CN103483395A - Method and system for purifying trehalose from mixture containing trehalose and heterosaccharide - Google Patents
Method and system for purifying trehalose from mixture containing trehalose and heterosaccharide Download PDFInfo
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- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 title claims abstract description 87
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 title claims abstract description 87
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 title claims abstract description 84
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- 238000000034 method Methods 0.000 title claims abstract description 30
- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 45
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 21
- 150000005846 sugar alcohols Chemical class 0.000 claims abstract description 15
- 239000001257 hydrogen Substances 0.000 claims abstract description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 14
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- 238000000926 separation method Methods 0.000 claims description 19
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- 239000000047 product Substances 0.000 claims description 13
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- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 10
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Abstract
The invention provides a method and a system for purifying trehalose from a mixture containing trehalose and heterosugars, wherein the method comprises the following steps: contacting the mixture with hydrogen in a microreactor so as to cause a hydrogenation reaction to occur, so that the heterosaccharide is reduced to a sugar alcohol, thereby obtaining a hydrogenation product containing trehalose and a sugar alcohol; and separating trehalose from the hydrogenation product. With this method, trehalose can be efficiently purified from a mixture containing trehalose and a heterosaccharide.
Description
Technical Field
The invention relates to the technical field of sugar industry, in particular to a method and a system for purifying trehalose from a mixture containing trehalose and heterosaccharides.
Background
Trehalose (trehalase) is a non-reducing disaccharide composed of two glucose molecules by alpha, alpha-1, 1-glycosidic bonds, is colorless and odorless, has strong thermal stability, acid stability and chemical stability, has strong stabilizing effect on living body components such as proteins, nucleic acids, cell membranes and the like, has the reputation of "life sugar", has protective effect when a living body is subjected to external pressure (such as drying, freezing, osmotic pressure and the like), and is the only functional oligosaccharide which is certified as safe by the FDA in the united states.
The research on trehalose production at home and abroad is from a microbial extraction method, a fermentation method to an enzymatic synthesis method, and the production process is continuously improved, so that the production efficiency is improved. The enzyme synthesis of trehalose is becoming the mainstream method for trehalose production, and the enzyme conversion method for producing trehalose is to convert trehalose into trehalose by using glucose, maltose, starch or the like as substrates through the enzyme system action related to trehalose synthesis. According to the difference of enzyme systems, the enzyme conversion method is divided into three ways, namely a phosphorylase system two-step catalytic way, a non-phosphorylase system two-step catalytic way and a trehalose synthetase one-step catalytic way. Wherein, the trehalose synthetase one-step catalytic pathway is that the trehalose synthetase encoded by the treS gene converts maltose connected with alpha, alpha-1, 4 glycosidic bonds into trehalose connected with alpha, alpha-1, 1 glycosidic bonds through intramolecular transglycosylation. The trehalose synthase one-step catalytic pathway is accompanied by the existence of byproduct glucose and unreacted maltose, and the trehalose product is obtained by combining corresponding separation means.
Most of trehalose separation processes in the current industrial production adopt a chromatographic separation technology, and the main steps comprise: the trehalose mixture is subjected to continuous decolorization by activated carbon and desalination by H-and OH < + > type ion exchange resins, and then is subjected to fractional separation by combining two or more chromatographic methods, such as column chromatography combining ion exchange column chromatography and column chromatography using activated carbon or silica gel, and finally, the trehalose is separated and crystallized by crystallization or recrystallization.
However, the separation and purification of trehalose still remain to be improved.
Disclosure of Invention
The present invention aims to solve at least one of the above technical problems to at least some extent or to at least provide a useful commercial choice. To this end, it is an object of the present invention to propose a means for purifying trehalose from a mixture comprising trehalose and heterosugars.
In a first aspect of the invention, the invention provides a method for purifying trehalose from a mixture comprising trehalose and a heterosaccharide. According to an embodiment of the invention, the method comprises: contacting the mixture with hydrogen in a microreactor so as to cause a hydrogenation reaction to occur, so that the heterosaccharide is reduced to a sugar alcohol, thereby obtaining a hydrogenation product containing trehalose and a sugar alcohol; and separating trehalose from the hydrogenation product. The invention is based on the fact that the inventors introduce the microfluidic hydrogenation technology into the hydrogenation of sugars for the first time. The inventors have made extensive studies and unexpectedly found that a hydrogenation reaction of a hetero sugar in a mixture comprising trehalose and a hetero sugar can be completed by using a microreactor, whereby the problem of separation of trehalose from the hetero sugar (e.g., maltose, glucose) can be converted into the problem of separation of trehalose from a sugar alcohol (e.g., maltitol, sorbitol), the difference in polarity between substances is increased, the separation difficulty is reduced, and the hetero sugar is converted into a sugar alcohol, thereby improving the utility value of the hetero sugar and solving the problem of resource waste. In addition, the hydrogenation reaction is completed by utilizing the microreactor, and the advantages of high mass transfer and heat transfer rate, high specific surface area, milder reaction conditions, easiness in control and the like are achieved, so that the efficiency of the hydrogenation reaction is improved, and the safety of the hydrogenation reaction is enhanced.
