CN1219784C - 利用芬顿反应制备甘露糖醛酸寡糖的方法 - Google Patents
利用芬顿反应制备甘露糖醛酸寡糖的方法 Download PDFInfo
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- CN1219784C CN1219784C CN 200310105690 CN200310105690A CN1219784C CN 1219784 C CN1219784 C CN 1219784C CN 200310105690 CN200310105690 CN 200310105690 CN 200310105690 A CN200310105690 A CN 200310105690A CN 1219784 C CN1219784 C CN 1219784C
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- mannuronic acid
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- 238000006243 chemical reaction Methods 0.000 title claims abstract description 19
- -1 Mannuronic acid oligosaccharides Chemical class 0.000 title claims abstract description 17
- 229920001542 oligosaccharide Polymers 0.000 title claims abstract description 17
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 238000004519 manufacturing process Methods 0.000 title abstract description 3
- 229910021645 metal ion Inorganic materials 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 7
- 238000000746 purification Methods 0.000 claims abstract description 5
- 238000000926 separation method Methods 0.000 claims abstract description 5
- 239000012564 Q sepharose fast flow resin Substances 0.000 claims abstract description 4
- 238000004587 chromatography analysis Methods 0.000 claims abstract description 4
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical group OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 6
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims description 3
- 239000000243 solution Substances 0.000 claims description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 239000007800 oxidant agent Substances 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 4
- AEMOLEFTQBMNLQ-VANFPWTGSA-N D-mannopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H]1O AEMOLEFTQBMNLQ-VANFPWTGSA-N 0.000 abstract 1
- 230000036632 reaction speed Effects 0.000 abstract 1
- 229920000615 alginic acid Polymers 0.000 description 4
- 235000010443 alginic acid Nutrition 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 2
- AEMOLEFTQBMNLQ-AZLKCVHYSA-N (2r,3s,4s,5s,6r)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid Chemical compound O[C@@H]1O[C@@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H]1O AEMOLEFTQBMNLQ-AZLKCVHYSA-N 0.000 description 1
- AEMOLEFTQBMNLQ-SYJWYVCOSA-N (2s,3s,4s,5s,6r)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid Chemical compound O[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H]1O AEMOLEFTQBMNLQ-SYJWYVCOSA-N 0.000 description 1
- AEMOLEFTQBMNLQ-BZINKQHNSA-N D-Guluronic Acid Chemical compound OC1O[C@H](C(O)=O)[C@H](O)[C@@H](O)[C@H]1O AEMOLEFTQBMNLQ-BZINKQHNSA-N 0.000 description 1
- 229920001586 anionic polysaccharide Polymers 0.000 description 1
- 150000004836 anionic polysaccharides Chemical class 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 239000003146 anticoagulant agent Substances 0.000 description 1
- 229940127219 anticoagulant drug Drugs 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 description 1
- 230000003053 immunization Effects 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 150000002482 oligosaccharides Chemical class 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
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Abstract
