CN110616238B - Method for producing xylooligosaccharide by catalyzing xylonic acid - Google Patents
Method for producing xylooligosaccharide by catalyzing xylonic acid Download PDFInfo
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Abstract
The invention discloses a method for producing xylo-oligosaccharide by using xylonic acid as a catalyst, wherein the method for producing xylo-oligosaccharide by using xylonic acid comprises the steps of mixing a xylan raw material with xylonic acid, heating and stirring; according to the mass parts, the xylose raw material is 1 part, and the xylonic acid is 5-12 parts; a method for producing xylo-oligosaccharide by fermentation and catalysis comprises mixing xylose with thallus, adjusting pH, and stirring at low temperature; adding xylan material, heating and stirring. The invention utilizes the reaction of microbial whole-cell biological oxidation xylose to xylonic acid, and the generated xylonic acid is used as a catalyst, compared with acetic acid and other inorganic acids, the produced glycan is not easy to excessively degrade, the yield is high, and the byproduct xylose furfural is less.
Description
Technical Field
The invention belongs to the technical field of food engineering and chemical engineering, and particularly relates to a method for producing xylooligosaccharide by catalyzing xylonic acid.
Background
Xylo-oligosaccharide is also called xylo-oligosaccharide which is mainly derived from hydrolysis of xylan in wood fiber, is used as a functional food or feed additive, cannot be absorbed by a digestive system, but can selectively proliferate bifidobacteria in intestinal tract and simultaneously activate multiple immune cell activities; therefore, under the traction and driving of the high-speed development of the industries such as human big health, micro-ecology, food safety, green animal breeding, ecological agriculture and the like, the xylo-oligosaccharide product derived from the wood fiber has very wide development prospect as a super-strong prebiotic. When the current xylo-oligosaccharide production is mainly carried out by catalyzing and hydrolyzing alkaline-extracted xylan by using an endo-xylanase preparation, the method depends on high-price biological enzyme, the cost is high, the period is long, and the alkaline extraction treatment process is complex and difficult; 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
This section is for the purpose of summarizing some aspects of embodiments of the invention and to briefly introduce some preferred embodiments. In this section, as well as in the abstract and the title of the invention of this application, simplifications or omissions may be made to avoid obscuring the purpose of the section, the abstract and the title, and such simplifications or omissions are not intended to limit the scope of the invention.
The present invention has been made in view of the above-mentioned technical drawbacks.
Therefore, as one aspect of the present invention, the present invention overcomes the deficiencies of the prior art and provides a method for producing xylooligosaccharide by xylonic acid catalysis.
In order to solve the technical problems, the invention provides the following technical scheme: a method for producing xylooligosaccharide with xylonic acid comprises mixing xylan raw material and xylonic acid, heating and stirring; according to the mass parts, the xylose raw material accounts for 1 part, and the xylonic acid accounts for 5-12 parts.
The preferable scheme of the method for producing xylooligosaccharide by using xylonic acid provided by the invention is as follows: the xylan raw material is xylan and/or a wood fiber raw material containing xylan.
The preferable embodiment of the method for producing xylooligosaccharide by using xylonic acid according to the present invention is that: the heating and stirring reaction is carried out, wherein the stirring speed is 30-100 rmp, the temperature is 130-170 ℃, and the time is 0.25-2.0 h.
The preferable scheme of the method for producing xylooligosaccharide by using xylonic acid provided by the invention is as follows: cooling, adjusting the pH value, adding thalli, and stirring at low temperature; adding xylan material, heating and stirring.
The preferable scheme of the method for producing xylooligosaccharide by using xylonic acid provided by the invention is as follows: the thalli is xylose oxidizing bacillus, and the weight is 0.01-0.1 part.
The preferable scheme of the method for producing xylooligosaccharide by using xylonic acid provided by the invention is as follows: and after the temperature is reduced, adjusting the pH value to room temperature, then adjusting the pH value to weak acidity, stirring at low temperature, wherein the temperature is 25-35 ℃, and the stirring speed is 100-200 rmp.
The preferable scheme of the method for producing xylooligosaccharide by using xylonic acid provided by the invention is as follows: the mixing of the xylan raw material and the xylonic acid is different from the xylan raw material added to the xylan raw material.
As another aspect of the invention, the invention overcomes the deficiency existing in the prior art, provide a method for producing xylo-oligosaccharide by fermentation catalysis, it includes, mix xylose with thalli, regulate pH, stir at low temperature; adding xylan material, heating and stirring.
