CN1563108A - Method for preparing transparent calcium hyaIuronate in low molecular weight - Google Patents
Method for preparing transparent calcium hyaIuronate in low molecular weight Download PDFInfo
- Publication number
- CN1563108A CN1563108A CN 200410024013 CN200410024013A CN1563108A CN 1563108 A CN1563108 A CN 1563108A CN 200410024013 CN200410024013 CN 200410024013 CN 200410024013 A CN200410024013 A CN 200410024013A CN 1563108 A CN1563108 A CN 1563108A
- Authority
- CN
- China
- Prior art keywords
- calcium
- hyaluronate
- filtrate
- hour
- solution
- 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.)
- Pending
Links
- 239000011575 calcium Substances 0.000 title claims abstract description 27
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 title claims abstract description 21
- 229910052791 calcium Inorganic materials 0.000 title claims abstract description 21
- 238000000034 method Methods 0.000 title claims abstract description 17
- KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 claims abstract description 14
- WCDDVEOXEIYWFB-VXORFPGASA-N (2s,3s,4r,5r,6r)-3-[(2s,3r,5s,6r)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@@H]1C[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](C(O)=O)O[C@@H](O)[C@H](O)[C@H]1O WCDDVEOXEIYWFB-VXORFPGASA-N 0.000 claims abstract description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229920002674 hyaluronan Polymers 0.000 claims abstract description 14
- 229940014041 hyaluronate Drugs 0.000 claims abstract description 14
- 229960003160 hyaluronic acid Drugs 0.000 claims abstract description 14
- 239000003960 organic solvent Substances 0.000 claims abstract description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000002360 preparation method Methods 0.000 claims abstract description 4
- 239000002253 acid Substances 0.000 claims abstract description 3
- 239000000706 filtrate Substances 0.000 claims description 18
- 239000007787 solid Substances 0.000 claims description 14
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 claims description 8
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- 239000012043 crude product Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 6
- 238000001291 vacuum drying Methods 0.000 claims description 6
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical group O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 5
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical group [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 239000001110 calcium chloride Substances 0.000 claims description 4
- 229910001628 calcium chloride Inorganic materials 0.000 claims description 4
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 4
- 239000000920 calcium hydroxide Substances 0.000 claims description 4
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 4
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 claims description 4
- 239000000047 product Substances 0.000 claims description 4
- 230000001105 regulatory effect Effects 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 239000002689 soil Substances 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 239000005995 Aluminium silicate Substances 0.000 claims description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 3
- 235000012211 aluminium silicate Nutrition 0.000 claims description 3
- 229920002385 Sodium hyaluronate Polymers 0.000 claims description 2
- 229910001622 calcium bromide Inorganic materials 0.000 claims description 2
- WGEFECGEFUFIQW-UHFFFAOYSA-L calcium dibromide Chemical compound [Ca+2].[Br-].[Br-] WGEFECGEFUFIQW-UHFFFAOYSA-L 0.000 claims description 2
- 238000005119 centrifugation Methods 0.000 claims description 2
- -1 centrifugation Substances 0.000 claims description 2
- 239000012141 concentrate Substances 0.000 claims description 2
- 238000009413 insulation Methods 0.000 claims description 2
- 239000012528 membrane Substances 0.000 claims description 2
- 229940010747 sodium hyaluronate Drugs 0.000 claims description 2
- 159000000007 calcium salts Chemical class 0.000 abstract description 3
- 239000007864 aqueous solution Substances 0.000 abstract description 2
- 235000019441 ethanol Nutrition 0.000 abstract 1
- 238000011031 large-scale manufacturing process Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000013019 agitation Methods 0.000 description 2
- 230000006837 decompression Effects 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 238000000855 fermentation Methods 0.000 description 2
