is 30-100 rmp, the temperature is 140-170 ℃, and the time is 0.15-2.0 h.
The method for producing xylo-oligosaccharide with the assistance of amino acid comprises the step of adding 1-5% of amino acid by mass.
The method for producing xylo-oligosaccharide with the assistance of amino acid comprises the steps of adding a xylan raw material and an acidic glutamic acid solution into a mechanical stirring type stainless steel high-pressure reaction tank, sealing, stirring at 120rpm, heating to 150 ℃, and keeping the temperature for 50 min; and after the reaction is finished and the temperature of the reaction tank is reduced to room temperature, putting the solid-liquid mixture after the reaction into a vacuum pulp washer, and separating unhydrolyzed solid matters and hydrolyzed sugar liquor through extrusion and filtration, wherein the hydrolyzed sugar liquor is the prepared sugar liquor rich in xylo-oligosaccharide.
The raw material is selected from agricultural and forestry biomass raw materials or xylan raw materials rich in xylan. Such as agricultural and forestry biomass, lignocellulosic feedstocks, including alkali-extracted xylans, stover, corn cobs, bagasse, and the like.
Has the advantages that: compared with the prior art, the invention has the advantages that:
1) according to the invention, the hydrolysis of xylan is assisted and promoted by adding acidic amino acid, compared with inorganic acid, the produced polysaccharide is not easy to excessively degrade, the yield is high, and byproducts such as xylose and furfural are less.
2) The invention selects amino acid as auxiliary hydrolysis reagent of xylan, which can be directly mixed with xylo-oligosaccharide to prepare the feed additive containing amino acid type xylo-oligosaccharide without separation.
3) The invention has simple production process and green product, and can be used for various xylan raw materials (agriculture and forestry biomass, wood fiber raw materials, including alkali-extracted xylan, straw, corncob, bagasse and the like).
Drawings
FIG. 1 is a diagram of the product analysis in example 4, in which Xylose: xylose; x2: xylobiose; x3: xylotriose; x4: d, xylotetraose; x5: wood five ponds; x6: xylohexaose; GA: glutamic acid.
Detailed Description
The present application is further described with reference to specific examples.
The following examples use high performance anion exchange chromatography to analyze the sugar component of the product under chromatographic conditions: american Saimer fly ICS5000 type ion chromatography, configured CarboPac TM PA200(3mm × 250mm) chromatographic column, PAD integrated ampere detector, column temperature 30 deg.C, sample volume 10 μ L; and (3) carrying out binary gradient elution by using 100mmol/L sodium hydroxide and 500mmol/L sodium acetate as mobile phases at the flow rate of 0.3 mL/min.
Example 1
Adding 1000g of crushed corncobs and 5L of 0.75% (mass fraction) sulfuric acid solution into a 10L mechanical stirring type stainless steel high-pressure reaction tank, sealing, stirring at 60rpm, heating to 160 ℃, and keeping the temperature for 25 min; and after the reaction is finished, cooling the reaction body tank to room temperature, putting the solid-liquid mixture after the reaction into a vacuum pulp washer, and separating unhydrolyzed solid matters and the corncob hemicellulose hydrolysis sugar liquid by extrusion and filtration. The sugar components of the hydrolysate sample (product 1) obtained were analyzed by high performance anion exchange chromatography, and as a result, as shown in table 1, the main components thereof were Xylose to xylohexaose (Xylose), xylobiose (X2), xylotriose (X3), xylotetraose (X4), xylopentaose (X5), xylohexaose (X6)), amounting to 81.2%, with xylooligosaccharide (total amount of xylobiose to xylohexaose) amounting to 16.6%; in addition, the furfural yield was 2.1%.
Example 2
Adding 1000g of crushed corncobs and 5L of pure water into a 10L mechanical stirring type stainless steel high-pressure reaction tank, sealing, starting stirring (60rpm), heating to 180 ℃, and keeping the temperature for 50 min; and after the reaction is finished, cooling the reaction body tank to room temperature, putting the solid-liquid mixture after the reaction into a vacuum pulp washer, and separating unhydrolyzed solid matters and the corncob hemicellulose hydrolysis sugar liquid by extrusion and filtration. The obtained hydrolysate sample was analyzed for sugar components by high performance anion exchange chromatography, and the results are shown in table 1, wherein the main components of the hydrolysate sample are xylose to xylohexaose, accounting for 35.9%, and the total content of xylo-oligosaccharide is 24.8%; furthermore, the furfural yield was 0.8%.
Example 3