As a preferable scheme of the method for producing xylooligosaccharide by fermentation catalysis, the method comprises the following steps: the thalli is xylose oxidizing bacillus, and the xylan raw material xylan and/or a wood fiber raw material containing xylan; according to the mass parts, the xylose accounts for 1 part, the thalli accounts for 0.01-0.1 part, and the xylan raw material accounts for 1-5 parts.
As a preferable scheme of the method for producing xylooligosaccharide by fermentation catalysis, the method comprises the following steps: and adjusting the pH value of the xylose solution to be weakly acidic, stirring at a low temperature of 25-35 ℃ at a stirring speed of 100-200 rmp, heating and stirring for reaction at a stirring speed of 30-100 rmp at a temperature of 130-170 ℃ for 0.25-2.0 h.
The invention has the beneficial effects that:
the method adopts the xylonic acid as the catalyst, so that the yield is high, and the byproduct xylose furfural is less; the invention selects biological oxidation and electrodialysis coupling technology to convert xylose into xylonic acid, wherein the xylonic acid can be recovered as self-supply catalyst and xylo-oligosaccharide product is purer.
Drawings
In order to more clearly illustrate the technical solutions of the embodiments of the present invention, the drawings needed to be used in the description of the embodiments will be briefly introduced below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and it is obvious for those skilled in the art to obtain other drawings based on these drawings without inventive exercise. Wherein:
FIG. 1 is a flow chart of the production process in example 6.
FIG. 2 is a schematic diagram of the electrodialysis reaction in example 6.
FIG. 3 is a high performance anion exchange chromatography profile of example 1.
Detailed Description
In order to make the aforementioned objects, features and advantages of the present invention comprehensible, embodiments accompanied with examples are described in detail below.
In the following description, numerous specific details are set forth in order to provide a thorough understanding of the present invention, but the present invention may be practiced in other ways than those specifically described and will be readily apparent to those of ordinary skill in the art without departing from the spirit of the present invention, and therefore the present invention is not limited to the specific embodiments disclosed below.
Furthermore, the references herein to "one embodiment" or "an embodiment" refer to a particular feature, structure, or characteristic that may be included in at least one implementation of the present invention. The appearances of the phrase "in one embodiment" in various places in the specification are not necessarily all referring to the same embodiment, nor are separate or alternative embodiments mutually exclusive of other embodiments.
Example 1:
adding 50g of corncob alkali extracted xylan and 500mL of 5% (mass fraction) xylonic acid solution into a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, starting stirring (50rpm), heating to 150 ℃, and keeping the temperature for 75 min; 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 xylan hydrolysate (the hydrolysate is mainly a mixed solution of xylose, xylonic acid and xylooligosaccharide) through extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Saimerfii ICS5000 type ion chromatography, configured with CarboPacTM PA200(3mm × 250mm) chromatographic column, PAD integrated ampere detector, column temperature 30 ℃, 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. The analysis map of the kit is shown in fig. 3, Xylonic Acid (XA) and Xylose (Xylose), xylobiose (X2), xylotriose (X3), xylotetraose (X4), xylopentaose (X5), xylohexaose (X6), xyloheptaose (X7), and xylooctaose (X8) can be simultaneously detected. Wherein the main components are xylose to xylo-octaose, the yields are respectively 27.6%, 19.2%, 13.1%, 8.8%, 5.9%, 2.5%, 1.6% and 1.3%, accounting for 80%, wherein the total content of xylo-oligosaccharide is 52.4%; in addition, the furfural yield was 0.05%.
