CN1473836A - Guluronic acid oligose with carboxylic acid at reducing end positiion-1 and its derivatives - Google Patents
Guluronic acid oligose with carboxylic acid at reducing end positiion-1 and its derivatives Download PDFInfo
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- CN1473836A CN1473836A CNA031389678A CN03138967A CN1473836A CN 1473836 A CN1473836 A CN 1473836A CN A031389678 A CNA031389678 A CN A031389678A CN 03138967 A CN03138967 A CN 03138967A CN 1473836 A CN1473836 A CN 1473836A
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- guluronic acid
- derivative
- reducing end
- acid
- guluronic
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- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
The present invention relates to a kind of guluronic acid oligose and its derivative, which feature the carboxylic radical in the reducing end position-1. During the preparation, guluronic acid oligose or its derivative is compounded into water solution of 1-25 % concentration, added with oxidant to final concentration of 1-15 % and reacted; and the reacted liquid is separated and purified in Bio-gel P10 and Sax chromatographic column to obtain guluronic acid oligose or its derivative with carboxylic radical in the reducing end position-1. The present invention has the advantages of providing a serial new compounds with functions and activity suitable for wide application, and providing direct evidence for further understanding the oxidizing degradation mechanism of polysaccharide.
Description
Technical field:
The present invention relates to 1 of a kind of reducing end and be the algin oligosaccharide of carboxyl and derivative thereof.
Background technology:
Algin is the linear anionic polysaccharide that is connected to form by 1,4 glycosidic link by beta-D-mannuronic acid and α-L-guluronic acid.Above-mentioned two kinds of uronic acid homogeneous or alternately arrangement, the algin fragment that homogeneous is arranged comprises polymannuronic acid (PM) and poly-guluronic acid (PG).The algin source is abundant, and has been widely used in food, chemical industry and pharmaceutical sector etc.Algin oligosaccharide comprised that the physiological action of guluronic acid oligosaccharides and derivative thereof constantly was found in recent years, and it has the function of stronger promotion plant-growth; Anticoagulant active is arranged; Antiviral activity; Anti-microbial activity; Improve immunizing power, anti-tumor activity and anti-inflammatory activity.Therefore the demand of guluronic acid oligosaccharides and derivative thereof grows with each passing day, and has caused the concern that people are bigger.
Summary of the invention:
The purpose of this invention is to provide 1 of a kind of reducing end and be the guluronic acid oligosaccharides and the derivative thereof of carboxyl, it can satisfy the demand of prior art.
A kind of guluronic acid oligosaccharides and derivative thereof is characterized in that 1 of this guluronic acid oligosaccharides and derivative reducing end thereof are carboxyl, and structural formula is as follows:
N is 1-19 in the formula; R all can be H or HSO
3Or OCCH
3Or H
2PO
3
A kind of 1 of reducing end of making is the guluronic acid oligosaccharides of carboxyl and the method for derivative thereof, comprise that will gather the guluronic acid or derivatives thereof is made into 1～25% the aqueous solution, add oxygenant to final concentration 1～15%, 30～120 ℃ of reactions down, after it is characterized in that the stopping of reaction, reaction solution Bio-gel P10, the separation and purification of Sax chromatography column.
Advantage of the present invention is: a series of new compounds are provided, and their function and activity can be widely used, and also provide direct evidence for the mechanism of further in depth being familiar with the oxidative degradation polysaccharide.
Embodiment:
To gather the guluronic acid or derivatives thereof and be made into 1～25% (by weight, as follows) the aqueous solution, add oxygenant to final concentration 1～15%, 30～120 ℃ of reactions down, after it is characterized in that the stopping of reaction, reaction solution Bio-gel P10, the separation and purification of Sax chromatography column obtains 1 of reducing end and is the guluronic acid oligosaccharides and the derivative thereof of carboxyl.Its structural formula is:
N is 1-19 in the formula; R all can be H or HSO
3Or OCCH
3Or H
2PO
3
Oxygenant described in the present invention is hydrogen peroxide, hypochlorous acid, hypochlorite or sulfuric acid.Described poly-guluronic acid and derivative thereof comprise many or oligomerization guluronic acid, many or oligomerization guluronic acid sulfation, phosphorylation, ethyl esterization or esterification derivative.
Claims (4)
1. guluronic acid oligosaccharides and derivative thereof is characterized in that 1 of this guluronic acid oligosaccharides and derivative reducing end thereof are carboxyl, and its structural formula is:
N is 1-19 in the formula; R all can be H or HSO
3Or OCCH
3Or H
2PO
3
2. make 1 of reducing end and be the guluronic acid oligosaccharides of carboxyl and the method for derivative thereof for one kind, comprise that will gather the guluronic acid or derivatives thereof is made into 1～25% the aqueous solution, add oxygenant to final concentration 1～15%, 30～120 ℃ of reactions down, after it is characterized in that the stopping of reaction, reaction solution Bio-gel P10, the separation and purification of Sax chromatography column.
3. method as claimed in claim 2 is characterized in that described oxygenant is hydrogen peroxide, hypochlorous acid, hypochlorite or sulfuric acid.
