CN114836584B - Method for producing xylo-oligosaccharide with assistance of amino acid - Google Patents

Method for producing xylo-oligosaccharide with assistance of amino acid Download PDF

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CN114836584B
CN114836584B CN202210567065.9A CN202210567065A CN114836584B CN 114836584 B CN114836584 B CN 114836584B CN 202210567065 A CN202210567065 A CN 202210567065A CN 114836584 B CN114836584 B CN 114836584B
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amino acid
raw material
xylan
oligosaccharide
xylo
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CN114836584A (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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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Organic Chemistry (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Sustainable Development (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

The application discloses a method for producing xylooligosaccharide by amino acid assistance, which comprises the steps of raw material hydrolysis, solid-liquid separation and product drying preparation, wherein acidic amino acid is added in the raw material hydrolysis step. According to the application, the xylan hydrolysis is promoted by adding acidic amino acid, and 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 application selects amino acid as the auxiliary hydrolysis reagent of xylan, and can be directly and jointly mixed with xylo-oligosaccharide to prepare the feed additive containing amino acid type xylo-oligosaccharide. The application has simple production process and green product, and can be used for various xylan raw materials.

Description

Method for producing xylo-oligosaccharide with assistance of amino acid
Technical Field
The application belongs to the technical field of comprehensive utilization of agriculture and forestry biomass, relates to a preparation technology of xylo-oligosaccharide, and in particular relates to a method for producing xylo-oligosaccharide by amino acid assistance.
Background
The xylooligosaccharide is used as a non-digestible oligosaccharide and a functional food or feed additive, is a super-strong prebiotic, and can activate various immune cell activities through probiotics in intestinal tracts; under the traction and drive of the high-speed development of industries such as green animal breeding and health care, ecological agriculture and the like, the development prospect of xylooligosaccharide products derived from agriculture and forestry biomass is wide. At present, the main production method of xylooligosaccharide is that endo xylanase is adopted for hydrolysis after xylan is dissolved by alkali, and the method has the advantages of more waste water, large pollution and complex process; in addition, the ordinary strong acid hydrolysis method can be adopted to prepare the xylo-oligosaccharide, the xylo-oligosaccharide yield is low, byproducts are more, and the product quality is not high.
Disclosure of Invention
Aiming at the defects existing in the prior art, the technical problem to be solved by the application is to provide the method for producing the xylo-oligosaccharide by amino acid assistance, which has the technical advantages of high xylo-oligosaccharide yield, less byproduct xylose and furfural and the like.
In order to solve the technical problems, the application adopts the following technical scheme:
a method for producing xylo-oligosaccharide with the assistance of amino acid, which 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 sugar solution rich in xylooligosaccharide by hydrolyzing the agriculture and forestry biomass raw material or the xylan raw material.
The amino acid is glutamic acid and/or aspartic acid.
The method for producing the xylo-oligosaccharide by the aid of the amino acid is 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.
In the method for producing the xylooligosaccharide by the aid of the amino acid, the mass fraction of the added amino acid is 1-5%.
In the method for producing the xylooligosaccharide by the aid of the amino acid, a xylan raw material and an acidic glutamic acid solution are added into a mechanically stirred stainless steel high-pressure reaction tank, and after sealing, stirring is started at 120rpm, and the mixture is heated to 150 ℃ and kept for 50min; after the reaction is finished, the reactor tank is cooled to room temperature, the reacted solid-liquid mixture is filled into a vacuum pulp washer, and the solid matters which are not hydrolyzed and hydrolyzed sugar liquid are separated through extrusion and filtration, and the hydrolyzed sugar liquid is the sugar liquid which is rich in xylooligosaccharide and is prepared.
The raw material is selected from an agricultural and forestry biomass raw material rich in xylan or a xylan raw material. Such as agricultural and forestry biomass, lignocellulosic feedstocks including alkali extracted xylan, straw, corn cob, bagasse, and the like.
The beneficial effects are that: compared with the prior art, the application has the advantages that:
1) According to the application, the xylan hydrolysis is promoted by adding acidic amino acid, and 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.
2) The application selects amino acid as the auxiliary hydrolysis reagent of xylan, and can be directly and jointly mixed with xylo-oligosaccharide to prepare the feed additive containing amino acid type xylo-oligosaccharide.
3) The application has simple production process and green products, and can be used for various xylan raw materials (agriculture and forestry biomass, wood fiber raw materials, including alkali extraction xylan, straw, corncob, bagasse and the like).
Drawings
FIG. 1 is a chart of analysis of the product of example 4, in which Xylose: xylose; x2: xylobiose; x3: xylotriose; x4: xylotetraose; x5: wood five ponds; x6: a xylohexose; GA: glutamic acid.
Detailed Description
The application will be further illustrated with reference to specific examples.
The following examples analyze the sugar components in the product using high performance anion exchange chromatography, chromatographic conditions: siemens Fei ICS5000 ion chromatography, configuration of CarboPac TM PA200 (3 mm. Times.250 mm) chromatographic column, PAD integral amperometric detector, column temperature 30 ℃, sample injection volume 10. Mu.L; binary gradient leaching is carried out by taking 100mmol/L sodium hydroxide and 500mmol/L sodium acetate as mobile phases, and the flow rate is 0.3mL/min.
Example 1
