KR20150031959A - Manufacturing method of immobilization substance of glucansucrases producing microorganism, immobilization substance made by the same, and oligosaccharide producing system using the same - Google Patents
Manufacturing method of immobilization substance of glucansucrases producing microorganism, immobilization substance made by the same, and oligosaccharide producing system using the same Download PDFInfo
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- KR20150031959A KR20150031959A KR20130111864A KR20130111864A KR20150031959A KR 20150031959 A KR20150031959 A KR 20150031959A KR 20130111864 A KR20130111864 A KR 20130111864A KR 20130111864 A KR20130111864 A KR 20130111864A KR 20150031959 A KR20150031959 A KR 20150031959A
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N11/00—Carrier-bound or immobilised enzymes; Carrier-bound or immobilised microbial cells; Preparation thereof
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/04—Polysaccharides, i.e. compounds containing more than five saccharide radicals attached to each other by glycosidic bonds
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y204/00—Glycosyltransferases (2.4)
- C12Y204/01—Hexosyltransferases (2.4.1)
- C12Y204/01125—Sucrose--1,6-alpha-glucan 3(6)-alpha-glucosyltransferase (2.4.1.125)
Abstract
The present invention relates to an oligosaccharide production system using microorganism immobilization, more particularly, to a method for producing a carrier immobilized with a glucan sucrose-producing strain, a carrier for immobilizing a glucan sucrose-producing strain and a oligosaccharide production system using the same will be.
The method for producing a glucan sucrose-producing strain-immobilized carrier according to the present invention can produce a glucan sucrose-producing strain by simple stirring using porous ceramics. The oligosaccharide producing system comprising the same produces an enzyme, The oligosaccharide can be synthesized efficiently by directly using the glucan sucrose produced by the glucan sucrose-producing strain immobilized on the solid carrier by continuously supplying the medium without any complicated process of producing the oligosaccharide separately, Can be produced.
Description
The present invention relates to an oligosaccharide production system using microorganism immobilization, more particularly, to a method for producing a carrier immobilized with a glucan sucrose-producing strain, a carrier for immobilizing a glucan sucrose-producing strain and a oligosaccharide production system using the same will be.
Recently, a new type of substitute saccharide called the oligosaccharide of natural food material is being developed through biotechnology to overcome the problems of over-consumption of sugar and high intake of conventional saccharides such as caries, obesity, diabetes and adult diseases. In addition to sweeteners, oligosaccharides are also useful for the food industry as stabilizers, coagulants, and growth promoters of useful strains in the small intestine. Generally, oligosaccharide means a small saccharide having 2 to 10 (molecular weight: 300 to 2,000) degree of polymerization which is dehydrated and condensed by monosaccharide glycoside bond regardless of the constituent sugar. Currently commercially available oligosaccharides include fructooligosaccharides, isomaltooligosaccharides, maltooligosaccharides, and galactooligosaccharides, and studies on soy oligosaccharides and xylooligosaccharides are underway
In order to produce oligosaccharides on an industrial scale, extraction methods in plants and hydrolysis methods of acids or enzymes of vegetable or microbial carbohydrate polymers have been used. Among the methods for producing oligosaccharides, commercialized isomaltooligosaccharide production methods are the same as the following process steps. Starch is liquefied, saccharified, and then reacted to produce isomaltooligosaccharide.
Other methods of producing oligosaccharides include receptor reactions. Glucan sucrose, if it has an efficient receptor (eg maltose), transfers glucose units of sugar to the receptor to synthesize small molecular weight oligosaccharides [F. Paul, "Acceptor reaction of a highly purified dextransucrase with maltose and oligosaccharides: Application to the synthesis of controlled-molecular-weight dextrans," Carbohydr. Res., Vol. 149, pp. 433-441 (1986)]. This is called the receptor response, and research has been conducted by several researchers as a useful reaction to synthesize oligosaccharides. [M. Remaud et al., "Characterization of .alpha.-1,3 branched oligosaccharides synthesized by acceptor reaction with extracellular glucosyltransferases from L. mesenteriodes NRRL B-742, J. Carbohyd. Chem., Vol. 11, pp. 359-378 (1992); J. Robyt et al., "Relative, quantitative effects of acceptors in the reaction of Leuconostoc mesenteroides B-512F dextransucrase," Carbohydr. Res., Vol. 121, pp. 279-286 (1983); Kim, Doman, et al., Acid-resistant, heat-resistant oligosaccharide production method using dextran sulcas, Korean Patent No. 1004535760000 (2004.10.11)].