In addition, the specific operation of the binary gradient elution with 100mmol/L sodium hydroxide (NaOH) and 500mmol/L sodium acetate (NaAc) as mobile phases is shown in the following table:
example 2:
adding 50g of corncob alkali extracted xylan and 500mL of 10% (mass fraction) xylonic acid solution into a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, starting stirring (50rpm), heating to 160 ℃, and keeping the temperature for 45 min; 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 xylan hydrolysate (the hydrolysate is mainly a mixed solution of xylose, xylonic acid and xylooligosaccharide) through extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Sammerfel ICS5000 type ion chromatography, configured with a CarboPacTM PA200(3mm × 250mm) chromatographic column, a PAD integrated amperometric detector, a column temperature of 30 ℃, and a sample injection volume of 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. The analysis map shows that Xylonic Acid (XA), Xylose (Xylose), xylobiose (X2), xylotriose (X3), xylotetraose (X4), xylopentaose (X5), xylohexaose (X6), xyloheptaose (X7) and xylooctaose (X8) can be simultaneously detected. The main components are xylose to xylo-octaose, the yields are respectively 30.5%, 17.2%, 13.2%, 9.1%, 6.8%, 3.9%, 2.6% and 1.7%, and the total is 86.2%, wherein the total content of xylo-oligosaccharide is 55.7%; in addition, the furfural yield was 0.07%. Neutralizing the xylan hydrolysate with sodium hydroxide to pH5.5, adding the neutralized xylan hydrolysate and 2g/L of gluconobacter oxydans into a 2L bioreactor at the same time for biological oxidation reaction, wherein the biological oxidation reaction conditions are as follows: the temperature is 30 ℃, the stirring speed is 150rpm, the air introduction amount is 0.5vvm, the reaction time is 24 hours, and 98 percent of xylose is converted into xylonic acid; after the reaction is finished, the thalli and the fermentation liquor are centrifugally separated by a centrifugal machine, wherein the centrifugal conditions are as follows: 5000rpm, 5 min; the main components of the fermentation liquor are xylonic acid and xylo-oligosaccharide; and (3) placing the fermentation liquor in a bipolar membrane electrodialysis salt chamber, respectively adding 500mL of deionized water into an acid chamber and an alkali chamber, driving an electrodialysis reaction by an external direct-current power supply, detecting the separation reaction process by taking the conductivity of the salt chamber as a reference, and ending the stable reaction of the conductivity of the salt chamber after 1h of reaction, wherein the xylonic acid in the acid chamber is recovered by 96.8%, and the xylooligosaccharide recovery rate in the salt chamber is 100%.
Example 3:
adding 50g of corncob and 500mL of 5% (mass fraction) xylonic acid solution into a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, starting stirring (50rpm), heating to 170 ℃, and keeping the temperature for 15 min; 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 xylan hydrolysate (the hydrolysate is mainly mixed solution of xylose, xylonic acid and xylooligosaccharide) by extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Saimerfii ICS5000 type ion chromatography, configured with CarboPacTM PA200(3mm × 250mm) chromatographic column, PAD integrated ampere detector, column temperature 30 ℃, 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. The analysis map shows that Xylonic Acid (XA), Xylose (Xylose), xylobiose (X2), xylotriose (X3), xylotetraose (X4), xylopentaose (X5), xylohexaose (X6), xyloheptaose (X7) and xylooctaose (X8) can be simultaneously detected. The main components are xylose to xylo-octaose, the yields are respectively 16.2%, 15.8%, 10.2%, 9.3%, 6.1%, 4.8%, 2.5% and 1.8%, and the total is 66.7%, wherein the total content of xylo-oligosaccharide is 50%; in addition, the furfural yield was 0.03%. Neutralizing the xylan hydrolysate with sodium hydroxide to pH5.5, adding the neutralized xylan hydrolysate and 8g/L gluconobacter oxydans (American type strain collection ATCC 621H) into a 2L bioreactor for biological oxidation reaction, wherein the biological oxidation reaction conditions are as follows: the temperature is 30 ℃, the stirring speed is 150rpm, the air introduction amount is 0.5vvm, the reaction time is 12h, and 99 percent of xylose is converted into xylonic acid; after the reaction is finished, the thalli and the fermentation liquor are centrifugally separated by a centrifugal machine, wherein the centrifugal conditions are as follows: 5000rpm, 5 min; the main components of the fermentation liquor are xylonic acid and xylo-oligosaccharide; and (3) placing the fermentation liquor into a bipolar membrane electrodialysis salt chamber, adding 500mL of deionized water into an acid chamber and an alkali chamber respectively, driving an electrodialysis reaction by an external direct current power supply, detecting a separation reaction process by taking the conductivity of the salt chamber as a reference, and finishing the reaction after the stable conductivity reaction of the salt chamber after 1h reaction, wherein at the moment, 96.3% of xylonic acid in the acid chamber is recovered, and the recovery rate of xylooligosaccharide in the salt chamber is 100%.