1000g of crushed corncob and 0.75 mass percent of sulfuric acid solution 5L are added into a 10L mechanical stirring type stainless steel high-pressure reaction tank, stirring (60 rpm) is started after sealing, and the mixture is heated to 160 ℃ and kept for 25min; after the reaction is finished, the solid-liquid mixture after the reaction is cooled to room temperature in a reaction tank is filled into a vacuum pulp washer, and the solid which is not hydrolyzed and the corn cob hemicellulose hydrolysis sugar solution are separated through extrusion and filtration. The sugar component of the obtained hydrolysate sample (product 1) is analyzed by adopting high-efficiency anion exchange chromatography, and the result is shown in table 1, wherein the main components of the hydrolysate sample are Xylose to xylohexaose (Xylose), xylobiose (X2), xylotriose (X3), xylotetraose (X4), xylopentaose (X5) and xylohexaose (X6)), and the total amount of the xylooligosaccharide (total amount of xylobiose to xylohexaose) is 81.2 percent; in addition, the yield of furfural is 2.1%.
Example 2
Adding 1000g of crushed corncob and 5L of pure water into a 10L mechanical stirring type stainless steel high-pressure reaction tank, sealing, starting stirring (60 rpm), heating to 180 ℃ and preserving heat for 50min; after the reaction is finished, the solid-liquid mixture after the reaction is cooled to room temperature in a reaction tank is filled into a vacuum pulp washer, and the solid which is not hydrolyzed and the corn cob hemicellulose hydrolysis sugar solution are separated through extrusion and filtration. The obtained hydrolysate sample adopts high-efficiency anion exchange chromatography to analyze the sugar component, the result is shown in table 1, the main component is xylose to xylohexase, the total is 35.9%, and the total amount of xylooligosaccharide is 24.8%; in addition, the yield of the furfural is 0.8%.
Example 3
1000g of crushed corncob and 2.5 mass percent of glutamic acid solution 5L are added into a 10L mechanical stirring type stainless steel high-pressure reaction tank, stirring (60 rpm) is started after sealing, and the mixture is heated to 160 ℃ and kept for 45min; after the reaction is finished, the solid-liquid mixture after the reaction is cooled to room temperature in a reaction tank is filled into a vacuum pulp washer, and the solid which is not hydrolyzed and the corn cob hemicellulose hydrolysis sugar solution are separated through extrusion and filtration. The obtained hydrolysate sample adopts high-efficiency anion exchange chromatography to analyze the sugar component, the result is shown in table 1, the main component is xylose to xylohexase, the total is 79.5%, and the total amount of xylooligosaccharide is 50.7%; in addition, the yield of the furfural is 0.4%.
Example 4
Adding 1000g of betulinic anhydride and 5% (mass fraction) of glutamic acid solution 5L into a 10L mechanical stirring stainless steel high-pressure reaction tank, sealing, stirring (120 rpm), heating to 150 ℃, and preserving heat for 50min; after the reaction is finished, the solid-liquid mixture after the reaction is cooled to room temperature in a reaction tank is filled into a vacuum pulp washer, and the solid which is not hydrolyzed and the birch hemicellulose hydrolysis sugar solution are separated through extrusion and filtration. The obtained hydrolysate sample adopts high-efficiency anion exchange chromatography to analyze the sugar component, the analysis chart is shown in figure 1, the result is shown in table 1, the main component is xylose to xylohexaose, the total is 85.1%, and the total amount of xylooligosaccharide is 53.4%; in addition, the yield of the furfural 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 (100 rpm) and heating to 170 ℃ for 25min; after the reaction is finished, the solid-liquid mixture after the reaction is cooled to room temperature in a reaction tank is filled into a vacuum pulp washer, and the solid which is not hydrolyzed and the birch hemicellulose hydrolysis sugar solution are separated through extrusion and filtration. The obtained hydrolysate sample adopts high-efficiency anion exchange chromatography to analyze the sugar component, the result is shown in table 1, the main component is xylose to xylohexase, the total is 83.5%, and the total amount of xylooligosaccharide is 50.4%; in addition, the yield of the furfural is 0.8%.
Example 6
1000g of crushed bagasse and 5 percent (mass fraction) of glutamic acid solution 5L are added into a 10L mechanical stirring type stainless steel high-pressure reaction tank, stirring (60 rpm) is started after sealing, and the mixture is heated to 110 ℃ and kept for 70 minutes; after the reaction is finished, the solid-liquid mixture after the reaction is cooled to room temperature in a reactor tank is filled into a vacuum pulp washer, and the solid which is not hydrolyzed and bagasse hemicellulose hydrolysis sugar solution are separated through extrusion and filtration. The obtained hydrolysate sample adopts high-efficiency anion exchange chromatography to analyze the sugar component, the result is shown in table 1, the main component is xylose to xylohexase, the total is 38.1%, and the total amount of xylooligosaccharide is 24.5%; in addition, the yield of the furfural is 0.6%.
Example 7
1000g of crushed bagasse and 5 percent (mass fraction) of glutamic acid solution 5L are added into a 10L mechanical stirring type stainless steel high-pressure reaction tank, stirring (60 rpm) is started after sealing, and the mixture is heated to 170 ℃ and kept for 40 minutes; after the reaction is finished, the solid-liquid mixture after the reaction is cooled to room temperature in a reactor tank is filled into a vacuum pulp washer, and the solid which is not hydrolyzed and bagasse hemicellulose hydrolysis sugar solution are separated through extrusion and filtration. The sugar component of the obtained hydrolysate sample (product 7) is analyzed by adopting high-efficiency anion exchange chromatography, the result is shown in table 1, the main component of the hydrolysate sample is 82.1 percent of xylose to xylohexasaccharide, and the total amount of xylooligosaccharide is 51.3 percent; in addition, the yield of the furfural is 0.6%.
TABLE 1 results Table of the product compositions
As shown in the results of Table 1, the method helps to promote the hydrolysis of xylan by adding acidic amino acid, and compared with inorganic acid, the produced xylan is not easy to excessively degrade, the yield is high, and byproducts, namely xylose and furfural are few; the method has technical universality and can be used for various xylan raw materials (agriculture and forestry biomass, wood fiber raw materials, including alkali extraction xylan, straw, corncob, bagasse and the like); the type, amount, time and temperature of the amino acid in the application need to be strictly controlled. The treatment time of the amino acid concentration is too low, and the energy consumption is high; excessive degradation yield reduction easily occurs to products with excessively high temperature and time; suitable conditions and proportions are required.
The application selects amino acid as the auxiliary hydrolysis reagent of xylan, and can be directly and jointly mixed with xylo-oligosaccharide to prepare the feed additive containing amino acid type xylo-oligosaccharide.