Leuconostoc mesenteroides is one of the germ-producing bacteria that produce this enzyme, and it is a kind of germ-producing bacteria, It is known to be involved bacteria. US Pat. No. 7,291,607 (Isomaltooligosaccharides from Leuconostoc as neutraceuticals; November 6, 2007) and US Patent 7,772,212 (Isomaltooligosaccharides to inhibit avian pathogenic intestinal bacteria; August 10, 2010) To a ratio of 2: 1, thereby producing a maltosyl-isomalto-oligosaccharide. After batch fermentation, the cells are removed by centrifugation, the oligosaccharide in the supernatant is decolorized with activated charcoal / Celite 545, the deionization process (desalting process) is performed, and the oligosaccharide is recovered using a cation exchange resin.
In order to continuously produce gluco-oligosaccharides by the enzymatic reaction, a process for producing an enzyme of a microorganism and a process for reacting a receptor of the produced enzyme are required. The enzyme production process includes a culture of a production strain and a strain removal process, There is a problem that reuse of post-enzymes is impossible.
Thus, methods for immobilizing enzymes and for immobilizing microorganisms that produce enzymes have been developed. The immobilized microorganisms or enzymes are largely adsorbed, inclusive, covalent, and cross-linked (Carrier-bound immobilized enzymes: Principles, Application and Design, Linqiu Cao, John Wiley & Sons, 2006). The enzyme immobilization is advantageous in that the enzyme can be reused and the recovery of the enzyme after the reaction and the purification of the enzyme reaction product are unnecessary, and the process is easy and the economic efficiency is improved. It also has the advantage of increased stability to heat, pH, organic solvents, protein denaturants and proteolytic enzymes. However, the immobilized enzyme has problems due to the type of enzyme and immobilization method. That is, in the case of the covalent bonding method, the binding force between the carrier and the enzyme protein is weak, the possibility of disassociation of the enzyme during the reaction or regeneration is high, pH, ionic strength, and temperature may be influenced. In the case of the adsorption method, The enzyme is easily released and the amount of the enzyme required for binding is high. The cross-linking method is a typical problem in that the immobilization method is complicated, the possibility of the enzyme is high, and in the case of the inclusion method, the carrier for immobilizing the enzyme can not be regenerated.
Accordingly, a method for immobilizing microorganisms using an insoluble polymer has been studied to overcome the weak point of such enzyme immobilization. The microorganism immobilization methods include entrapment method and encapsulation method. A method of trapping microorganisms in an internal structure in a matrix form by a commonly used method, wherein the matrix is a natural substance such as agar, agarose, K-carrageenan, alginate, etc., or a polyacrylamide, polyethylene glycol And polyvinyl alcohols. (A study on the optimal microbial inclusion immobilization method for the reduction of odor of organic / inorganic odor.) Journal of Korean Society of Water and Wastewater, 2012; 26: 1 29-35).
In the extrusion method, polyvinyl alcohol (PVA) is usually used as a carrier for immobilization. A principle that forms a matrix in which boron and polyvinyl alcohol are bonded is formed by dropping a polyvinyl alcohol aqueous solution into an aqueous solution of boric acid. In the case of such an immobilized carrier, since the carrier is produced by simple reaction of boric acid and polyvinyl alcohol, the carriers formed during the process are clumped together, the shape is not spherical, and the tail is formed. In addition, in the method of immobilizing microorganisms using polyvinyl alcohol, since the amount of microorganisms immobilized by the internal matrix is limited, the efficiency of the microorganism immobilization support can not be maximized.
The encapsulation method is a method of immobilizing microorganisms inside a carrier having a thin film formed thereon. A method using alginate is mainly used. In this method, a calcium chloride aqueous solution mixed with microorganisms is dropped in an aqueous alginate solution to form a thin outer membrane. Since the carrier prepared by the encapsulation method has a lot of internal space, it can immobilize a large amount of microorganisms, but it is disadvantageous in that it is easily destroyed by external impact and influence because it is an empty space.