Example 4:
adding 50g of bagasse dry powder and 500mL of 10% (mass fraction) xylonic acid solution into a 1L mechanically-stirred stainless steel high-pressure reaction tank, sealing, stirring (50rpm), heating to 150 ℃, and keeping the temperature for 60 min; 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 xylan hydrolysate (the hydrolysate is mainly mixed solution of xylose, xylonic acid and xylooligosaccharide) by extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Saimerfii ICS5000 type ion chromatography, configured with CarboPacTM PA200(3mm × 250mm) chromatographic column, PAD integrated ampere detector, column temperature 30 ℃, 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. Wherein Xylonic Acid (XA), Xylose (Xylose), xylobiose (X2), xylotriose (X3), xylotetraose (X4), xylopentaose (X5), xylohexaose (X6), xyloheptaose (X7) and xylooctaose (X8) can be detected simultaneously. The main components are xylose to xylo-octaose, the yield is respectively 35.2%, 16.5%, 12.1%, 8.2%, 6.3%, 4.4%, 3.6%, 1.9% and 1.6%, and the total yield is 89.8%, wherein the total yield of xylo-oligosaccharide is 54.6%; furthermore, the furfural yield was 0.08%. Neutralizing the xylan hydrolysate with sodium hydroxide to pH5.5, adding 2g/L of Bacillus flexuosus (American type strain Collection ATCC IFO 3264) into a 2L bioreactor for biological oxidation reaction, wherein the biological oxidation reaction conditions are as follows: the temperature is 30 ℃, the stirring speed is 150rpm, the air introduction amount is 0.5vvm, the reaction time is 12 hours, and 94 percent of xylose is converted into xylonic acid; after the reaction is finished, the thalli and the fermentation liquor are centrifugally separated by a centrifugal machine, wherein the centrifugal conditions are as follows: 5000rpm, 5 min; the main components of the fermentation liquor are xylonic acid and xylo-oligosaccharide; and (3) placing the fermentation liquor into a bipolar membrane electrodialysis salt chamber, adding 500mL of deionized water into an acid chamber and an alkali chamber respectively, driving an electrodialysis reaction by an external direct current power supply, detecting a separation reaction process by taking the conductivity of the salt chamber as a reference, and finishing the reaction after the stable conductivity reaction of the salt chamber after 1h reaction, wherein the recovery rate of xylonic acid in the acid chamber is 97.1%, and the recovery rate of xylooligosaccharide in the salt chamber is 100%.
Example 5:
adding 50g of corncob dry powder and 500mL of 5% (mass fraction) xylonic acid solution into a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, stirring (50rpm), heating to 150 ℃, and keeping the temperature for 70 min; 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 xylan hydrolysate (the hydrolysate is mainly mixed solution of xylose, xylonic acid and xylooligosaccharide) by extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Saimerfii ICS5000 type ion chromatography, configured with CarboPacTM PA200(3mm × 250mm) chromatographic column, PAD integrated ampere detector, column temperature 30 ℃, 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. The analysis map shows that Xylonic Acid (XA), Xylose (Xylose), xylobiose (X2), xylotriose (X3), xylotetraose (X4), xylopentaose (X5), xylohexaose (X6), xyloheptaose (X7) and xylooctaose (X8) can be simultaneously detected. Wherein the yields of main components from xylose to xylo-octaose are respectively 19.1%, 17.6%, 11.2%, 8.4%, 6.8%, 5.1%, 2.5% and 1.3%, and the total is 72%, wherein the total content of xylo-oligosaccharide is 52.9%; in addition, the furfural yield is 0.06%.
Example 6:
adding 50g of corncob alkali extracted xylan and 500mL of 10% (mass fraction) xylonic acid solution into a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, starting stirring (60rpm), heating to 150 ℃, and keeping the temperature for 45 min; 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 xylan hydrolysate (the hydrolysate is mainly a mixed solution of xylose, xylonic acid and xylooligosaccharide) through extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Saimerfii ICS5000 type ion chromatography, configured with CarboPacTM PA200(3mm × 250mm) chromatographic column, PAD integrated ampere detector, column temperature 30 ℃, 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. The main components of xylose to xylo-octaose have the yields of 25.6%, 15.8%, 12.2%, 10.1%, 5.5%, 4.2%, 2.8% and 1.7% respectively, accounting for 77.9% in total, wherein the xylo-oligosaccharide accounts for 52.3%; furthermore, the furfural yield was 0.04%. Neutralizing the xylan hydrolysate with sodium hydroxide to pH5.5, adding the neutralized xylan hydrolysate and 5g/L gluconobacter oxydans into a 2L bioreactor at the same time for biological oxidation reaction, wherein the biological oxidation reaction conditions are as follows: the temperature is 30 ℃, the stirring speed is 150rpm, the air introduction amount is 0.5vvm, the reaction time is 12h, and 98 percent of xylose is converted into xylonic acid; after the reaction is finished, the thalli and the fermentation liquor are centrifugally separated by a centrifugal machine, wherein the centrifugal conditions are as follows: 5000rpm, 5 min; the fermentation liquor mainly comprises xylonic acid and xylooligosaccharide; and (3) placing the fermentation liquor in a bipolar membrane electrodialysis salt chamber, respectively adding 500mL of deionized water into an acid chamber and an alkali chamber, driving an electrodialysis reaction by an external direct-current power supply, detecting the separation reaction process by taking the conductivity of the salt chamber as a reference, and ending the stable reaction of the conductivity of the salt chamber after 1h of reaction, wherein the recovery rate of xylonic acid in the acid chamber is 97.9%, the mass concentration is about 11%, and the recovery rate of xylooligosaccharide in the salt chamber is 100%.
