CN1563109A - Method for preparing hyaluronic acid - Google Patents
Method for preparing hyaluronic acid Download PDFInfo
- Publication number
- CN1563109A CN1563109A CN 200410024014 CN200410024014A CN1563109A CN 1563109 A CN1563109 A CN 1563109A CN 200410024014 CN200410024014 CN 200410024014 CN 200410024014 A CN200410024014 A CN 200410024014A CN 1563109 A CN1563109 A CN 1563109A
- Authority
- CN
- China
- Prior art keywords
- hyaluronic acid
- water
- aqueous solution
- organic solvent
- filtrate
- 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
- 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 title claims abstract description 30
- 229920002674 hyaluronan Polymers 0.000 title claims abstract description 30
- 229960003160 hyaluronic acid Drugs 0.000 title claims abstract description 30
- 238000000034 method Methods 0.000 title claims abstract description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 17
- 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 abstract description 16
- 239000003960 organic solvent Substances 0.000 claims abstract description 15
- 238000002360 preparation method Methods 0.000 claims abstract description 11
- 229920002385 Sodium hyaluronate Polymers 0.000 claims abstract description 7
- 229940010747 sodium hyaluronate Drugs 0.000 claims abstract description 7
- 239000000843 powder Substances 0.000 claims abstract description 6
- 239000007787 solid Substances 0.000 claims abstract description 5
- 229910001415 sodium ion Inorganic materials 0.000 claims abstract description 4
- 238000001291 vacuum drying Methods 0.000 claims abstract description 3
- 238000003756 stirring Methods 0.000 claims description 18
- 239000007864 aqueous solution Substances 0.000 claims description 17
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 15
- 239000000706 filtrate Substances 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- 230000001105 regulatory effect Effects 0.000 claims description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- 238000001914 filtration Methods 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 238000013019 agitation Methods 0.000 claims description 4
- 238000005119 centrifugation Methods 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 238000005352 clarification Methods 0.000 claims description 4
- 239000012043 crude product Substances 0.000 claims description 4
- 239000000839 emulsion Substances 0.000 claims description 4
- 239000002243 precursor Substances 0.000 claims description 4
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 claims description 3
- 230000003311 flocculating effect Effects 0.000 claims description 3
- 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 3
- 238000000108 ultra-filtration Methods 0.000 claims description 3
- 239000005995 Aluminium silicate Substances 0.000 claims description 2
- 235000012211 aluminium silicate Nutrition 0.000 claims description 2
- 230000018044 dehydration Effects 0.000 claims description 2
- 238000006297 dehydration reaction Methods 0.000 claims description 2
- 238000000605 extraction Methods 0.000 claims description 2
- 238000000855 fermentation Methods 0.000 claims description 2
- 230000004151 fermentation Effects 0.000 claims description 2
- 239000002244 precipitate Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 1
- 239000003610 charcoal Substances 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- -1 tetracol phenixin Substances 0.000 claims 1
- 229910017053 inorganic salt Inorganic materials 0.000 abstract description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 238000004945 emulsification Methods 0.000 abstract 1
- 238000011031 large-scale manufacturing process Methods 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 4
- 206010013786 Dry skin Diseases 0.000 description 2
- 229920002683 Glycosaminoglycan Polymers 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000001804 emulsifying effect Effects 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000007764 o/w emulsion Substances 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000010612 desalination reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 229920000447 polyanionic polymer Polymers 0.000 description 1
- 150000003384 small molecules Chemical class 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 200410024014 CN1563109A (en) | 2004-04-13 | 2004-04-13 | Method for preparing hyaluronic acid |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200410024014 CN1563109A (en) | 2004-04-13 | 2004-04-13 | Method for preparing hyaluronic acid |
Publications (1)
Publication Number | Publication Date |
---|---|
CN1563109A true CN1563109A (en) | 2005-01-12 |
Family
ID=34480431
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN 200410024014 Pending CN1563109A (en) | 2004-04-13 | 2004-04-13 | Method for preparing hyaluronic acid |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN1563109A (en) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100478360C (en) * | 2006-10-31 | 2009-04-15 | 山东福瑞达生物化工有限公司 | Process for producing hyaluronic acid or its salt by concentration |
CN102154402A (en) * | 2010-12-22 | 2011-08-17 | 东辰控股集团有限公司 | Pre-fermentation seed culture method and feeding process for sodium hyaluronate |
CN102174610A (en) * | 2010-12-22 | 2011-09-07 | 东辰控股集团有限公司 | Method and process for drying sodium hyaluronate finished product |
CN101146830B (en) * | 2005-03-22 | 2011-11-16 | 丘比株式会社 | Low molecular weight hyaluronic acid and/or salt thereof, method for producing same, and cosmetic preparation and food composition containing same |
CN102630231A (en) * | 2009-09-15 | 2012-08-08 | 一栋制药株式会社 | Method for manufacturing low molecular weight hyaluronic acid |
CN107522796A (en) * | 2017-08-31 | 2017-12-29 | 浙江工业大学 | A kind of method that hyaluronic acid is extracted in the eye from tuna |
CN108348660A (en) * | 2015-09-03 | 2018-07-31 | 株式会社真友生物 | It is coated with the manufacturing method and its high performance sewing yarn of the high performance sewing yarn of hyaluronate |
CN110590972A (en) * | 2019-09-19 | 2019-12-20 | 华熙生物科技股份有限公司 | Drying method of hyaluronic acid |
-
2004
- 2004-04-13 CN CN 200410024014 patent/CN1563109A/en active Pending
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101146830B (en) * | 2005-03-22 | 2011-11-16 | 丘比株式会社 | Low molecular weight hyaluronic acid and/or salt thereof, method for producing same, and cosmetic preparation and food composition containing same |
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 |
CN100478360C (en) * | 2006-10-31 | 2009-04-15 | 山东福瑞达生物化工有限公司 | Process for producing hyaluronic acid or its salt by concentration |
CN102630231A (en) * | 2009-09-15 | 2012-08-08 | 一栋制药株式会社 | Method for manufacturing low molecular weight hyaluronic acid |
CN102630231B (en) * | 2009-09-15 | 2015-05-27 | 一栋制药株式会社 | Method for manufacturing low molecular weight hyaluronic acid |
CN102154402A (en) * | 2010-12-22 | 2011-08-17 | 东辰控股集团有限公司 | Pre-fermentation seed culture method and feeding process for sodium hyaluronate |
CN102174610A (en) * | 2010-12-22 | 2011-09-07 | 东辰控股集团有限公司 | Method and process for drying sodium hyaluronate finished product |
CN108348660A (en) * | 2015-09-03 | 2018-07-31 | 株式会社真友生物 | It is coated with the manufacturing method and its high performance sewing yarn of the high performance sewing yarn of hyaluronate |
CN108348660B (en) * | 2015-09-03 | 2021-04-06 | 株式会社真友生物 | Method for manufacturing high-performance suture coated with hyaluronate and high-performance suture thereof |
CN107522796A (en) * | 2017-08-31 | 2017-12-29 | 浙江工业大学 | A kind of method that hyaluronic acid is extracted in the eye from tuna |
CN110590972A (en) * | 2019-09-19 | 2019-12-20 | 华熙生物科技股份有限公司 | Drying method of hyaluronic acid |
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C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
ASS | Succession or assignment of patent right |
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 |
|
C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
WD01 | Invention patent application deemed withdrawn after publication |