The present invention relates to a method for producing a glucan sucrose-producing strain-immobilized carrier using a solid carrier including ceramics, which is not a polymer, and a method for producing the glucan sucrose-producing microorganism immobilization carrier, to provide.
The present invention also provides an oligosaccharide production system using the oligosaccharide-producing strain-immobilized carrier produced by the present invention and a method for producing oligosaccharides using the oligosaccharide production system.
The present invention has been made to solve the above problems
Culturing a strain producing glucan sucrose to prepare a culture solution;
Preparing a porous solid carrier mixture by mixing the porous solid carrier with a culture medium of the strain;
Mixing the culture medium for producing the glucan sucrose and the porous solid carrier mixture; And
And stirring the mixture of the culture medium for producing the glucan sucrose and the porous solid carrier mixture to produce a glucan sucrose-producing strain-immobilized carrier.
The glucan sucrose-producing strain-immobilizing carrier according to the present invention is characterized by using a porous solid carrier. In the case of alginate used in the conventional immobilization method, there is a problem that is broken in the synthesis process. In contrast, the porous solid carrier used in the present invention is a solid material which is not physically crushed in the reaction product solution or the product produced during the enzymatic reaction, have. The material of the solid carrier is not particularly limited, and generally a ceramic carrier used for enzyme immobilization can be used, and it is preferable that it contains pores of several mu m to several mm (about 3 mu m to 2 mm).
In the method for producing a glucan sucrose-producing strain-immobilized carrier according to the present invention, the strain producing the glucan sucrase is characterized by being a strain belonging to the genus Lukonostok, a genus Streptococcus, a genus Lactobacillus lutea, do.
In the method for producing a glucan sucrose-producing strain-immobilized carrier according to the present invention, the strain producing the glucan sucrose is selected from the group consisting of Lukonovosti kimchi, leuconostolactice, leuconostox dextranicum, , Lactobacillus lutei, and Leuconostoc citreum.
In the method for producing a glucan sucrose-producing strain-immobilized carrier according to the present invention, the solid carrier for immobilizing the microorganism group may be any microorganism, organic component, or water-permeable porous material, Can also be used. Particularly, it is preferable that the material has a large surface area in which microorganisms are immobilized (fixed) to the volume. In the method for producing a glucan sucrose-producing strain-immobilized carrier according to the present invention, it is possible to use a solid carrier, more preferably a ceramic carrier, as the immobilization carrier.
As a porous carrier capable of supporting microorganisms in general, natural materials, polymer materials, and inorganic materials such as ceramics are widely used. Natural materials have the characteristic of enhancing the microorganism habitat environment and improving the deodorization effect by providing initial adsorption and nutrients, while there is a disadvantage in that the adsorption efficiency is decreased due to increase in pressure loss due to carbonization and consolidation with time . In the case of polymer materials, the microstructure can be easily controlled and the microorganism immobilization property is excellent, but the pressure loss due to the gel phase is large, and the properties are deteriorated due to the swelling or magnetization of the carrier itself during long-term use, It is disadvantageous compared to.
In addition, activated carbon has high impact load characteristics due to its excellent physical and chemical adsorption ability at the beginning, but it is pointed out that the operating cost is increased due to cyclic replacement.
Inorganic materials such as ceramics have excellent affinity with microorganisms, excellent chemical resistance, moldability, strength, affinity with microorganisms, and particularly, in the case of mixed inorganic materials, microorganisms stably multiply Therefore, it is reported that a high removal efficiency and a stable treatment effect can be obtained because it can be stably protected against relatively physical impacts such as load fluctuation, temperature change, and inflow of toxic substances. Therefore, in the present invention, .
The solid carrier integrally molded so as to maintain the solid shape may be a solid carrier formed of a cube shape, a spherical shape, a cylindrical shape, a rod shape, or the like and integrally formed with the carrier as a whole or by integrally bonding It would be.
Here, the term " having air permeability " means that the environment of the voids in the solid carrier and / or the solid carrier when the solid carrier is packed in a column, a reactor or the like, or when the solid carrier is piled up, The environment of the voids in the solid carrier becomes a state where the production reaction of the glucan sucrose is easy to proceed by keeping the aerobic condition.
The present invention also provides a glucan sucrose-producing strain-immobilized carrier produced by the method for producing a glucan sucrose-producing strain-immobilized carrier according to the present invention.
