CN1546501A - Mannuronic acid and guluronic acid imbedded oligosaccharin and preparation method therefor - Google Patents

Mannuronic acid and guluronic acid imbedded oligosaccharin and preparation method therefor Download PDF

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Publication number
CN1546501A
CN1546501A CNA2003101144986A CN200310114498A CN1546501A CN 1546501 A CN1546501 A CN 1546501A CN A2003101144986 A CNA2003101144986 A CN A2003101144986A CN 200310114498 A CN200310114498 A CN 200310114498A CN 1546501 A CN1546501 A CN 1546501A
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China
Prior art keywords
acid
gel
bio
guluronic acid
mannuronic
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CNA2003101144986A
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Chinese (zh)
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管华诗
张真庆
于广利
江晓路
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Ocean University of China
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Ocean University of China
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Priority to CNA2003101144986A priority Critical patent/CN1546501A/en
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Abstract

The invention relates to a mannuronic acid and guluronic acid imbedded oligosaccharin, characterized in that the non-deacidizing end has double bonds, the preparation comprises preparing algin into water solution, charging algin cracking enzyme for reaction, heating by boiling water bath, centrifuging to remove settled foreign substance, separating and purifying through chromatography.

Description

A kind of mannuronic acid and guluronic acid are inlayed segment oligosaccharides and preparation method thereof
Technical field
The present invention relates to mannuronic acid and guluronic acid that a kind of non-reducing end has two keys and inlay segment oligosaccharides and preparation method thereof.
Background technology
Algin be a kind of be the straight-chain polysaccharide that monomer is formed by connecting by the 1-4 glycosidic link with β-mannuronic acid and α-guluronic acid.Can be divided into three kinds of fragments from whole molecule algin: polymannuronic acid segment (M block), poly-guluronic acid segment (G block) and mannuronic acid and guluronic acid are inlayed fragment (MG block).Mannuronic acid is different according to algae with the ratio of guluronic acid in algin, the region is different, season different and in algae the different differences that present in distribution position, be roughly 2: 1 to 1: 2.The biological activity of algin oligosaccharide and derivative thereof constantly is found in recent years, from anti-freezing, antibiotic, anti-inflammatory, antiviral, to improve immunizing power antitumor to bifidus factor, promoting growth of plants agent, algin oligosaccharide and derivative thereof have shown wide biological activity.Structure and biological activity to mannuronic acid segment (M block) oligosaccharides and guluronic acid segment (G block) oligosaccharides had research extensively and profoundly at present.Mannuronic acid and guluronic acid are inlayed fragment (MG block) oligosaccharides its particular structure, may produce more extensive and outstanding biological activity.But because of glycosidic link between mannuronic acid and the guluronic acid a little less than, so be more difficult to get this material, also have influence on naturally it done further research.
Summary of the invention
The purpose of this invention is to provide a kind of mannuronic acid and guluronic acid and inlay segment oligosaccharides and preparation method thereof, it can satisfy the demand of prior art.
A kind of mannuronic acid and guluronic acid are inlayed the segment oligosaccharides, it is characterized in that its non-reducing end has two keys, and structure is as follows:
Or
Figure A20031011449800032
N=1-19 in the formula, m=1-19, n+m<20; R is H or SO 3Na or CH 3Or PO 3Na 2
A kind of mannuronic acid and guluronic acid are inlayed the preparation method of fragment oligosaccharides, it is characterized in that algin is made into the aqueous solution, adding alginate lyase reacts, make enzyme deactivation with the boiling water bath heating, remove precipitated impurities after centrifugal, with gained supernatant gel permeation chromatography and the separation and purification of reinforcing yin essence ion exchange chromatography, and carry out derivatize.
The invention provides a series of new compound mannuronic acids and guluronic acid and inlay fragment oligosaccharides and derivative thereof, and lay the foundation for its bioactive application and exploitation.
Embodiment
Algin is made into 5% (concentration expressed in percentage by weight, the aqueous solution down together), adding alginate lyase (Vibro Sp.510) reacts, make enzyme deactivation with the boiling water bath heating, remove precipitated impurities after centrifugal, with gained supernatant gel permeation chromatography, filler be xanthan gum (Bio-Gel) P6 and reinforcing yin essence ion exchange chromatography filler for Spherisorb SAX carries out separation and purification, obtain mannuronic acid and guluronic acid that non-reducing end has two keys and inlay the fragment oligosaccharides; And introduce SO for 2 and 3 at the sugar ring 3Na or CH 3Or PO 3Na 2Its structural formula is:
Or
N=1-19 in the formula, m=1-19, n+m<20; R is H or SO 3Na or CH 3Or PO 3Na 2
Alginate aqueous solution concentration can be 1-10% among the present invention.Used alginate lyase is the specificity alginate lyase.The filler of described gel permeation chromatography removes above-mentioned Bio-Gel P6, can also applying biological glue P4 (Bio-Gel P4), Bio Gel P 10 (Bio-Gel P10) and dextran-agarose hinge filler (Superdex-30) all can reach identical separating effect.The filler of described reinforcing yin essence ion exchange chromatography removes above-mentioned Spherisorb SAX, can also use SB Nucleosil and can reach good separating effect equally.Described mannuronic acid guluronic acid inlays segment and derivative is poly or oligomerization mannuronic acid guluronic acid, poly or oligomerization mannuronic acid guluronic acid sulfuric ester, phosphoric acid ester and the derivative that methylates.

Claims (5)

1, a kind of mannuronic acid and guluronic acid are inlayed the segment oligosaccharides, it is characterized in that its non-reducing end has two keys, and structure is as follows:
Figure A2003101144980002C1
Or
Figure A2003101144980002C2
N=1-19 in the formula, m=1-19, n+m<20; R is H or SO 3Na or CH 3Or PO 3Na 2
2, a kind of mannuronic acid and guluronic acid are inlayed the preparation method of fragment oligosaccharides, it is characterized in that algin is made into the aqueous solution, adding alginate lyase reacts, make enzyme deactivation with the boiling water bath heating, remove precipitated impurities after centrifugal, with gained supernatant gel permeation chromatography and the separation and purification of reinforcing yin essence ion exchange chromatography, and carry out derivatize.
3, method as claimed in claim 2 is characterized in that described alginate aqueous solution concentration is 1-10%.
4, method as claimed in claim 2, the filler that it is characterized in that described gel permeation chromatography are Bio-Gel P6, Bio Gel P 4 (Bio-Gel P4), Bio Gel P 10 (Bio-Gel P10) or dextran-agarose hinge filler (Superdex-30).
5, method as claimed in claim 2, the filler that it is characterized in that described reinforcing yin essence ion exchange chromatography are Spherisorb SAX or SB Nucleosil.
CNA2003101144986A 2003-12-16 2003-12-16 Mannuronic acid and guluronic acid imbedded oligosaccharin and preparation method therefor Pending CN1546501A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102212148A (en) * 2011-03-21 2011-10-12 中国海洋大学 Antithrombotic medicament for intravenous injection and preparation method and application thereof
CN110403197A (en) * 2019-07-31 2019-11-05 浙江海洋大学 A kind of application of brown alga glue oral liquid

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102212148A (en) * 2011-03-21 2011-10-12 中国海洋大学 Antithrombotic medicament for intravenous injection and preparation method and application thereof
CN110403197A (en) * 2019-07-31 2019-11-05 浙江海洋大学 A kind of application of brown alga glue oral liquid

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