KR20000058441A - Method for preparing a low molecular weight polysaccharides and it's oligosaccharides - Google Patents

Method for preparing a low molecular weight polysaccharides and it's oligosaccharides Download PDF

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KR20000058441A
KR20000058441A KR1020000027953A KR20000027953A KR20000058441A KR 20000058441 A KR20000058441 A KR 20000058441A KR 1020000027953 A KR1020000027953 A KR 1020000027953A KR 20000027953 A KR20000027953 A KR 20000027953A KR 20000058441 A KR20000058441 A KR 20000058441A
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low molecular
molecular weight
ozone
polysaccharides
oligosaccharides
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조석형
김공수
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조석형
김공수
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H3/00Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
    • C07H3/06Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B15/00Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B31/00Preparation of derivatives of starch

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  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

PURPOSE: An aqueous low molecular polysaccharide and oligosaccharide thereof are provided which can be used in medicines, food-additive, cosmetic, natural pesticide, and etc.. CONSTITUTION: The low molecular polysaccharide and oligosaccharide thereof are produced by a process comprising the steps of: dispersing the polysaccharide such as pectin, chitin, chitosan, alginic acid, cellulose, and etc. in solvent such as pure water, and acetic acid; and adding a mixture of ozone/oxygen to the dispersed solution, wherein an amount of the ozone is 0.01-10 mole (based on the glucose amine of 1 mole).

Description

저분자 다당류 및 그의 올리고당의 제조방법{Method for preparing a low molecular weight polysaccharides and it's oligosaccharides}Method for preparing a low molecular weight polysaccharides and oligosaccharides thereofMethod for preparing a low molecular weight polysaccharides and it's oligosaccharides

본 발명은 다당류를 용매에 용해시킨 후 용액에 오존을 불어 넣으므로써 저분자 다당 및 그의 올리고당을 제조하는 방법에 관한 것이다. 이들 수용성 저분자 다당 및 올리고당은 식품, 조미료, 사료, 비료, 영양제, 화장품, 의약품 등의 여러분야에 이용 가능한 물질이다.The present invention relates to a method for producing low molecular weight polysaccharides and oligosaccharides thereof by dissolving polysaccharides in a solvent and blowing ozone into the solution. These water-soluble low molecular weight polysaccharides and oligosaccharides are substances that can be used in foods, seasonings, feed, fertilizers, nutritional supplements, cosmetics and pharmaceuticals.

종래의 저분자 다당 및 그의 올리고당를 얻는 방법은 다당류를 효소분해 혹은 산분해 방법으로 행해져 왔다. 그러나 효소분해 방법은 효소의 특이성 때문에 다당류의 절단 분해하는 장소가 한정되어 있어서 얻을 수 있는 분해 생성물의 종류가 한정되어 있다는 단점이 있다. 또한 산분해의 경우에는 진한 염산등 강산성 용액에서 다당류의 분해가 이루어지기 때문에 단당이 많이 생성되어 변환효율이 낮은 단점이 있을 뿐아니라, 최종적으로 중화처리하는 과정이 필요하고 탈염공정이 필수적이며 순수한 저분자 다당 및 올리고당을 얻기가 어렵다. 또한 본 발명자가 발명한 광에 의한 저분자 다당의 제조방법(출원번호 032474)에 있어서도 순수한 저분자 다당을 얻을 수 있으나 제조 시간이 길다는 단점이 있다.Conventional methods for obtaining low molecular polysaccharides and oligosaccharides thereof have been carried out by enzymatic or acid decomposition methods of polysaccharides. However, the enzymatic digestion method has a disadvantage in that the location of cleavage and degradation of polysaccharides is limited due to the specificity of the enzyme, thereby limiting the types of degradation products that can be obtained. In addition, in the case of acid decomposition, since polysaccharides are decomposed in a strong acid solution such as concentrated hydrochloric acid, a large amount of monosaccharides are generated, and the conversion efficiency is low. Finally, a neutralization process is required, a desalting process is essential, and a pure low molecular weight It is difficult to obtain polysaccharides and oligosaccharides. In addition, even in the method for preparing low molecular weight polysaccharides by the present invention (application number 032474), pure low molecular weight polysaccharides can be obtained, but the manufacturing time is long.