According to an embodiment of the invention, the method may also have the following additional technical features:
according to one embodiment of the present invention, the heterosaccharide includes at least one selected from glucose and maltose.
According to one embodiment of the invention, the mixture comprising trehalose and heterosugars is a reaction product obtained by contacting maltose with a trehalose synthase.
According to an embodiment of the invention, the hydrogenation reaction is carried out at a temperature of 25-100 ℃. Preferably, the hydrogenation reaction is carried out at a temperature of 50-80 ℃. According to one embodiment of the invention, the pressure of the hydrogen is 1-4 MPa. Preferably, the method according to claim 6, wherein the pressure of the hydrogen gas is 1 to 2 MPa. According to an embodiment of the present invention, the mixture comprising trehalose and a hetero-sugar has a solute concentration of 10 to 50(w/v)%, and the mixture comprising trehalose and a hetero-sugar passes through the microreactor at a flow rate of 0.2 to 1 ml/min according to an embodiment of the present invention, a catalyst comprising at least one selected from nickel, rhodium, palladium, platinum, ruthenium and derivatives thereof selected from metal oxides is provided in the microreactor.
Thus, according to the embodiment of the present invention, in the trehalose separation method, the microreactor may be composed of one or more microchannels, wherein the width of the microchannel is 1-1000 microns, preferably 100-500 microns, and the depth is 10-100 microns; the microchannel action provides a working fluid flow path; the micro-reactor also comprises a micro-mixer for mixing gas phase and liquid phase; the micromixer comprises a T-shaped or Y-shaped mixing device. According to a specific embodiment of the invention, the microreactor hydrogenation reaction temperature is 25-100 ℃, preferably 50-80 ℃; the concentration of the working solution is 10-50% (w/v), and the flow rate of the working solution is 0.2-1 mL/min, preferably 0.4-0.6 mL/min; the hydrogen pressure is 1-4 Mpa, preferably less than 2 Mpa. In addition, according to the embodiment of the present invention, the hydrogenation catalyst may be a transition metal catalyst, including rare noble metals such as nickel, rhodium, palladium, platinum, ruthenium, and rare metal derivatives such as rare metal oxides, supported amorphous alloy catalysts, and supported nanoparticle metal catalysts. According to a specific embodiment of the present invention, the catalyst may be added in an amount of 0.1-5% (w/v) in the microreactor, and a supported catalyst having a metal loading of 0.1-50 wt%, preferably 1-10 wt%, may be used.
In addition, according to embodiments of the present invention, trehalose may be separated from the hydrogenation product by chromatography. Any chromatographic method may be used, for example including ion exchange column chromatography or more efficient chromatographic separation methods combined with simulated moving beds.
In a second aspect of the invention, a system for purifying trehalose from a mixture comprising trehalose and a heterosaccharide is presented. Specifically, referring to fig. 1 to 3, the system includes: a microreactor 100 and a separation means 200. According to an embodiment of the present invention, a hydrogenation space is defined in the microreactor for contacting the mixture with hydrogen gas so as to cause hydrogenation reaction to occur, so that the heterosugar is reduced to sugar alcohol, thereby obtaining a hydrogenation product containing trehalose and sugar alcohol. According to an embodiment of the present invention, said separation means is connected to said microreactor for separating trehalose from said hydrogenation product. Thus, the method for purifying trehalose from a mixture comprising trehalose and a heterosaccharide as described above can be effectively implemented using the system for purifying trehalose from a mixture comprising trehalose and a heterosaccharide according to an embodiment of the present invention. Therefore, hydrogenation reaction of the heterosaccharide in the mixture containing the trehalose and the heterosaccharide can be completed by utilizing the microreactor, so that the separation problem of the trehalose and the heterosaccharide (such as maltose and glucose) can be converted into the separation of the trehalose and the sugar alcohol (such as maltitol and sorbitol), the polarity difference between substances is improved, the separation difficulty is reduced, the heterosaccharide is converted into the sugar alcohol, the utilization value of the heterosaccharide is improved, and the problem of resource waste is solved. In addition, the hydrogenation reaction is completed by utilizing the microreactor, and the advantages of high mass transfer and heat transfer rate, high specific surface area, milder reaction conditions, easiness in control and the like are achieved, so that the efficiency of the hydrogenation reaction is improved, and the safety of the hydrogenation reaction is enhanced.