Diluting 11% xylonic acid solution recovered from an acid room to 10%, mixing 500mL and 50g of corncob alkali extracted xylan in a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, starting stirring (60rpm), heating to 155 ℃, keeping the temperature for 45min, cooling the reaction tank to room temperature after the reaction is finished, putting the solid-liquid mixture after the reaction into a vacuum pulp washer, and separating unhydrolyzed solid matters and xylan hydrolysate (the hydrolysate is mainly mixed solution of xylose, xylonic acid and xylo-oligosaccharide) by extrusion and filtration, wherein the yields of xylose to xylooctaose are respectively 29.0%, 16.1%, 13.1%, 9.6%, 6.1%, 3.4%, 1.9% and 0.9%, and the total yield is 80.1%, wherein the total yield of xylo-oligosaccharide is 51.1%; furthermore, the furfural yield was 0.04%.
Example 7:
adding 50g of corncob dry powder and 500mL of 10% (mass fraction) xylonic acid solution into a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, stirring (50rpm), heating to 170 ℃, and keeping the temperature for 50 min; 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 xylan hydrolysate (the hydrolysate is mainly mixed solution of xylose, xylonic acid and xylooligosaccharide) by extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Saimerfii ICS5000 type ion chromatography, configured with CarboPacTM PA200(3mm × 250mm) chromatographic column, PAD integrated ampere detector, column temperature 30 ℃, 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. The main components of xylose to xylo-octaose have the yields of 72.6 percent, 8.2 percent, 6.1 percent, 3.2 percent, 0.9 percent, 0.1 percent and 0.02 percent respectively, and the total yield is 91.2 percent, wherein the xylo-oligosaccharide accounts for 18.6 percent; in addition, the furfural yield was 0.8%. Because under high-strength (high acid, high temperature) conditions, xylonic acid hydrolyzes xylan more completely but xylose content is higher.
Example 8:
adding 50g of corn cob dry powder and 500mL of 10% (mass fraction) tartaric acid solution into a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, starting stirring (50rpm), heating to 150 ℃, and keeping the temperature for 45 min; 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 xylan hydrolysate (the hydrolysate is mainly mixed solution of xylose, xylonic acid and xylooligosaccharide) by extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Saimerfii ICS5000 type ion chromatography, configured with CarboPacTM PA200(3mm × 250mm) chromatographic column, PAD integrated ampere detector, column temperature 30 ℃, 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. The main components of xylose to xylo-octaose have the yields of 65.2%, 9.2%, 7.1%, 4.2%, 3.0%, 1.6%, 0.5% and 0.1% respectively, accounting for 90.9%, wherein the total content of xylo-oligosaccharide is 25.7%; in addition, the furfural yield was 0.4%.
Example 9:
adding 50g of poplar powder and 500mL of 10% (mass fraction) xylonic acid solution into a 1L mechanically-stirred stainless steel high-pressure reaction tank, sealing, starting stirring (50rpm), heating to 150 ℃, and keeping the temperature for 45 min; 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 xylan hydrolysate (the hydrolysate is mainly mixed solution of xylose, xylonic acid and xylooligosaccharide) by extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Sammerfel ICS5000 type ion chromatography, configured with a CarboPacTM PA200(3mm × 250mm) chromatographic column, a PAD integrated amperometric detector, a column temperature of 30 ℃, and a sample injection volume of 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. The main components of xylose to xylo-octaose have the yields of 11.6%, 8.8%, 8.2%, 7.3%, 5.0%, 3.9%, 2.1% and 1.5% respectively, accounting for 48.4%, wherein the total content of xylo-oligosaccharide is 36.8%; furthermore, the furfural yield was 0.04%.