본 발명은 저분자 다당류 및 그의 올리고당을 제조하는 방법으로 다당류를 증류수 등 적당한 용매에 일정한 농도로 용해시킨 용액에 오존을 불어 넣으므로써 수용성 저분자 다당 및 그의 올리고당을 효율적으로 제조하는 방법에 관한 것이다.The present invention relates to a method for producing low molecular weight polysaccharides and oligosaccharides thereof by efficiently blowing ozone into a solution in which polysaccharides are dissolved at a constant concentration in a suitable solvent such as distilled water.

본 발명은 저분자 다당류 및 그의 올리고당을 제조하는 방법에 관한 것이다.즉 증류수 또는 아세트산 용액 등 적당한 용매에 일정한 농도로 다당을 용해하는 단계와 상기의 용액에 오존을 발생시켜 불어넣어 분해함으로써 이루어진 저분자 다당 및 그의 올리고당을 효율적으로 제조하는 방법에 관한 것이다.The present invention relates to a method for preparing low molecular polysaccharides and oligosaccharides thereof. That is, low molecular polysaccharides formed by dissolving polysaccharides at a constant concentration in a suitable solvent such as distilled water or acetic acid solution, and decomposing by blowing ozone into the solution. A method for efficiently producing oligosaccharides thereof.

본 발명에 사용된 다당류로는 키틴, 키토산, 알긴산, 펙틴, 이누린, 셀룰로오스, 검, 녹말, 글리코오겐, 헤파린, 히알루론산, 폴리갈락토오스아민 및 그들의 유도체 등이다. 제조 시 사용한 다당류 용액의 농도는 0.5 내지 20 중량%로 할 수 있다.Polysaccharides used in the present invention include chitin, chitosan, alginic acid, pectin, inulin, cellulose, gum, starch, glycogen, heparin, hyaluronic acid, polygalactoseamine and derivatives thereof. The concentration of the polysaccharide solution used in the production may be 0.5 to 20% by weight.

본 발명에 사용한 오존은 오존/산소의 혼합물을 사용하며 오존의 양은 글루코오스아민 단위 몰의 0.01 내지 10배 몰을 사용할 수 있고 0.1 내지 2배 몰을 사용하는 것이 바람직하다.The ozone used in the present invention uses a mixture of ozone / oxygen and the amount of ozone may use 0.01 to 10 times mole of the unit mole of glucoseamine, and preferably 0.1 to 2 times mole.

본 발명에서 저분자 다당 및 그의 올리고당의 제조 방법으로는 예를 들면 키토산 5중량부를 5%아세트산 용액 100-200중량부에 분산시키고 5 내지 50℃에서 교반하여 용해시킨다. 이 용액에 오존/산소 혼합물을 2.4 내지 5.4 ℓ/h의 속도로 불어넣으면서 20 내지 65℃에서 30분 내지 3시간 반응시켜 저분자 키토산 및 그의 올리고당을 제조하였다. 다른 다당류도 사기의 방법으로 제조하였다.In the present invention, for example, 5 parts by weight of chitosan is dispersed in 100-200 parts by weight of a 5% acetic acid solution and stirred at 5 to 50 ° C. to prepare a low molecular weight polysaccharide and an oligosaccharide thereof. A low molecular weight chitosan and its oligosaccharides were prepared by reacting the solution with an ozone / oxygen mixture at a rate of 2.4 to 5.4 L / h at 30 to 3 hours at 20 to 65 ° C. Other polysaccharides were also prepared by means of fraud.

이하, 실시 예에 의거 본 발명을 더욱 상세히 설명하면 다음과 같다.Hereinafter, the present invention will be described in detail with reference to Examples.