一种利用芬顿反应制备甘露糖醛酸寡糖的方法，包括将聚甘露糖醛酸配成重量百分浓度为0.1～5%的水溶液，其特征是向该水溶液加入氧化剂至终浓度为0.05-0.5%，加入金属离子至浓度0.05-0.5%，在20～40℃下反应，反应中止后，将反应液浓缩，然后用Bio-gelP10，Q-Sepharose Fast Flow层析柱分离纯化。本发明的制备甘露糖醛酸寡糖的方法，反应速度快，产物纯度高，易于分离纯化，能大量生产甘露糖醛酸寡糖，使其能得到充分利用，其功能和活性也能得到广泛的开发。
Description
技术领域
本发明涉及一种利用芬顿(Fenton)反应制备甘露糖醛酸寡糖的方法。
背景技术
褐藻胶是由β-D-甘露糖醛酸和α-L-古罗糖醛酸通过1，4糖苷键连接形成的线形阴离子多糖。上述两种糖醛酸均一或交替排列，均一排列的褐藻胶片段包括聚甘露糖醛酸(PM)和聚古罗糖醛酸(PG)。褐藻胶来源丰富，并已广泛应用于食品、化工和医药业等。近几年来褐藻胶寡糖包括甘露糖醛酸寡糖的生理作用不断被发现，它有较强的促进植物生长的功能，有抗凝血活性、抗病毒活性、抗菌活性；能提高免疫力、抗肿瘤活性和抗炎活性。因此甘露糖醛酸寡糖的需求量与日俱增，已引起了人们更大的关注。
发明内容
本发明的目的是提供一种利用Fenton反应制备甘露糖醛酸寡糖的方法，它能满足现有技术的上述需求。
一种利用芬顿反应制备甘露糖醛酸寡糖的方法，包括将聚甘露糖醛酸配成重量百分浓度为0.1～5％的水溶液，其特征是向该水溶液加入氧化剂至终浓度为0.05-0.5％，加入金属离子至浓度0.05-0.5％，在20～40℃下反应，反应中止后，将反应液浓缩，然后用Bio-gel P10，Q-Sepharose FastFlow·层析柱分离纯化；所述的氧化剂为过氧化氢；所述的金属离子为二价铜离子。
本发明的制备甘露糖醛酸寡糖的方法，反应速度快，产物纯度高，易于分离纯化，能大量生产甘露糖醛酸寡糖，使其能得到充分利用，其功能和活性也能得到广泛的开发。
具体实施方式
将聚甘露糖醛酸配成3％(重量百分浓度，以下同)的水溶液，加入氧化剂过氧化氢至浓度为0.2％，加入硫酸铜至浓度为0.35％，在30℃下反应，反应中止后，将反应液浓缩，然后用Bio-gel P10，Q-Sepharose FastFlow层析柱分离纯化，得到甘露糖醛酸系列寡糖，其结构式为：
式中n为1-19。
本发明中所述的氧化剂为过氧化氢、次氯酸、次氯酸盐或硫酸。所述的金属离子包括二价铜离子、铁离子。所述的聚甘露糖醛酸在水溶液中的重量百分浓度为0.1-0.5％，氧化剂和金属离子的浓度均为0.05-0.5％，反应温度为20-40℃。
Claims (1)
1.一种利用芬顿反应制备甘露糖醛酸寡糖的方法，包括将聚甘露糖醛酸配成重量百分浓度为0.1～5％的水溶液，其特征是向该水溶液加入氧化剂至终浓度为0.05-0.5％，加入金属离子至浓度0.05-0.5％，在20～40℃下反应，反应中止后，将反应液浓缩，然后用Bio-gelP10，Q-Sepharose Fast Flow层析柱分离纯化；所述的氧化剂为过氧化氢；所述的金属离子为二价铜离子。
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| CN 200310105690 CN1219784C (zh) | 2003-11-22 | 2003-11-22 | 利用芬顿反应制备甘露糖醛酸寡糖的方法 |
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| CN 200310105690 CN1219784C (zh) | 2003-11-22 | 2003-11-22 | 利用芬顿反应制备甘露糖醛酸寡糖的方法 |
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| CN1544444A CN1544444A (zh) | 2004-11-10 |
| CN1219784C true CN1219784C (zh) | 2005-09-21 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021097138A1 (en) * | 2019-11-14 | 2021-05-20 | Bcd Bioscience, Inc. | High-yield peroxide quench-controlled polysaccharide depolymerization and compositions thereof |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103446174B (zh) * | 2013-09-12 | 2016-04-20 | 中国海洋大学 | 低聚甘露糖醛酸在制备预防和治疗酒精性肝损伤的药物、保健品或饮食补充剂中的应用 |
| WO2018236917A1 (en) * | 2017-06-20 | 2018-12-27 | The Regents Of The University Of California | PRODUCTION OF BIOACTIVE OLIGOSACCHARIDES |
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- 2003-11-22 CN CN 200310105690 patent/CN1219784C/zh not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021097138A1 (en) * | 2019-11-14 | 2021-05-20 | Bcd Bioscience, Inc. | High-yield peroxide quench-controlled polysaccharide depolymerization and compositions thereof |
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| CN1544444A (zh) | 2004-11-10 |
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Effective date of registration: 20151105 Address after: 266071 Hongkong East Road, Laoshan District, Shandong, China, No. 23, No. Patentee after: Qingdao Ocean University of China Holdings Ltd. Address before: 266003 No. 5 fish Hill Road, Shandong, Qingdao Patentee before: Ocean University of China |
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Effective date of registration: 20160530 Address after: 266071 Hongkong East Road, Laoshan District, Shandong, China, No. 23, No. Patentee after: MARINE BIOMEDICAL RESEARCH INSTITUTE OF QINGDAO Co.,Ltd. Address before: 266071 Hongkong East Road, Laoshan District, Shandong, China, No. 23, No. Patentee before: Qingdao Ocean University of China Holdings Ltd. |
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