- 230000004151 fermentation Effects 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 159000000000 sodium salts Chemical group 0.000 description 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
Description
Claims (4)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200410024013 CN1563108A (en) | 2004-04-13 | 2004-04-13 | Method for preparing transparent calcium hyaIuronate in low molecular weight |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200410024013 CN1563108A (en) | 2004-04-13 | 2004-04-13 | Method for preparing transparent calcium hyaIuronate in low molecular weight |
Publications (1)
Publication Number | Publication Date |
---|---|
CN1563108A true CN1563108A (en) | 2005-01-12 |
Family
ID=34480430
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN 200410024013 Pending CN1563108A (en) | 2004-04-13 | 2004-04-13 | Method for preparing transparent calcium hyaIuronate in low molecular weight |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN1563108A (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1326883C (en) * | 2005-11-04 | 2007-07-18 | 山东福瑞达生物化工有限公司 | Method for preparing calcium hyauronate |
CN1329414C (en) * | 2005-12-02 | 2007-08-01 | 凌沛学 | Bismuth potassium hyalurate and its preparation method and uses |
CN102489193A (en) * | 2011-11-28 | 2012-06-13 | 上海景峰制药有限公司 | Dissolving method of sodium hyaluronate for solution preparation |
WO2013123791A1 (en) * | 2012-02-21 | 2013-08-29 | 华熙福瑞达生物医药有限公司 | Bacillus, hyaluronic acid enzyme, and uses thereof |
CN103936882A (en) * | 2013-01-21 | 2014-07-23 | 上海昊海生物科技股份有限公司 | Method for rapid preparation of sodium hyaluronate from sodium hyaluronate fermentation broth |
US8933054B2 (en) | 2005-03-22 | 2015-01-13 | Q.P. Corporation | Low molecular weight hyaluronic acid and/or salt thereof, method for producing same, and cosmetic preparation and food composition containing same |
CN105524188A (en) * | 2015-12-14 | 2016-04-27 | 中国海洋大学 | Hyaluronan odd oligosaccharide monomer and preparation method thereof |
WO2023125789A1 (en) * | 2021-12-31 | 2023-07-06 | 华熙生物科技股份有限公司 | Calcium hyaluronate, and preparation method therefor and use thereof |
-
2004
- 2004-04-13 CN CN 200410024013 patent/CN1563108A/en active Pending
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8933054B2 (en) | 2005-03-22 | 2015-01-13 | Q.P. Corporation | Low molecular weight hyaluronic acid and/or salt thereof, method for producing same, and cosmetic preparation and food composition containing same |
CN1326883C (en) * | 2005-11-04 | 2007-07-18 | 山东福瑞达生物化工有限公司 | Method for preparing calcium hyauronate |
CN1329414C (en) * | 2005-12-02 | 2007-08-01 | 凌沛学 | Bismuth potassium hyalurate and its preparation method and uses |
CN102489193A (en) * | 2011-11-28 | 2012-06-13 | 上海景峰制药有限公司 | Dissolving method of sodium hyaluronate for solution preparation |
WO2013123791A1 (en) * | 2012-02-21 | 2013-08-29 | 华熙福瑞达生物医药有限公司 | Bacillus, hyaluronic acid enzyme, and uses thereof |
US9493755B2 (en) | 2012-02-21 | 2016-11-15 | Bloomage Freda Biopharm Co., Ltd. | Bacillus, hyaluronidase, and uses thereof |
CN103936882A (en) * | 2013-01-21 | 2014-07-23 | 上海昊海生物科技股份有限公司 | Method for rapid preparation of sodium hyaluronate from sodium hyaluronate fermentation broth |
CN105524188A (en) * | 2015-12-14 | 2016-04-27 | 中国海洋大学 | Hyaluronan odd oligosaccharide monomer and preparation method thereof |
CN105524188B (en) * | 2015-12-14 | 2018-04-03 | 中国海洋大学 | A kind of hyaluronic acid odd number oligosaccharide monomer and preparation method thereof |
WO2023125789A1 (en) * | 2021-12-31 | 2023-07-06 | 华熙生物科技股份有限公司 | Calcium hyaluronate, and preparation method therefor and use thereof |
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Owner name: SHANDONG DONGCHEN INDUSTRY GROUP CO.,LTD. Free format text: FORMER OWNER: RUAN CHUNXUE Effective date: 20060609 |
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C41 | Transfer of patent application or patent right or utility model | ||
TA01 | Transfer of patent application right |
Effective date of registration: 20060609 Address after: 257506 Shandong city of Dongying province Kenli County Shengtuo town government resident Shandong Dongchen Industrial Group Co. Ltd. Applicant after: Shandong Dongchen Group Company Ltd. Address before: 602, room 1, building 7, Hong Lou District, Licheng District, Shandong, Ji'nan 250100, China Applicant before: Ruan Chunxue |
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RJ01 | Rejection of invention patent application after publication |