Adding 1000g of crushed corncobs and 5L of 2.5% (mass fraction) glutamic acid solution into a 10L mechanical stirring type stainless steel high-pressure reaction tank, sealing, stirring at 60rpm, heating to 160 ℃, and keeping the temperature for 45 min; and after the reaction is finished, cooling the reaction body tank to room temperature, putting the solid-liquid mixture after the reaction into a vacuum pulp washer, and separating unhydrolyzed solid matters and the corncob hemicellulose hydrolysis sugar liquid by extrusion and filtration. The obtained hydrolysate sample was analyzed for sugar components by high performance anion exchange chromatography, and the results are shown in table 1, wherein the main components of the hydrolysate sample are from xylose to xylohexaose, accounting for 79.5%, and the total content of xylo-oligosaccharide is 50.7%; furthermore, the furfural yield was 0.4%.
Example 4
Adding 1000g birch xylan and 5% (mass fraction) glutamic acid solution 5L into a mechanical stirring type stainless steel high-pressure reaction tank of 10L, sealing, stirring (120rpm), heating to 150 deg.C, and keeping the temperature for 50 min; and after the reaction is finished, cooling the reaction tank to room temperature, putting the solid-liquid mixture after the reaction into a vacuum pulp washer, and separating unhydrolyzed solid matters and birch hemicellulose hydrolysis sugar liquid by extrusion and filtration. The obtained hydrolysate sample is analyzed for sugar components by high performance anion exchange chromatography, the analysis map is shown in figure 1, the result is shown in table 1, the main components of the hydrolysate sample are xylose to xylohexaose, the total content is 85.1%, and the total content of xylo-oligosaccharide is 53.4%; in addition, the furfural yield is 0.5%.
Example 5
Adding 1000g of birch xylan and 5L of 6% (mass fraction) aspartic acid solution into a 10L mechanically-stirred stainless steel high-pressure reaction tank, sealing, stirring (100rpm), heating to 170 ℃, and keeping the temperature for 25 min; and after the reaction is finished, cooling the reaction tank to room temperature, putting the solid-liquid mixture after the reaction into a vacuum pulp washer, and separating unhydrolyzed solid matters and birch hemicellulose hydrolysis sugar liquid by extrusion and filtration. The obtained hydrolysate sample was analyzed for sugar components by high performance anion exchange chromatography, and the results are shown in table 1, the main components of the hydrolysate sample are xylose to xylohexaose, accounting for 83.5%, wherein the total content of xylo-oligosaccharide is 50.4%; furthermore, the furfural yield was 0.8%.
Example 6
Adding 1000g of crushed bagasse and 5 percent (mass fraction) of glutamic acid solution 5L into a mechanical stirring type stainless steel high-pressure reaction tank of 10L, sealing, starting stirring (60rpm), heating to 110 ℃, and keeping the temperature for 70 min; after the reaction is finished, cooling the reaction tank to room temperature, putting the solid-liquid mixture after the reaction into a vacuum pulp washer, and separating unhydrolyzed solid matters and bagasse hemicellulose hydrolysis sugar liquid by extrusion and filtration. The obtained hydrolysate sample was analyzed for sugar components by high performance anion exchange chromatography, and the results are shown in table 1, wherein the main components of the hydrolysate sample are xylose to xylohexaose, accounting for 38.1%, and the total content of xylo-oligosaccharide is 24.5%; furthermore, the furfural yield was 0.6%.
Example 7
Adding 1000g of crushed bagasse and 5 percent (mass fraction) of glutamic acid solution 5L into a mechanical stirring type stainless steel high-pressure reaction tank of 10L, sealing, starting stirring (60rpm), heating to 170 ℃, and keeping the temperature for 40 min; after the reaction is finished, cooling the reaction tank to room temperature, putting the solid-liquid mixture after the reaction into a vacuum pulp washer, and separating unhydrolyzed solid matters and bagasse hemicellulose hydrolysis sugar liquid by extrusion and filtration. The obtained hydrolysate sample (product 7) was analyzed for its sugar components by high performance anion exchange chromatography, and the results are shown in table 1, in which the main component was 82.1% of xylose to xylohexaose, and 51.3% of xylo-oligosaccharide; furthermore, the furfural yield was 0.6%.
Table 1 table of product composition results
Figure BDA0003657703010000041
The results in table 1 show that the hydrolysis of xylan is assisted and promoted by adding acidic amino acid, compared with inorganic acid, the produced xylan is not easy to excessively degrade, the yield is high, and byproducts of xylose and furfural are less; the method has technical universality and can be used for various xylan raw materials (agriculture and forestry biomass, wood fiber raw materials, including alkali-extracted xylan, straws, corn cobs, bagasse and the like); the kind, amount, time and temperature of amino acid in the present invention are strictly controlled. The treatment time is long and the energy consumption is high when the concentration of the amino acid is too low; products with excessively high temperature and time and excessively long time are easy to excessively degrade and reduce the yield; appropriate conditions and proportions are required.
The invention selects amino acid as auxiliary hydrolysis reagent of xylan, which can be directly mixed with xylo-oligosaccharide to prepare the feed additive containing amino acid type xylo-oligosaccharide without separation.