Claims (3)

1. The method for producing the xylo-oligosaccharide by amino acid assistance 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; the amino acid is glutamic acid and/or aspartic acid; heating and stirring in the hydrolysis step, wherein the stirring speed is 30-100 rpm, the temperature is 140-170 ℃ and the time is 0.15-2.0 h; the mass fraction of the added amino acid is 1-5%.
2. The method for producing xylooligosaccharide by amino acid assistance according to claim 1, wherein the method comprises the following steps: the raw material is selected from an agricultural and forestry biomass raw material rich in xylan or a xylan raw material.
3. A method for producing xylo-oligosaccharide with the assistance of amino acid is characterized in that: 1000g of raw material and 5L of 5% acid glutamic acid solution by mass fraction are added into a 10L mechanical stirring type stainless steel high-pressure reaction tank, stirring is started after sealing, and the mixture is heated to 150 ℃ and kept for 50min; after the reaction is finished, cooling the reaction tank to room temperature, loading the reacted solid-liquid mixture into a vacuum pulp washer, and separating unhydrolyzed solid and hydrolyzed sugar liquid by extrusion and filtration, wherein the hydrolyzed sugar liquid is the prepared sugar liquid rich in xylooligosaccharide.
CN202210567065.9A 2022-05-23 2022-05-23 Method for producing xylo-oligosaccharide with assistance of amino acid Active CN114836584B (en)

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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

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