Example 10:
adding 50g of corncob alkali extracted xylan and 500mL of 5% (mass fraction) xylonic acid solution into a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, starting stirring (50rpm), heating to 170 ℃, and keeping the temperature for 15 min; 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 waste residues and xylan hydrolysate (the hydrolysate is mainly a mixed solution of xylose, xylonic acid and xylo-oligosaccharide) by extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Saimerfii ICS5000 type ion chromatography, configured with CarboPacTM PA200(3mm × 250mm) chromatographic column, PAD integrated ampere detector, column temperature 30 ℃, 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. The analysis map shows that Xylonic Acid (XA), Xylose (Xylose), xylobiose (X2), xylotriose (X3), xylotetraose (X4), xylopentaose (X5), xylohexaose (X6), xyloheptaose (X7) and xylooctaose (X8) can be simultaneously detected. Wherein the yields of main components from xylose to xylo-octaose are respectively 10.1%, 9.8%, 9.2%, 8.1%, 6.9%, 4.8%, 3.7% and 3.3%, and the total yield is 55.9%, wherein the total yield of xylo-oligosaccharide is 45.8%; in addition, the furfural yield was 0.02%.
Neutralizing the xylan hydrolysate with sodium hydroxide to pH5.5, adding the neutralized xylan hydrolysate and 4g/L gluconobacter oxydans into a 2L bioreactor at the same time for biological oxidation reaction, wherein the biological oxidation reaction conditions are as follows: the temperature is 30 ℃, the stirring speed is 150rpm, the air introduction amount is 0.5vvm, the reaction time is 6h, and 98 percent of xylose is converted into xylonic acid; after the reaction is finished, the thalli and the fermentation liquor are centrifugally separated by a centrifugal machine, wherein the centrifugal conditions are as follows: 5000rpm, 5 min; the main components of the fermentation liquor are xylonic acid and xylo-oligosaccharide; and (2) placing the fermentation liquor into a bipolar membrane electrodialysis salt chamber, adding 500mL of deionized water into an acid chamber and an alkali chamber respectively, driving an electrodialysis reaction by an external direct current power supply, detecting a separation reaction process by taking the conductivity of the salt chamber as a reference, and finishing the reaction after the stable conductivity reaction of the salt chamber after 1h reaction, wherein the recovery rate of the xylonic acid in the acid chamber is 96.5%, the mass concentration is about 5.5%, and the recovery rate of the xylooligosaccharide in the salt chamber is 100%.
Mixing a 5.5% xylose solution recovered from an acid room and the reacted corncob alkali extraction xylan solid waste residue in a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, starting stirring (60rpm), heating to 170 ℃, keeping the temperature for 15min, after the reaction is finished, cooling the reaction tank to room temperature, then putting the reacted solid-liquid mixture into a vacuum pulp washer, extruding and filtering to separate unhydrolyzed solid matters and xylan hydrolysate (the hydrolysate is mainly mixed solution of xylose, xylonic acid and xylooligosaccharide), wherein the yields of xylose to xylobiose (calculated by taking 50g of xylan as an initial raw material) are respectively 8.2%, 7.2%, 6.3%, 4.1%, 3.2%, 2.4%, 0.9% and 0.7%, and the total is 33%, and the xylooligosaccharide accounts for 24.8%; in addition, the furfural yield was 0.04%.
Example 11: adding 50g of corncob alkali extracted xylan and 500mL of 5% (mass fraction) xylonic acid solution into a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, stirring (60rpm), heating to 170 ℃, and keeping the temperature for 30 min; 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 xylan hydrolysate (the hydrolysate is mainly mixed solution of xylose, xylonic acid and xylooligosaccharide) by extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Saimerfii ICS5000 type ion chromatography, configured with CarboPacTM PA200(3mm × 250mm) chromatographic column, PAD integrated ampere detector, column temperature 30 ℃, 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. The main components of xylose to xylo-octaose have the yields of 21.6%, 18.7%, 14.9%, 13.8%, 9.6%, 5.7%, 2.9% and 1.5% respectively, and the total yield is 88.7%, wherein the total yield of xylo-oligosaccharide is 67.1%; furthermore, the furfural yield was 0.05%. Neutralizing the xylan hydrolysate with sodium hydroxide to pH5.5, adding the xylan hydrolysate and 5g/L of gluconobacter oxydans into a 2L bioreactor at the same time to carry out biological oxidation reaction, wherein the biological oxidation reaction conditions are as follows: the temperature is 30 ℃, the stirring speed is 150rpm, the air introduction amount is 0.5vvm, the reaction time is 12h, and 98 percent of xylose is converted into xylonic acid; after the reaction is finished, the thalli and the fermentation liquor are centrifugally separated by a centrifugal machine, wherein the centrifugal conditions are as follows: 5000rpm, 5 min; the main components of the fermentation liquor are xylonic acid and xylo-oligosaccharide; and (2) placing the fermentation liquor into a bipolar membrane electrodialysis salt chamber, adding 500mL of deionized water into an acid chamber and an alkali chamber respectively, driving an electrodialysis reaction by an external direct current power supply, detecting a separation reaction process by taking the conductivity of the salt chamber as a reference, and finishing the reaction after the stable conductivity reaction of the salt chamber after 1h reaction, wherein the recovery rate of the xylonic acid in the acid chamber is 97.9%, the mass concentration is about 11%, and the recovery rate of the xylooligosaccharide in the salt chamber is 100%.
