JPS6357602A - 低分子ヒアルロン酸の製法 - Google Patents
低分子ヒアルロン酸の製法Info
- Publication number
- JPS6357602A JPS6357602A JP20135586A JP20135586A JPS6357602A JP S6357602 A JPS6357602 A JP S6357602A JP 20135586 A JP20135586 A JP 20135586A JP 20135586 A JP20135586 A JP 20135586A JP S6357602 A JPS6357602 A JP S6357602A
- Authority
- JP
- Japan
- Prior art keywords
- hyaluronic acid
- alkali
- acid
- treatment
- molecular weight
- 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.)
- Granted
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 82
- 229920002674 hyaluronan Polymers 0.000 title claims abstract description 82
- 229960003160 hyaluronic acid Drugs 0.000 title claims abstract description 82
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 238000000354 decomposition reaction Methods 0.000 claims abstract description 44
- 239000003513 alkali Substances 0.000 claims abstract description 26
- 239000002253 acid Substances 0.000 claims abstract description 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 18
- 239000002994 raw material Substances 0.000 claims description 25
- 230000000694 effects Effects 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 4
- 102000004169 proteins and genes Human genes 0.000 abstract description 3
- 108090000623 proteins and genes Proteins 0.000 abstract description 3
- 210000001520 comb Anatomy 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 16
- 238000000034 method Methods 0.000 description 15
- 239000000047 product Substances 0.000 description 13
- 239000002244 precipitate Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 241000201841 Celosia Species 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 5
- 241000287828 Gallus gallus Species 0.000 description 4
- 108010003272 Hyaluronate lyase Proteins 0.000 description 4
- 102000001974 Hyaluronidases Human genes 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 4
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 4
- 229960002773 hyaluronidase Drugs 0.000 description 4
- 238000011160 research Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000002537 cosmetic Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 230000002797 proteolythic effect Effects 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 210000001519 tissue Anatomy 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000013505 freshwater Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 210000003954 umbilical cord Anatomy 0.000 description 2
- 210000004127 vitreous body Anatomy 0.000 description 2
- 230000037303 wrinkles Effects 0.000 description 2
- -1 50°C and 120 minutes Chemical compound 0.000 description 1
- 241000561734 Celosia cristata Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 210000000845 cartilage Anatomy 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- 238000009775 high-speed stirring Methods 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP20135586A JPS6357602A (ja) | 1986-08-29 | 1986-08-29 | 低分子ヒアルロン酸の製法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP20135586A JPS6357602A (ja) | 1986-08-29 | 1986-08-29 | 低分子ヒアルロン酸の製法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6357602A true JPS6357602A (ja) | 1988-03-12 |
JPH0577681B2 JPH0577681B2 (hu) | 1993-10-27 |
Family
ID=16439665
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP20135586A Granted JPS6357602A (ja) | 1986-08-29 | 1986-08-29 | 低分子ヒアルロン酸の製法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6357602A (hu) |
Cited By (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01266102A (ja) * | 1988-04-18 | 1989-10-24 | Chisso Corp | 低粘度ヒアルロン酸又はその塩の製造方法 |
JP2006265287A (ja) * | 2005-03-22 | 2006-10-05 | Q P Corp | 低分子ヒアルロン酸および/またはその塩、およびその製造方法、ならびにこれを含有する化粧料および食品組成物 |