4. method as claimed in claim 2 is characterized in that described poly-guluronic acid and derivative thereof comprise many or oligomerization guluronic acid, many or oligomerization guluronic acid sulfation, phosphorylation, ethyl esterization or esterification derivative.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA031389678A CN1473836A (en) | 2003-08-04 | 2003-08-04 | Guluronic acid oligose with carboxylic acid at reducing end positiion-1 and its derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA031389678A CN1473836A (en) | 2003-08-04 | 2003-08-04 | Guluronic acid oligose with carboxylic acid at reducing end positiion-1 and its derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1473836A true CN1473836A (en) | 2004-02-11 |
Family
ID=34154987
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA031389678A Pending CN1473836A (en) | 2003-08-04 | 2003-08-04 | Guluronic acid oligose with carboxylic acid at reducing end positiion-1 and its derivatives |
Country Status (1)
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|---|---|
| CN (1) | CN1473836A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005089776A1 (en) * | 2004-03-24 | 2005-09-29 | Ocean University Of China | Algin oligosaccharides and the derivatives thereof as well as the manufacture and the use of the same |
| CN104083395A (en) * | 2014-06-05 | 2014-10-08 | 深圳大学 | Application of marine-derived oligoguluronic acid |
| WO2015000411A1 (en) * | 2013-07-02 | 2015-01-08 | 中国科学院上海药物研究所 | Sulfated polygulonic acid polysaccharide or pharmaceutical salt thereof, preparation method therefor and use thereof |
| CN104897835A (en) * | 2015-05-28 | 2015-09-09 | 江南大学 | Method for rapidly determining oligoguluronic acid by employing UPLC-Q-TOF/MS (ultra-high performance liquid chromatography-quadrupole rods tandem time-of-flight/mass spectrometry) technology |
-
2003
- 2003-08-04 CN CNA031389678A patent/CN1473836A/en active Pending
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9493496B2 (en) | 2004-03-24 | 2016-11-15 | Ocean University Of China | Algin oligosaccharides and the derivatives thereof as well as the manufacture and the use of the same |
| KR100844918B1 (en) | 2004-03-24 | 2008-07-09 | 오션 유니벌시티 오브 차이나 | Algin oligosaccharides and the derivatives thereof as well as the manufacture and the use of the same |
| EA011417B1 (en) * | 2004-03-24 | 2009-02-27 | Оушн Юниверсити Оф Чайна | Algin oligosaccharides and the derivatives thereof, the manufacture and the use of the same |
| US8835403B2 (en) | 2004-03-24 | 2014-09-16 | Meiyu Geng | Algin oligosaccharides and the derivatives thereof as well as the manufacture and the use of the same |
| US10213456B2 (en) | 2004-03-24 | 2019-02-26 | Ocean University Of China | Alginate oligosaccharides and the derivatives thereof as well as the manufacture and the use of the same |
| WO2005089776A1 (en) * | 2004-03-24 | 2005-09-29 | Ocean University Of China | Algin oligosaccharides and the derivatives thereof as well as the manufacture and the use of the same |
| EA028655B1 (en) * | 2013-07-02 | 2017-12-29 | Шангхай Инститьют Оф Матириа Медика Чайниз Акэдеми Оф Сайнсиз | Sulfated polygulonic acid polysaccharide or pharmaceutical salt thereof, preparation method therefor and use thereof |
| KR20160029817A (en) * | 2013-07-02 | 2016-03-15 | 상하이 인스티튜트 오브 마테리아 메디카 차이니즈 아카데미 오브 싸이언시즈 | Sulfated polygulonic acid polysaccharide or pharmaceutical salt thereof, preparation method therefor and use thereof |
| WO2015000411A1 (en) * | 2013-07-02 | 2015-01-08 | 中国科学院上海药物研究所 | Sulfated polygulonic acid polysaccharide or pharmaceutical salt thereof, preparation method therefor and use thereof |
| CN105358582A (en) * | 2013-07-02 | 2016-02-24 | 中国科学院上海药物研究所 | Sulfated polygulonic acid polysaccharide or pharmaceutical salt thereof, preparation method therefor and use thereof |
| US10058566B2 (en) | 2013-07-02 | 2018-08-28 | Shanghai Institute Of Materia Medica Chinese Academy Of Sciences | Sulfated polygulonic acid polysaccharide or pharmaceutical salt thereof, preparation method therefor and use thereof |
| CN105358582B (en) * | 2013-07-02 | 2018-09-21 | 中国科学院上海药物研究所 | A kind of poly- gulonate polysaccharide of Sulfation or its officinal salt and its preparation method and application |
| KR102258569B1 (en) | 2013-07-02 | 2021-05-28 | 상하이 인스티튜트 오브 마테리아 메디카 차이니즈 아카데미 오브 싸이언시즈 | Sulfated polygulonic acid polysaccharide or pharmaceutical salt thereof, preparation method therefor and use thereof |
| CN104083395A (en) * | 2014-06-05 | 2014-10-08 | 深圳大学 | Application of marine-derived oligoguluronic acid |
| CN104897835A (en) * | 2015-05-28 | 2015-09-09 | 江南大学 | Method for rapidly determining oligoguluronic acid by employing UPLC-Q-TOF/MS (ultra-high performance liquid chromatography-quadrupole rods tandem time-of-flight/mass spectrometry) technology |
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