Diluting 5.5% xylose solution recovered from an acid chamber to 5%, mixing 500mL and 50g of bagasse dry powder in a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, starting stirring (60rpm), heating to 170 ℃, keeping the temperature for 30min, after the reaction is finished, cooling the reaction tank to room temperature, putting the solid-liquid mixture into a vacuum pulp washer, extruding and filtering to separate unhydrolyzed solid matters and xylan hydrolysate (the hydrolysate is mainly mixed solution of xylose, xylonic acid and xylo-oligosaccharide), wherein the yield of xylose to xylooctaose is respectively 22.0%, 19.2%, 15.3%, 11.2%, 8.0%, 4.9%, 1.8% and 0.5%, and the total yield is 82.9%, wherein the yield of xylo-oligosaccharide is 60.9%; in addition, the furfural yield was 0.04%.
Example 12:
adding 1.5L of 100g/L xylose solution and 9g of gluconobacter oxydans into a 3L bioreactor to carry out xylose biological oxidation reaction under the following conditions: the temperature is 30 ℃, the stirring speed is 150rpm, the air introduction amount is 1.0vvm, the reaction time is 24 hours, the pH value in the fermentation process is controlled by sodium hydroxide, and 98 percent of xylose is converted into xylonic acid after the reaction is finished; after the reaction is finished, the thalli and the fermentation liquor are centrifugally separated by a centrifugal machine, wherein the centrifugal conditions are as follows: 5000rpm, 5 min; the main component of the fermentation liquor is xylonic acid; and (3) putting the fermentation liquor into a bipolar membrane electrodialysis salt chamber, adding 1.5L of deionized water into an acid chamber and an alkali chamber respectively, driving an electrodialysis reaction by an external direct-current power supply, detecting the separation reaction process by taking the conductivity of the salt chamber as a reference, and finishing the stable reaction of the conductivity of the salt chamber after 1h of reaction, wherein the recovery rate of the xylonic acid in the acid chamber is 97.0% and the mass concentration is about 10%.
Adding 50g of corn cob dry powder and 500mL of the prepared 10% xylonic acid solution into a 1L mechanical stirring type stainless steel high-pressure reaction tank, sealing, stirring (60rpm), heating to 155 ℃, and keeping the temperature for 60 min; 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 xylan hydrolysate (the hydrolysate is mainly a mixed solution of xylose, xylonic acid and xylooligosaccharide) through extrusion and filtration. The obtained xylan hydrolysate sample is subjected to high-efficiency anion exchange chromatography to analyze sugar components, and the chromatographic conditions are as follows: american Saimerfii ICS5000 type ion chromatography, configured with CarboPacTM PA200(3mm × 250mm) chromatographic column, PAD integrated ampere detector, column temperature 30 ℃, 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. The main components of xylose to xylo-octaose have the yields of 35.2%, 16.5%, 11.7%, 9.1%, 5.9%, 4.6%, 3.7% and 1.4% respectively, accounting for 88.1% in total, wherein the xylo-oligosaccharide accounts for 52.9%; furthermore, the furfural yield was 0.08%.
The invention utilizes the reaction of microbial whole-cell biological oxidation xylose to xylonic acid, and the generated xylonic acid is used as a catalyst, compared with acetic acid and other inorganic acids, the produced glycan is not easy to excessively degrade, the yield is high, and the byproduct xylose furfural is less; the method has technical universality and can be used for various wood fiber raw materials (alkali extraction xylan, straws, corn cobs, bagasse and the like); the dosage, time and temperature of the xylonic acid are strictly controlled. The treatment time is long and the energy consumption is high when the acid concentration 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 biological oxidation and electrodialysis coupling technology to convert xylose into xylonic acid, wherein the xylonic acid can be recovered as self-supply catalyst and xylo-oligosaccharide product is purer.