According to an embodiment of the invention, the system may also have the following additional technical features:
in one embodiment of the present invention, further comprising: a premixer 300 connected to the microreactor for supplying the resulting mixture to the microreactor after premixing the hydrogen gas and the mixture containing trehalose and heterosaccharides, wherein the premixer comprises: a hydrogen inlet for supplying hydrogen into the premixer; a working liquid inlet for feeding the mixture comprising trehalose and heterosugars into the premixer.
In one embodiment of the present invention, further comprising: a trehalose synthesizer 400 having trehalose synthase disposed therein for obtaining the mixture comprising trehalose and heterosugars by contacting maltose with the trehalose synthase.
In an embodiment of the present invention, further comprising a temperature control device 500 for controlling the temperature in the microreactor. Preferably, the temperature control device is an oil bath device.
In one embodiment of the invention, the microreactor comprises at least one microchannel, wherein the width of the microchannel is 1-1000 microns, and the depth of the microchannel is 10-100 microns. Preferably, the width of the microreactor is 100-500 micrometers. Thus, according to the embodiment of the present invention, in the trehalose separation method, the microreactor may be composed of one or more microchannels, wherein the width of the microchannel is 1-1000 microns, preferably 100-500 microns, and the depth is 10-100 microns; the microchannel action provides a working fluid flow path; the micro-reactor also comprises a micro-mixer for mixing gas phase and liquid phase; the micromixer comprises a T-shaped or Y-shaped mixing device. According to a specific embodiment of the invention, the microreactor hydrogenation reaction temperature is 25-100 ℃, preferably 50-80 ℃; the concentration of the working solution is 10-50% (w/v), and the flow rate of the working solution is 0.2-1 mL/min, preferably 0.4-0.6 mL/min; the hydrogen pressure is 1-4 Mpa, preferably less than 2 Mpa. In addition, according to the embodiment of the present invention, the hydrogenation catalyst may be a transition metal catalyst, including rare noble metals such as nickel, rhodium, palladium, platinum, ruthenium, and rare metal derivatives such as rare metal oxides, supported amorphous alloy catalysts, and supported nanoparticle metal catalysts. According to a specific embodiment of the present invention, the catalyst may be added in an amount of 0.1-5% (w/v) in the microreactor, and a supported catalyst having a metal loading of 0.1-50 wt%, preferably 1-10 wt%, may be used.
In one embodiment of the invention, the separation device is adapted to separate trehalose from the hydrogenation product by chromatography.
Additional aspects and advantages of the invention will be set forth in part in the description which follows and, in part, will be obvious from the description, or may be learned by practice of the invention.
In addition, unless expressly stated or limited otherwise, the terms "coupled" and the like are to be construed broadly, e.g., as meaning a fixed connection, a removable connection, or an integral connection; can be mechanically or electrically connected; they may be connected directly or indirectly through intervening media, or they may be interconnected between two elements. The specific meanings of the above terms in the present invention can be understood by those skilled in the art according to specific situations.
Drawings
The above and/or additional aspects and advantages of the present invention will become apparent and readily appreciated from the following description of the embodiments, taken in conjunction with the accompanying drawings of which:
FIG. 1 is a schematic diagram of the structure of a system for purifying trehalose from a mixture comprising trehalose and a heterosaccharide according to one embodiment of the present invention;
FIG. 2 is a schematic diagram of the structure of a system for purifying trehalose from a mixture comprising trehalose and a heterosaccharide according to yet another embodiment of the present invention; and
FIG. 3 is a schematic diagram of a system for purifying trehalose from a mixture comprising trehalose and a heterosaccharide according to another embodiment of the present invention.
Detailed Description
The following detailed description of embodiments of the invention is intended to be illustrative of the invention and is not to be construed as limiting the invention.
Example 1
(1) Preparation of trehalose and other miscellaneous sugar mixture
The method comprises the steps of catalyzing maltose by using 20% maltose as a substrate and using trehalose synthase under the conditions of 25 ℃ and pH 7.0 to obtain a mixed solution containing trehalose and glucose, wherein the addition amount of the trehalose synthase is 10% of the mass of the maltose substrate, and after the trehalose synthase is subjected to enzyme catalysis reaction for 20 hours, the components in the reaction solution are 70% of trehalose, 22% of unreacted maltose and 8% of glucose by-products.
