CN101825607B - Method for separating and detecting over-sulfated chondroitin sulfate in heparin sodium - Google Patents
Method for separating and detecting over-sulfated chondroitin sulfate in heparin sodium Download PDFInfo
- Publication number
- CN101825607B CN101825607B CN201010112056A CN201010112056A CN101825607B CN 101825607 B CN101825607 B CN 101825607B CN 201010112056 A CN201010112056 A CN 201010112056A CN 201010112056 A CN201010112056 A CN 201010112056A CN 101825607 B CN101825607 B CN 101825607B
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- CN
- China
- Prior art keywords
- liquaemin
- chondroitin polysulfate
- sample
- electrophoresis
- separation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 229920000669 heparin Polymers 0.000 title claims abstract description 55
- 238000000034 method Methods 0.000 title abstract description 10
- ZFGMDIBRIDKWMY-PASTXAENSA-N heparin Chemical compound CC(O)=N[C@@H]1[C@@H](O)[C@H](O)[C@@H](COS(O)(=O)=O)O[C@@H]1O[C@@H]1[C@@H](C(O)=O)O[C@@H](O[C@H]2[C@@H]([C@@H](OS(O)(=O)=O)[C@@H](O[C@@H]3[C@@H](OC(O)[C@H](OS(O)(=O)=O)[C@H]3O)C(O)=O)O[C@@H]2O)CS(O)(=O)=O)[C@H](O)[C@H]1O ZFGMDIBRIDKWMY-PASTXAENSA-N 0.000 title abstract description 8
- 229960001008 heparin sodium Drugs 0.000 title abstract description 8
- SQDAZGGFXASXDW-UHFFFAOYSA-N 5-bromo-2-(trifluoromethoxy)pyridine Chemical class FC(F)(F)OC1=CC=C(Br)C=N1 SQDAZGGFXASXDW-UHFFFAOYSA-N 0.000 title abstract 4
- 238000001962 electrophoresis Methods 0.000 claims abstract description 27
- 238000001514 detection method Methods 0.000 claims abstract description 22
- 238000000926 separation method Methods 0.000 claims abstract description 14
- 238000001556 precipitation Methods 0.000 claims abstract description 9
- 229920000936 Agarose Polymers 0.000 claims abstract description 8
- 229920002567 Chondroitin Polymers 0.000 claims description 49
- DLGJWSVWTWEWBJ-HGGSSLSASA-N chondroitin Chemical compound CC(O)=N[C@@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1OC1[C@H](O)[C@H](O)C=C(C(O)=O)O1 DLGJWSVWTWEWBJ-HGGSSLSASA-N 0.000 claims description 49
- HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical compound OC1C(NC(=O)C)C(O)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(OC2C(C(OS(O)(=O)=O)C(OC3C(C(O)C(O)C(O3)C(O)=O)OS(O)(=O)=O)C(CO)O2)NS(O)(=O)=O)C(C(O)=O)O1 HTTJABKRGRZYRN-UHFFFAOYSA-N 0.000 claims description 47
- 239000000523 sample Substances 0.000 claims description 24
- 239000000243 solution Substances 0.000 claims description 14
- 238000004043 dyeing Methods 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 238000012546 transfer Methods 0.000 claims description 11
- 238000013016 damping Methods 0.000 claims description 9
- 239000012530 fluid Substances 0.000 claims description 9
- 238000003756 stirring Methods 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- XIXADJRWDQXREU-UHFFFAOYSA-M lithium acetate Chemical class [Li+].CC([O-])=O XIXADJRWDQXREU-UHFFFAOYSA-M 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 4
- 238000013508 migration Methods 0.000 claims description 4
- 230000005012 migration Effects 0.000 claims description 4
- 239000013049 sediment Substances 0.000 claims description 4
- 229950003937 tolonium Drugs 0.000 claims description 4
- HNONEKILPDHFOL-UHFFFAOYSA-M tolonium chloride Chemical compound [Cl-].C1=C(C)C(N)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 HNONEKILPDHFOL-UHFFFAOYSA-M 0.000 claims description 4
- 239000004831 Hot glue Substances 0.000 claims description 3
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 claims description 3
- 230000001476 alcoholic effect Effects 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- 238000004090 dissolution Methods 0.000 claims description 3
- 239000011521 glass Substances 0.000 claims description 3
- 239000003292 glue Substances 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- 238000006396 nitration reaction Methods 0.000 claims description 3
- 239000012488 sample solution Substances 0.000 claims description 3
- 239000011780 sodium chloride Substances 0.000 claims description 3
- 238000010792 warming Methods 0.000 claims description 3
- 229910002651 NO3 Inorganic materials 0.000 claims description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 238000007710 freezing Methods 0.000 claims description 2
- 230000008014 freezing Effects 0.000 claims description 2
- 239000000499 gel Substances 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000012535 impurity Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 238000000246 agarose gel electrophoresis Methods 0.000 description 2
- 229920002301 cellulose acetate Polymers 0.000 description 2
- 239000013068 control sample Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000001225 nuclear magnetic resonance method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 1
- 102000011759 adducin Human genes 0.000 description 1
- 108010076723 adducin Proteins 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
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- Investigating Or Analysing Biological Materials (AREA)
Abstract
Description
Claims (5)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201010112056A CN101825607B (en) | 2010-02-12 | 2010-02-12 | Method for separating and detecting over-sulfated chondroitin sulfate in heparin sodium |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201010112056A CN101825607B (en) | 2010-02-12 | 2010-02-12 | Method for separating and detecting over-sulfated chondroitin sulfate in heparin sodium |
Publications (2)
Publication Number | Publication Date |
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CN101825607A CN101825607A (en) | 2010-09-08 |
CN101825607B true CN101825607B (en) | 2012-10-03 |