It should be noted that the above-mentioned embodiments are only for illustrating the technical solutions of the present invention and not for limiting, and although the present invention has been described in detail with reference to the preferred embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions may be made on the technical solutions of the present invention without departing from the spirit and scope of the technical solutions of the present invention, which should be covered by the claims of the present invention.
Claims (7)
1. A method for producing xylooligosaccharide by xylonic acid catalysis is characterized by comprising the following steps: comprises the steps of (a) preparing a mixture of a plurality of raw materials,
(1) mixing xylan raw material and xylonic acid, heating and stirring to produce xylo-oligosaccharide;
according to the mass parts, the xylan raw material accounts for 1 part, and the xylonic acid accounts for 0.5-1 part;
and (3) heating and stirring for reaction, wherein the stirring speed is 30-100 rpm, the temperature is 130-170 ℃, and the time is 0.25-2.0 h.
2. A method of producing xylo-oligosaccharides catalysed by a xylonic acid according to claim 1, characterized in that: the xylan raw material is xylan and/or a wood fiber raw material containing xylan.
3. The method for producing xylo-oligosaccharide by using xylonic acid as claimed in any one of claims 1 to 2, wherein said xylonic acid comprises: also comprises the following steps of (1) preparing,
(2) adjusting the pH value after cooling, adding thalli into the xylan hydrolysate, and stirring at low temperature to carry out biological oxidation reaction so as to oxidize xylose in the xylan hydrolysate into xylonic acid;
(3) putting the fermentation liquor in a bipolar membrane electrodialysis salt chamber to respectively recover xylonic acid and xylooligosaccharide;
(4) diluting the recovered xylonic acid solution, mixing with the xylan raw material, heating and stirring;
the thalli is xylose oxidizing bacillus, and the addition amount of the thalli is 0.01-0.1 part;
after cooling, the pH is adjusted to be subacidity after being cooled to room temperature, and the low-temperature stirring condition is as follows: the temperature is 25-35 ℃, and the stirring speed is 100-200 rpm;
and (3) heating and stirring for reaction, wherein the stirring speed is 30-100 rpm, the temperature is 130-170 ℃, and the time is 0.25-2.0 h.
4. A method of producing xylo-oligosaccharides catalysed by a xylonic acid according to claim 3, characterized in that: the xylan raw materials added in the step (1) and the step (4) are different.
5. A method for producing xylooligosaccharide by fermentation catalysis is characterized in that: comprises the steps of (a) preparing a mixture of a plurality of raw materials,
mixing xylose with the thalli, adjusting pH, stirring at low temperature to carry out biological oxidation reaction so as to oxidize the xylose into xylonic acid;
adding xylan raw material, heating and stirring to produce xylo-oligosaccharide;
the thalli is xylose-oxidizing bacillus, the mass portion of xylose is 1 part, the thalli is 0.01-0.1 part, and the xylan material is 1-5 parts;
after cooling, the pH is adjusted to be subacidity after being cooled to room temperature, and the low-temperature stirring condition is as follows: the temperature is 25-35 ℃, and the stirring speed is 100-200 rpm;
the heating and stirring reaction is carried out, wherein the stirring speed is 30-100 rpm, the temperature is 130-170 ℃, and the time is 0.25-2.0 h.
6. The method for producing xylo-oligosaccharides through fermentation catalysis as claimed in claim 5, wherein: the xylan raw material is xylan and/or a wood fiber raw material containing xylan.
7. The process for the fermentative catalytic production of xylo-oligosaccharides according to claim 5 or 6, characterized in that: the pH value of the xylose solution is adjusted to be weakly acidic.
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| AU2020104425A AU2020104425A4 (en) | 2019-10-28 | 2020-06-02 | Method for producing xylooligosaccharides under catalysis of xylonic acid |
| CA3107292A CA3107292A1 (en) | 2019-10-28 | 2020-06-02 | Method for producing xylooligosaccharides under catalysis of xylonic acid |
| PCT/CN2020/093889 WO2021082440A1 (en) | 2019-10-28 | 2020-06-02 | Method for producing xylooligosaccharide under catalysis of xylonic acid |
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| Eco‑friendly consolidated process for co‑production of xylooligosaccharides and fermentable sugars using self‑providing xylonic acid as key pretreatment catalyst;Xin Zhou et al;《Biotechnology for Biofuels》;20191108;第12卷(第272期);第1-10页 * |
| Production of xylooligosaccharides by microwave-induced, organic acid-catalyzed hydrolysis of different xylan-type hemicelluloses:Optimization by response surface methodology;Qixuan Lin et al;《Carbohydrate Polymers》;20171231;第157卷;第214-225页 * |
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