(2) Preparation of supported nano particle metal catalyst
The supported nano particle metal catalyst comprises a complex (n-dodecyclul fi de-Ru) of dodecyl sulfide and ruthenium, and the n-dodecyclul fi de-Ru (NDS-Ru) catalyst is prepared by adopting a thermal decomposition method. First, all glassware was soaked with aqua regia to remove residual reducing substances from the glass vessel. Ligand compound [ CH ] in three-necked flask3(CH2)11]2S and a ruthenium metal precursor Ru (cod) (cot) are dissolved in toluene in a molar ratio of 5:1, and the mixture is reacted for 1 hour in a water bath at 60 ℃. The particle size of the obtained NDS-Ru catalyst is 4 +/-0.5 nm.
(3) Sorbitol and maltitol detection method
HPLC method: liquid phase equipment (DIONEX-U3000) is provided with (RI-101) differential detector and HP-Amino chromatographic column, and the proportion of mobile phase is acetonitrile: water =65:35, column temperature: 30 ℃, flow rate: 1.0 mL/min, run time 25 min.
(4) Hydrogenation of glucose
In a hydrogenation micro-reactor, firstly introducing hydrogen for 4-5 times to replace air in the reactor, then introducing a 50% (w/v) glucose solution at a flow rate of 0.4 mL/min, filling an NDS-Ru catalyst in the whole length of the micro-reactor, keeping the hydrogen pressure at 2Mpa, and keeping the temperature at 60 ℃ for oil bath at constant temperature. The hydrogen and glucose solution sequentially pass through a micro mixer and a micro reactor, and are subjected to hydrogenation reaction according to the parameters listed in the table 1, and finally discharged through a discharge port for separation detection, and the results are shown in the table 1.
Example 2 hydrogenation of maltose
The procedure of example 1 was followed except that 30% maltose was used as the working fluid, and the maltose was subjected to hydrogenation reaction in the microreactor according to the parameters listed in Table 1, and the results are shown in Table 1.
Example 3
The process of example 1 was followed except that a mixture comprising 27% by weight of glucose and 73% by weight of maltose was used as the working fluid, and the glucose and maltose mixtures were subjected to hydrogenation reaction in a microreactor according to the parameters listed in Table 1, and the results are shown in Table 1.
TABLE 1
| Examples | Working fluid | Temperature/. degree.C | Hydrogen pressure/Mpa | Flow rate of working fluid mL/min | Conversion rate/% |
| 1 | Glucose | 60 | 2 | 0.4 | 99.9 |
| 2 | Maltose | 60 | 2 | 0.4 | 99.9 |
| 3 | Glucose and maltose mixture | 60 | 2 | 0.4 | 99.9 |
As can be seen from Table 1, glucose, maltose and a mixture of the two can be effectively converted into corresponding sugar alcohol by using the microreactor, thereby facilitating the subsequent separation and purification of trehalose.
In the description herein, references to the description of the term "one embodiment," "some embodiments," "an example," "a specific example," or "some examples," etc., mean that a particular feature, structure, material, or characteristic described in connection with the embodiment or example is included in at least one embodiment or example of the invention. In this specification, the schematic representations of the terms used above do not necessarily refer to the same embodiment or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more embodiments or examples.
Although embodiments of the present invention have been shown and described above, it is understood that the above embodiments are exemplary and should not be construed as limiting the present invention, and that variations, modifications, substitutions and alterations can be made in the above embodiments by those of ordinary skill in the art without departing from the principle and spirit of the present invention.
Claims (19)
1. A method for purifying trehalose from a mixture comprising trehalose and heterosugars, comprising:
contacting the mixture with hydrogen in a microreactor so as to cause a hydrogenation reaction to occur, so that the heterosaccharide is reduced to a sugar alcohol, thereby obtaining a hydrogenation product containing trehalose and a sugar alcohol; and
separating trehalose from the hydrogenation product.
2. The method of claim 1, wherein the heterosaccharide comprises at least one selected from the group consisting of glucose and maltose.
3. The method according to claim 2, wherein the mixture comprising trehalose and heterosugars is a reaction product obtained by contacting maltose with a trehalose synthase.