The present invention also relates to
A medium containing 10-60 wt% of sugar, a receptor for synthesizing 4-25 wt% of oligosaccharide, and water of the remainder;
A reactor packed with a glucan sucrose-producing strain-immobilized carrier according to the present invention; And
A pump for feeding the culture medium to the reactor; The oligosaccharide production system using the carrier immobilized with the glucan sucrose producing strain.
The oligosaccharide production system using the carrier immobilized with the glucan sucrose-producing strain according to the present invention is characterized in that the oligosaccharide production system using the carrier is immobilized on the solid carrier so that the medium is continuously provided in the carrier immobilized with the strain producing the glucan sucrose- Wherein the glucan sucrose produced by the glucan sucrose-producing strain isolated from the solid carrier is separated from the oligosaccharide-producing glucan sucrose-producing strain by the oligosaccharide The oligosaccharide can be synthesized by reacting with a receptor for synthesizing the oligosaccharide.
In the oligosaccharide production system using the solid carrier immobilized with the glucan sucrose-producing strain according to the present invention, the reactor packed with the carrier immobilized with the glucan sucrose-producing strain is continuously connected with two or more .
The oligosaccharide production system using the carrier immobilized with the glucan sucrose producing strain according to the present invention can select an appropriate receptor according to the oligosaccharide to be produced. In the oligosaccharide production system using the ceramic carrier on which the glucan sucrose producing strain according to the present invention is immobilized, receptors for synthesizing the oligosaccharide include maltose, isomaltose, fructose, gentiobiose, raffinose, cellobiose, galactose, Xylose, erythritol, lactose, stachyose, ketoose, nistose, natural fruit, and the like. An extract, and a soybean extract.
The present invention also provides a method for producing oligosaccharides using the oligosaccharide production system using the ceramic carrier on which the glucan sucrose producing strain according to the present invention is immobilized.
In the oligosaccharide production method according to the present invention, the feed rate of the culture medium is such that the reactor retention time of the culture medium supplied so that the supplied culture medium can stay in the total reactor volume for the time required to generate glucan sucrose is 3 hours To 10 hours. For example, when the volume of the reactor is 1440 ml, it is fed into the reactor at a rate of 0.3 to 6 ml / min. When the feed rate of the culture medium is 6 ml / min or more, it is difficult to secure the time to produce glucan sucrose by using the culture medium for the glucan sucrose-producing strain immobilized on the ceramic carrier. When the feed rate of the culture medium is 0.3 ml / min , The produced glucan sucrose can not be efficiently separated because the flow rate is lower than the rate at which the glucan sucrose producing strain produces the glucan sucrose, and thus the production of the oligosaccharide is not economical.
The method for producing a glucan sucrose-producing strain-immobilized carrier according to the present invention can prepare a immobilized product of glucan sucrose-producing strains by simple stirring using a porous solid. The oligosaccharide production system comprising the oligosaccharide- Glucan sucrose produced by a glucan sucrose-producing strain immobilized on a ceramic carrier while continuously supplying a culture medium in the form of a flow reactor without the conventional complicated process used for producing oligosaccharides Oligosaccharides can be efficiently produced by synthesizing oligosaccharides.
1 shows a porous carrier of a ceramic material used in an embodiment of the present invention.
FIG. 2 is a schematic diagram of a oligosaccharide production system using a ceramic carrier on which a glucan sucrose-producing strain according to the present invention is immobilized, and a system actually manufactured.
Figure 3 is a TLC result showing the pattern of the oligosaccharide product produced according to one embodiment of the present invention.
Figs. 4 to 7 show the results of the oligosaccharide production pattern according to the flow rate of the medium supplied into the reactor.
Hereinafter, the present invention will be described in more detail by way of examples. However, the present invention is not limited by the following examples.