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Family Applications (1)
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CN201010112056A Active CN101825607B (en) | 2010-02-12 | 2010-02-12 | Method for separating and detecting over-sulfated chondroitin sulfate in heparin sodium |
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Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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CN102830150A (en) * | 2012-07-09 | 2012-12-19 | 东营天东制药有限公司 | High sensitivity detection method of oversulfated chondroitin sulfate in liquaemin |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101575385A (en) * | 2008-05-09 | 2009-11-11 | 青岛九龙生物医药有限公司 | Method for separating chondroitin polysulfate from heparin sodium by extraction method |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8865412B2 (en) * | 2008-05-28 | 2014-10-21 | Baxter International Inc. | Methods and assays for oversulfated glycosaminoglycans |
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2010
- 2010-02-12 CN CN201010112056A patent/CN101825607B/en active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101575385A (en) * | 2008-05-09 | 2009-11-11 | 青岛九龙生物医药有限公司 | Method for separating chondroitin polysulfate from heparin sodium by extraction method |
Non-Patent Citations (3)
Title |
---|
Shawn Bairstow等.Identification of a simple and sensitive microplate method for the detection of oversulfated chondroitin sulfate in heparin products.《Analytical Biochemistry》.2009,(第388期),第317-321页. * |
Todd Wielgos等.Determination of impurities in heparin by capillary electrophoresis using high molarity phosphate buffers.《Journal of Pharmaceutical and Biomedical Analysis》.2009,(第49期),第319-326页. * |
王皓等.污染肝素中多硫酸化硫酸软骨素的分布醋酸纤维素薄膜电泳分析.《分析化学》.2009,第37卷(第8期),第1147-1151页. * |
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CN101825607A (en) | 2010-09-08 |
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Owner name: HUAI'AN MAIDESEN PHARMACEUTICAL CO., LTD. Free format text: FORMER NAME: HUAIAN MDC CHEMICAL CO., LTD. |
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Address after: 223005 No. 58 North Hefei Road, Huaian economic and Technological Development Zone, Jiangsu Patentee after: HUAIAN MAIDESEN PHARMACEUTICAL Co.,Ltd. Address before: 223001 No. 58 Hefei North Road, Huaian Economic Development Zone, Jiangsu Patentee before: HUAIAN MDC CHEMICAL Co.,Ltd. |
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Denomination of invention: Method for separating and detecting over-sulfated chondroitin sulfate in heparin sodium Effective date of registration: 20170927 Granted publication date: 20121003 Pledgee: Huaian Qinghe private economy Company limited by guarantee Pledgor: HUAIAN MAIDESEN PHARMACEUTICAL Co.,Ltd. Registration number: 2017320000035 |
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Denomination of invention: Method for separating and detecting over-sulfated chondroitin sulfate in heparin sodium Effective date of registration: 20180914 Granted publication date: 20121003 Pledgee: Huaian Qingjiang puyintai financing Company limited by guarantee Pledgor: HUAIAN MAIDESEN PHARMACEUTICAL Co.,Ltd. Registration number: 2018320000181 |
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Denomination of invention: Method for separating and detecting over-sulfated chondroitin sulfate in heparin sodium Effective date of registration: 20190912 Granted publication date: 20121003 Pledgee: Huaian Qingjiang puyintai financing Company limited by guarantee Pledgor: HUAIAN MAIDESEN PHARMACEUTICAL Co.,Ltd. Registration number: Y2019320000130 |
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Denomination of invention: A method for separation and determination of chondroitin polysulfate in heparin sodium Effective date of registration: 20200819 Granted publication date: 20121003 Pledgee: Huaian Qingjiang puyintai financing Company limited by guarantee Pledgor: HUAIAN MAIDESEN PHARMACEUTICAL Co.,Ltd. Registration number: Y2020320000186 |
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Denomination of invention: Separation and detection method of chondroitin polysulfate in heparin sodium Effective date of registration: 20210831 Granted publication date: 20121003 Pledgee: Huaian Qingjiang puyintai financing Company limited by guarantee Pledgor: HUAIAN MAIDESEN PHARMACEUTICAL Co.,Ltd. Registration number: Y2021320000201 |
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Address after: 223005 No. 58, Hefei North Road, Huai'an Economic and Technological Development Zone, Jiangsu Province Patentee after: Jiangsu Madsen Pharmaceutical Co.,Ltd. Address before: 223005 No. 58, Hefei North Road, Huai'an Economic and Technological Development Zone, Jiangsu Province Patentee before: HUAIAN MAIDESEN PHARMACEUTICAL Co.,Ltd. |
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Date of cancellation: 20211226 Granted publication date: 20121003 Pledgee: Huaian Qingjiang puyintai financing Company limited by guarantee Pledgor: HUAIAN MAIDESEN PHARMACEUTICAL Co.,Ltd. Registration number: Y2021320000201 |
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Denomination of invention: A method for separation and determination of chondroitin polysulfate in heparin sodium Effective date of registration: 20230206 Granted publication date: 20121003 Pledgee: Huaian Qingjiang puyintai financing Company limited by guarantee Pledgor: Jiangsu Madsen Pharmaceutical Co.,Ltd. Registration number: Y2023320000059 |
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Granted publication date: 20121003 Pledgee: Huaian Qingjiang puyintai financing Company limited by guarantee Pledgor: Jiangsu Madsen Pharmaceutical Co.,Ltd. Registration number: Y2023320000059 |