4. The method according to claim 1, wherein the hydrogenation reaction is carried out at a temperature of 25 to 100 ℃.
5. The method according to claim 1, wherein the hydrogenation reaction is carried out at a temperature of 50 to 80 ℃.
6. The method according to claim 1, wherein the pressure of the hydrogen gas is 1 to 4 MPa.
7. The method according to claim 6, wherein the pressure of the hydrogen gas is 1 to 2 MPa.
8. The method of claim 1, wherein the mixture comprising trehalose and a heterosaccharide has a solute concentration of 10 to 50(w/v)%, and the mixture comprising trehalose and a heterosaccharide is passed through the microreactor at a flow rate of 0.2 to 1 ml/min.
9. The method according to claim 1, wherein a catalyst comprising at least one selected from the group consisting of nickel, rhodium, palladium, platinum, ruthenium and derivatives thereof selected from the group consisting of metal oxides is disposed in the microreactor.
10. The process of claim 1, wherein trehalose is separated from the hydrogenation product by chromatography.
11. A system for purifying trehalose from a mixture comprising trehalose and heterosugars, comprising:
a microreactor defining therein a hydrogenation space for contacting said mixture with hydrogen gas to cause a hydrogenation reaction to reduce said heterosaccharide to a sugar alcohol, thereby obtaining a hydrogenation product comprising trehalose and a sugar alcohol; and
a separation device connected to the microreactor for separating trehalose from the hydrogenation product.
12. The system of claim 11, further comprising:
a premixer connected to the microreactor for supplying the resulting mixture to the microreactor after premixing the hydrogen gas and the mixture containing trehalose and heterosugars,
wherein,
the premixer includes:
a hydrogen inlet for supplying hydrogen into the premixer;
a working liquid inlet for feeding the mixture comprising trehalose and heterosugars into the premixer.
13. The system of claim 12, further comprising:
a trehalose synthesizer having trehalose synthase disposed therein for obtaining the mixture comprising trehalose and a heterosaccharide by contacting maltose with the trehalose synthase.
14. The system of claim 11, further comprising a temperature control device for controlling the temperature in the microreactor.
15. The system of claim 14, wherein the temperature control device is an oil bath.
16. The system of claim 11, wherein the microreactor comprises at least one microchannel, the microchannel having a width of 1-1000 microns and a depth of 10-100 microns.
17. The system of claim 16, wherein the microreactor has a width of 100-500 microns.
18. The system of claim 1, wherein the microreactor has disposed therein a catalyst comprising at least one member selected from the group consisting of nickel, rhodium, palladium, platinum, ruthenium, and derivatives thereof selected from the group consisting of metal oxides.
19. The system of claim 1, wherein the separation device is adapted to separate trehalose from the hydrogenation product by chromatography.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101230407A (en) * | 2007-01-23 | 2008-07-30 | 山东福田药业有限公司 | Method for improving extraction ratio of trehalose |
| CN101544568A (en) * | 2008-03-28 | 2009-09-30 | 中国科学院大连化学物理研究所 | Dinitrochlorobenzene synthesis method and microreactor |
| JP2012041299A (en) * | 2010-08-19 | 2012-03-01 | Kitasato Institute | Method for producing anhydrous trehalose |
| CN103113425A (en) * | 2013-01-16 | 2013-05-22 | 南京工业大学 | Method for separating trehalose and glucose |
| CN103132058A (en) * | 2011-11-25 | 2013-06-05 | 江南大学 | Method for preparing colloid palladium activation liquid by using micro-reactor |
-
2013
- 2013-09-11 CN CN201310412037.0A patent/CN103483395B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101230407A (en) * | 2007-01-23 | 2008-07-30 | 山东福田药业有限公司 | Method for improving extraction ratio of trehalose |
| CN101544568A (en) * | 2008-03-28 | 2009-09-30 | 中国科学院大连化学物理研究所 | Dinitrochlorobenzene synthesis method and microreactor |
| JP2012041299A (en) * | 2010-08-19 | 2012-03-01 | Kitasato Institute | Method for producing anhydrous trehalose |
| CN103132058A (en) * | 2011-11-25 | 2013-06-05 | 江南大学 | Method for preparing colloid palladium activation liquid by using micro-reactor |
| CN103113425A (en) * | 2013-01-16 | 2013-05-22 | 南京工业大学 | Method for separating trehalose and glucose |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104478949A (en) * | 2014-11-24 | 2015-04-01 | 华东理工大学 | Chromatographic separation method of trehalose and maltose |
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Application publication date: 20140101 Assignee: Hangzhou Sipu Education Technology Co.,Ltd. Assignor: Nanjing Tech University Contract record no.: X2024980006309 Denomination of invention: Method and system for purifying trehalose from a mixture containing trehalose and miscellaneous sugars Granted publication date: 20151209 License type: Common License Record date: 20240529 |
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