Example One. Glucan sucrase Immobilization of production strains carrier Produce
Leuconostoc mesenteroides was added to LWG liquid medium [0.5% (w / v) yeast extract, 0.5% (w / v) peptone, 0.5% (w / v) K 2 HPO 4 , mineral solution (0.02% MgSO 4 .7H 2 O, % sodium chloride, 0.001% FeSO 4 · 7H 2 O, 0.001
100 g of the ceramic ring (12 x 12 mm) shown in Fig. 1 was placed in 100 ml of the LW liquid medium in which the glucose was excluded from the LWG liquid medium, and the culture liquid grown in the LWG liquid medium was added to 100 parts by weight of the
Example 2. Identification of oligosaccharide production and reaction products
The oligosaccharide production system as shown in Fig. 2 was prepared. 20 parts by weight of maltose was mixed with 50 parts by weight of distilled water as a receptor for synthesizing 30 parts by weight of sucrose and oligosaccharide in a culture medium and cultured in an incubator (50 x) containing a ceramic ring immobilized with Leuconostoc mesenteroides prepared in Example 1 300 mm jacket column) and a pump were connected.
The medium was passed through the pump to the Leuconostoc The mesenteroides were continuously supplied at a flow rate of 1 ml / min, 2 ml / min, 3 ml / min and 4 ml / min to a culture vessel (50 x 300 mm jacket column) filled with the immobilized ceramic ring at 28 ° C Lt; / RTI >
The resulting oligosaccharide and the amount of sugar used were dropped on a Merck K6F TLC plate by taking 1 μl of the reaction solution discharged from the reactor, and then the mixture was dissolved in a mixture of nitromethane / 1-propanol / water (2/5/1.5, v / v / v) And the components of the separated carbohydrate were identified using a methanolic sulfuric acid coloring reagent containing 0.3% (w / v) naphthylethylenediaminehydrochloride and 5% (v / v) sulfuric acid. Quantitative analysis of each carbohydrate in the resulting reaction product was determined using Alpha Innotech program, the results of which are shown in FIG. 3 and Table 1.
3, the respective lanes are as follows.
(
ml
/
min
)
Example 3. Badge On the supply amount Composition of reaction products
In order to confirm the optimal process conditions in the oligosaccharide production system according to the present invention, the flow rate of the medium to be fed into the reactor was adjusted to 0.3, 1, 2, 4, 6 and 10 ml / min, The change in the amount of oligosaccharide produced in the effluent discharged from the reactor was checked every 3 hours based on the time at which the autoclave was filled. The time required for the media to fill the two reactor columns was 24 hours at a flow rate of 1 ml / min, 12 hours at 2 ml / min, 6 hours at 4 ml / min, and 4 hours at 6 ml / min.
The resulting amount of oligosaccharide was loaded onto Merck K6F TLC plates and developed twice in nitromethane / 1-propanol / water (2/5 / 1.5, v / v / v) and the separated carbohydrate components were loaded on a
FIG. 4 shows patterns of oligosaccharide products produced when the flow rate is 2 ml / min. The respective lanes are as follows.
Lane 7-18, oligosaccharide product pattern generated using an enzyme derived from an immobilized strain
FIG. 5 is a pattern of oligosaccharide products produced when the flow rate is 4 ml / min. The respective lanes are as follows.
Lane 7-18, oligosaccharide product pattern generated using an enzyme derived from an immobilized strain
FIG. 6 shows a pattern of oligosaccharide products produced when the flow rate is 6 ml / min. The respective lanes are as follows.
Lane 7-19, an oligosaccharide product pattern generated using an enzyme derived from an immobilized strain
FIG. 7 shows patterns of oligosaccharide products produced when the flow rate is 0.3 ml / min and when the flow rate is 10 ml / min. The respective lanes are as follows.
Lane 7-18, the pattern of the resulting oligosaccharide
4 to 7, oligosaccharide products are produced even when the feed amount of the medium is 10 ml / min. When the feed amount of the medium is 1 to 6 ml / min, the production of oligosaccharide is increased as the feed amount of the medium is increased.
Example 4. Immobilization of microorganisms according to the change of medium supply Carrier Determination of microorganism immobilization degree and leakage degree
In order to confirm the microorganism immobilization degree and flow rate of the microorganism immobilized carrier according to the change of the medium supply flow rate, the OD value was confirmed at each flow rate while varying the medium feed amount at 1, 2, 4, and 6 ml / min. Respectively.
(ml / min)
In Table 2, it was confirmed that microorganisms were immobilized at a feed rate of 1, 2, 4, and 6 ml / min, and microorganisms were hardly leaked.
Example 5. In the reactor, pH Change measurement
The optimum pH condition was measured by measuring the pH change in the reactor according to the change of the supply flow rate of the medium, and the results are shown in Table 3 below.