실시예 1Example 1

키토산(분자량 : 180000) 50g를 5% 아세트산 수용액 1000g에 용해시키고 이 용액에 오존/산소 혼합기체를 5.4 ℓ/h의 속도로 60℃에서 3시간 반응시켜 키토산 분해물을 제조하였다. 그리고 분해물은 분해한 그대로의 용액 또는 분무건조 하여 사용하였다.50 g of chitosan (molecular weight: 180000) was dissolved in 1000 g of 5% acetic acid aqueous solution, and the solution was reacted with an ozone / oxygen gas at 60 ° C. for 3 hours at a rate of 5.4 L / h to prepare a chitosan decomposition product. And the decomposition products were used as a solution or spray-drying as it was decomposed.

실시예 2Example 2

20℃, 40℃, 80℃에서 반응시킨 것을 제외하고는 상기의 실시예 1과 동일한 방법으로 실시하였다.The same procedure as in Example 1 was carried out except that the reaction was carried out at 20 ° C, 40 ° C, and 80 ° C.

실시예 3Example 3

알긴산 나트륨(분자량 : 270000), 5중량부를 증류수 100중량부에 녹인것을 사용한 것을 제외하고는 상기의 실시예 1과 동일한 방법으로 실시하였다.Sodium alginate (molecular weight: 270000) was carried out in the same manner as in Example 1, except that 5 parts by weight were dissolved in 100 parts by weight of distilled water.

실시예 4Example 4

상기 실시예 1-3의 방법으로 얻어진 분해물 및 그의 올리고당의 평균분자량을 GPC로 분석하였다. 칼럼은 Shodex OHpak SB-801+SB-802+SB-803(7.5mm ID×300mm L)을 사용하였고, 용출액은 0.1M 아세트산 완충용액을 사용하였으며 유속은 0.8㎖/min으로 조정하여 분석하였다. 그 결과는 표 1과 같다.The average molecular weight of the degradation product and the oligosaccharide obtained by the method of Example 1-3 was analyzed by GPC. Shodex OHpak SB-801 + SB-802 + SB-803 (7.5 mm ID x 300 mm L) was used, the eluate was used for 0.1 M acetic acid buffer, and the flow rate was adjusted to 0.8 ml / min. The results are shown in Table 1.

실시예Example 온도Temperature 분해시간에 따른 분자량(Mn)Molecular weight according to decomposition time (Mn) 5분5 minutes 10분10 minutes 15분15 minutes 20분20 minutes 30분30 minutes 60분60 minutes 120븐120ven 1One 2020 125000125000 105000105000 8700087000 7300073000 5100051000 2780027800 1300013000 4040 7900079000 5000050000 3900039000 3100031000 2100021000 94009400 59005900 6060 4900049000 2880028800 1800018000 1200012000 99009900 40004000 35003500 8080 4100041000 2200022000 1300013000 98009800 67006700 35003500 18001800 33 2020 197000197000 122000122000 102000102000 8500085000 5700057000 3300033000 2300023000 4040 123000123000 114000114000 9100091000 7500075000 5300053000 2400024000 95009500 6060 9600096000 5700057000 4600046000 3300033000 2700027000 1100011000 67006700 8080 5800058000 4700047000 3100031000 2500025000 1650016500 93009300 47004700

상기의 실시예에서 볼 수 있듯이 오존을 불어넣음으로써 빠른 분해속도를 보여줄 뿐만 아니라 단시간 안에 올리고당까지 분해되는 것을 알 수 있다. 본 발명은 빠르게 저분자 다당 및 올리고당을 효율적으로 제조할 수 있고 순수한 저분자 다당을 얻을 수 있으며, 처리비용이 싸고 짧은 시간에 원하는 분자량의 다당을 제조할 수 있어서 훨씬 경제적이다.As can be seen in the above examples, by blowing ozone, not only shows a fast decomposition rate, but also it can be seen that the oligosaccharide is decomposed in a short time. The present invention can quickly produce low molecular weight polysaccharides and oligosaccharides efficiently, obtain pure low molecular weight polysaccharides, and are much more economical because the processing cost is low and the polysaccharides of desired molecular weight can be produced in a short time.