Claims (6)

1. The method for producing xylo-oligosaccharide with the assistance of amino acid comprises the steps of raw material hydrolysis, solid-liquid separation and product drying, and is characterized in that: an acidic amino acid is added in the raw material hydrolysis step.
2. The method for the amino acid-assisted production of xylo-oligosaccharide according to claim 1, characterized in that: the amino acid is glutamic acid and/or aspartic acid.
3. The method for the amino acid-assisted production of xylo-oligosaccharide according to claim 1, characterized in that: heating and stirring are carried out in the hydrolysis preparation, the stirring speed is 30-100 rmp, the temperature is 140-170 ℃, and the time is 0.15-2.0 h.
4. The method for the amino acid-assisted production of xylo-oligosaccharide according to claim 1, characterized in that: the mass fraction of the added amino acid is 1-5%.
5. The method for the amino acid-assisted production of xylo-oligosaccharide according to claim 1, characterized in that: adding the raw materials and the acidic glutamic acid solution into a mechanical stirring type stainless steel high-pressure reaction tank, sealing, stirring at 120rpm, heating to 150 ℃, and keeping the temperature for 50 min; and after the reaction is finished and the temperature of the reaction tank is reduced to room temperature, putting the solid-liquid mixture after the reaction into a vacuum pulp washer, and separating unhydrolyzed solid matters and hydrolyzed sugar liquor through extrusion and filtration, wherein the hydrolyzed sugar liquor is the prepared sugar liquor rich in xylo-oligosaccharide.
6. The method for the amino acid-assisted production of xylo-oligosaccharide according to claim 1, characterized in that: the raw material is selected from agricultural and forestry biomass raw materials or xylan raw materials rich in xylan.
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116751235A (en) * 2023-06-07 2023-09-15 南京林业大学 Method for producing xylo-oligosaccharide through aspartic acid-assisted steam explosion treatment

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1680415A (en) * 2004-04-05 2005-10-12 山东龙力生物科技有限公司 Preparation of oligo-wood sugar
CN105273032A (en) * 2015-10-20 2016-01-27 吉林农业大学 Method for preparing rare ginsenoside by hydrolyzing ginsenoside with acidic amino acid
CN105907896A (en) * 2016-05-16 2016-08-31 中国科学院广州能源研究所 Method for co-producing high-concentration xylose and xylooligosaccharide by utilizing wood fiber raw materials
CN110256510A (en) * 2019-06-06 2019-09-20 南京林业大学 A method of producing multicomponent xylo-oligosaccharide
CN110616238A (en) * 2019-10-28 2019-12-27 南京林业大学 Method for producing xylooligosaccharide by catalyzing xylonic acid
CA3107292A1 (en) * 2019-10-28 2021-04-28 Nanjing Forestry University Method for producing xylooligosaccharides under catalysis of xylonic acid
CN113088582A (en) * 2021-04-15 2021-07-09 南京林业大学 Method for preparing xylo-oligosaccharide by two-step lactic acid catalytic hydrolysis
CN113151614A (en) * 2021-03-17 2021-07-23 南京林业大学 Method for preparing xylooligosaccharide from agricultural and forestry waste through two-step acetic acid hydrolysis

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1680415A (en) * 2004-04-05 2005-10-12 山东龙力生物科技有限公司 Preparation of oligo-wood sugar
CN105273032A (en) * 2015-10-20 2016-01-27 吉林农业大学 Method for preparing rare ginsenoside by hydrolyzing ginsenoside with acidic amino acid
CN105907896A (en) * 2016-05-16 2016-08-31 中国科学院广州能源研究所 Method for co-producing high-concentration xylose and xylooligosaccharide by utilizing wood fiber raw materials
CN110256510A (en) * 2019-06-06 2019-09-20 南京林业大学 A method of producing multicomponent xylo-oligosaccharide
CN110616238A (en) * 2019-10-28 2019-12-27 南京林业大学 Method for producing xylooligosaccharide by catalyzing xylonic acid
CA3107292A1 (en) * 2019-10-28 2021-04-28 Nanjing Forestry University Method for producing xylooligosaccharides under catalysis of xylonic acid
CN113151614A (en) * 2021-03-17 2021-07-23 南京林业大学 Method for preparing xylooligosaccharide from agricultural and forestry waste through two-step acetic acid hydrolysis
CN113088582A (en) * 2021-04-15 2021-07-09 南京林业大学 Method for preparing xylo-oligosaccharide by two-step lactic acid catalytic hydrolysis

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116751235A (en) * 2023-06-07 2023-09-15 南京林业大学 Method for producing xylo-oligosaccharide through aspartic acid-assisted steam explosion treatment

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