In Table 3, the optimal growth conditions of L. mesenteroides were generally at pH 5.3, and the pH was maintained at 5.0-5.3 for 72 hours at 1 - 6 ml / min.
(ml / min)
Claims (10)
Preparing a porous solid carrier mixture by mixing the porous solid carrier with a culture medium of the strain;
Mixing the glucan sucrase culture solution with the porous solid carrier mixture; And
And stirring the mixture of the glucan sucrose culture solution and the porous solid carrier mixture to prepare a glucan sucrose-producing strain-immobilized carrier.
Wherein the glucan sucrose-producing strain is selected from the group consisting of Leuconostoc spp., Streptococcus spp., Lactobacillus luteri, and Weissella cibaria.
The strain producing the glucan sucrase is selected from the group consisting of Lukonovosti Kimchi, Ryukono Stok lactis, Ryukono Stokes dextranicum, Streptococcus sp., Lactobacillus lutei, and Leukonostocutrium strains. Wherein the glucan sucrose-producing strain-immobilized carrier is at least one of the following.
A reactor packed with a carrier immobilized with a glucan sucrose-producing strain according to claim 4; And
A pump for feeding the culture medium to the reactor; Wherein the oligosaccharide production system comprises a ceramic carrier immobilized with a glucan sucrose-producing strain.
The oligosaccharide production system using the ceramic carrier on which the glucan sucrose producing strain is immobilized is characterized in that two or more reactors filled with the carrier immobilized with the glucan sucrose producing strain are continuously connected.
The receptors for synthesizing the oligosaccharides include maltose, isomaltose, fructose, gentiobiose, raffinose, cellobiose, galactose, xylose, mannose, sialic acid, nigerose, glucose, melibiose, Wherein the at least one oligosaccharide production system is at least one selected from the group consisting of maltitol, mannitol, xylitol, erythritol, lactose, stachyose, cestose, varnishes, natural fruit and vegetable extracts and soybean extract.
Wherein the culture medium is fed to the reactor at a rate that allows it to stay in the reactor for 3 to 10 hours.
Wherein the culture medium is fed into the reactor at a rate of 1 to 5 ml / min.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| KR20170020258A (en) * | 2015-08-13 | 2017-02-22 | 서울대학교산학협력단 | Modified leuconostoc for high efficient production of glucansucrase |
| KR101982223B1 (en) * | 2017-11-30 | 2019-05-24 | 주식회사 비케이바이오 | METHOD FOR PREPARING OLIGOSACCHARIDES USING Leuconostoc lactis CCK940 |
| EP3405500A4 (en) * | 2016-01-18 | 2019-10-16 | Isothrive LLC | Maltosyl-isomaltooligosaccharides |
| WO2021080356A1 (en) * | 2019-10-22 | 2021-04-29 | 씨제이제일제당 (주) | Oligosaccharide composition and method for producing oligosaccharide composition |
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Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
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| KR20170020258A (en) * | 2015-08-13 | 2017-02-22 | 서울대학교산학협력단 | Modified leuconostoc for high efficient production of glucansucrase |
| EP3405500A4 (en) * | 2016-01-18 | 2019-10-16 | Isothrive LLC | Maltosyl-isomaltooligosaccharides |
| US10632141B2 (en) | 2016-01-18 | 2020-04-28 | Isothrive Inc. | Maltosyl-isomaltooligosaccharides |
| US10857175B2 (en) | 2016-01-18 | 2020-12-08 | Isothrive Inc. | Maltosyl-isomaltooligosaccharides |
| US11672817B2 (en) | 2016-01-18 | 2023-06-13 | Isothrive Inc. | Maltosyl-Isomaltooligosaccharides |
| KR101982223B1 (en) * | 2017-11-30 | 2019-05-24 | 주식회사 비케이바이오 | METHOD FOR PREPARING OLIGOSACCHARIDES USING Leuconostoc lactis CCK940 |
| WO2021080356A1 (en) * | 2019-10-22 | 2021-04-29 | 씨제이제일제당 (주) | Oligosaccharide composition and method for producing oligosaccharide composition |
| KR20210047772A (en) | 2019-10-22 | 2021-04-30 | 씨제이제일제당 (주) | Oligosaccharide Composition and Preparation Method of Oligosaccharide Composition |
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