Claims (3)

다당을 용매에 용해시키는 단계와 일정의 속도로 오존/산소의 혼합기체를 불어 넣으면서 일정온도에서 분해하는 단계로 이루어진 저분자 다당 및 그의 올리고당의 제조 방법.A method for producing low molecular weight polysaccharides and oligosaccharides thereof comprising dissolving polysaccharides in a solvent and decomposing at a constant temperature while blowing a mixed gas of ozone / oxygen at a constant rate. 제 1항에 있어서 사용한 오존은 오존/산소의 혼합물을 사용하며 오존의 양은 글루코오스아민 단위 몰의 0.01 내지 10배 몰을 사용하는 것을 특징으로 하는 저분자 다당 및 그의 올리고당의 제조 방법.The method for producing low molecular weight polysaccharide and oligosaccharide thereof according to claim 1, wherein the used ozone uses a mixture of ozone / oxygen and the amount of ozone is 0.01 to 10 times mole of the moles of glucoseamine units. 제1항에 있어서 다당류로는 펙틴, 키틴, 키토산, 알긴산, 이누린, 셀룰로오스, 녹말, 글리코오겐, 헤파린, 히알루론산, 폴리갈락토오스아민 및 그들의 유도체 등을 포함하는 것을 특징으로 하는 저분자 다당 및 그의 올리고당의 제조 방법.The polysaccharide according to claim 1, wherein the polysaccharide includes pectin, chitin, chitosan, alginic acid, inulin, cellulose, starch, glycogen, heparin, hyaluronic acid, polygalactoseamine and derivatives thereof. Method of preparation.
KR1020000027953A 2000-05-24 2000-05-24 Method for preparing a low molecular weight polysaccharides and it's oligosaccharides KR20000058441A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100404928B1 (en) * 2001-04-20 2003-11-07 삼성정밀화학 주식회사 Method for improving whiteness of cellulose ether and its derivatives

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JPS56116701A (en) * 1980-02-21 1981-09-12 Hitachi Ltd Pretreatment of cellulosic material
US4316982A (en) * 1979-04-27 1982-02-23 Hoechst Aktiengesellschaft Process for reducing the viscosity of cellulose ethers by means of ozone and application thereof
JPS58111802A (en) * 1981-12-25 1983-07-04 Mitsubishi Acetate Co Ltd Production of low-viscosity galactomannan
JPS6140301A (en) * 1984-07-31 1986-02-26 Hokuetsu Seishi Kk Production of oxidized starch with ozone
JPS624703A (en) * 1985-07-02 1987-01-10 Tooa Eiyoo Kk Production of low-mw heparin fraction
KR910000799A (en) * 1989-06-23 1991-01-30 마리 카우키넨 Hydrolysis Products of Novel Cellulose Derivatives and Their Fragments

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4316982A (en) * 1979-04-27 1982-02-23 Hoechst Aktiengesellschaft Process for reducing the viscosity of cellulose ethers by means of ozone and application thereof
JPS56116701A (en) * 1980-02-21 1981-09-12 Hitachi Ltd Pretreatment of cellulosic material
JPS58111802A (en) * 1981-12-25 1983-07-04 Mitsubishi Acetate Co Ltd Production of low-viscosity galactomannan
JPS6140301A (en) * 1984-07-31 1986-02-26 Hokuetsu Seishi Kk Production of oxidized starch with ozone
JPS624703A (en) * 1985-07-02 1987-01-10 Tooa Eiyoo Kk Production of low-mw heparin fraction
KR910000799A (en) * 1989-06-23 1991-01-30 마리 카우키넨 Hydrolysis Products of Novel Cellulose Derivatives and Their Fragments

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100404928B1 (en) * 2001-04-20 2003-11-07 삼성정밀화학 주식회사 Method for improving whiteness of cellulose ether and its derivatives

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