WO2007001140A1 (en) * | 2005-06-27 | 2007-01-04 | Bioland., Ltd | A method for preparing low molecular weight polysaccharide and the salt thereof |
JP2007186688A (ja) * | 2005-12-13 | 2007-07-26 | Shiseido Co Ltd | 低分子量ヒアルロン酸の製造方法 |
JP2007186689A (ja) * | 2005-12-13 | 2007-07-26 | Shiseido Co Ltd | 低分子量ヒアルロン酸の製造方法 |
WO2008034224A1 (en) * | 2006-09-19 | 2008-03-27 | Professional Artists International Inc. | Disinfectant and sanitizer for cosmetics and cosmetic tools |
JP2009155486A (ja) * | 2007-12-27 | 2009-07-16 | Kikkoman Corp | 低分子化ヒアルロン酸とその製造法 |
WO2011034341A2 (ko) | 2009-09-15 | 2011-03-24 | 일동제약주식회사 | 저분자량 히알루론산 제조 방법 |
WO2011070948A1 (ja) * | 2009-12-08 | 2011-06-16 | キユーピー株式会社 | 精製ヒアルロン酸類の製造方法 |
CN102516410A (zh) * | 2011-11-30 | 2012-06-27 | 上海景峰制药有限公司 | 一种制备不同分子量玻璃酸钠的方法 |
US8367818B2 (en) | 2006-02-24 | 2013-02-05 | Q.P. Corporation | Low molecular weight hyaluronic acid and/or salt thereof, and cosmetic preparation, pharmaceutical composition, and food composition each using same |
WO2015053280A1 (ja) | 2013-10-08 | 2015-04-16 | キユーピー株式会社 | カルボキシメチル基含有修飾ヒアルロン酸および/またはその塩および/またはその製造方法 |
WO2018186720A1 (ko) | 2017-04-07 | 2018-10-11 | (주)유레 | 저분자량 히알루론산의 제조 방법 |
-
1986
- 1986-08-29 JP JP20135586A patent/JPS6357602A/ja active Granted
Cited By (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01266102A (ja) * | 1988-04-18 | 1989-10-24 | Chisso Corp | 低粘度ヒアルロン酸又はその塩の製造方法 |
JP2587268B2 (ja) * | 1988-04-18 | 1997-03-05 | チッソ株式会社 | 低粘度ヒアルロン酸又はその塩の製造方法 |
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 |
EP1865002A4 (en) * | 2005-03-22 | 2011-03-30 | Q P Corp | LOW-MOLECULAR HYALURONIC ACID AND / OR SALT, MANUFACTURING METHOD AND COSMETIC PREPARATION AND FOOD COMPOSITION THEREWITH |
EP1865002A1 (en) | 2005-03-22 | 2007-12-12 | Q.P. Corporation | Low molecular weight hyaluronic acid and/or salt thereof, method for producing same, and cosmetic preparation and food composition containing same |
JP2006265287A (ja) * | 2005-03-22 | 2006-10-05 | Q P Corp | 低分子ヒアルロン酸および/またはその塩、およびその製造方法、ならびにこれを含有する化粧料および食品組成物 |
JP4576583B2 (ja) * | 2005-03-22 | 2010-11-10 | キユーピー株式会社 | ヒアルロン酸またはその塩、およびその製造方法、ならびにこれを含有する化粧料および食品組成物 |
EP2463309A1 (en) | 2005-03-22 | 2012-06-13 | Q.P. Corporation | A method for producing a hyaluronic acid and/or its salt and a method for reducing a molecular weight of a hyaluronic acid and/or its salt |
WO2007001140A1 (en) * | 2005-06-27 | 2007-01-04 | Bioland., Ltd | A method for preparing low molecular weight polysaccharide and the salt thereof |
KR100665916B1 (ko) * | 2005-06-27 | 2007-01-10 | 주식회사 바이오랜드 | 저분자량 다당류 및 그 염의 제조방법 |
JP2007186688A (ja) * | 2005-12-13 | 2007-07-26 | Shiseido Co Ltd | 低分子量ヒアルロン酸の製造方法 |
JP2007186689A (ja) * | 2005-12-13 | 2007-07-26 | Shiseido Co Ltd | 低分子量ヒアルロン酸の製造方法 |
US8367818B2 (en) | 2006-02-24 | 2013-02-05 | Q.P. Corporation | Low molecular weight hyaluronic acid and/or salt thereof, and cosmetic preparation, pharmaceutical composition, and food composition each using same |
WO2008034224A1 (en) * | 2006-09-19 | 2008-03-27 | Professional Artists International Inc. | Disinfectant and sanitizer for cosmetics and cosmetic tools |
JP2009155486A (ja) * | 2007-12-27 | 2009-07-16 | Kikkoman Corp | 低分子化ヒアルロン酸とその製造法 |
WO2011034341A2 (ko) | 2009-09-15 | 2011-03-24 | 일동제약주식회사 | 저분자량 히알루론산 제조 방법 |
US8829180B2 (en) | 2009-12-08 | 2014-09-09 | Kewpie Corporation | Method of purifying a low molecular weight hyaluronic acid or cationized hyaluronic acid via precipitation from aqueous solution by addition of alcohol or acetone followed by ph adjustment |
WO2011070948A1 (ja) * | 2009-12-08 | 2011-06-16 | キユーピー株式会社 | 精製ヒアルロン酸類の製造方法 |
CN102516410A (zh) * | 2011-11-30 | 2012-06-27 | 上海景峰制药有限公司 | 一种制备不同分子量玻璃酸钠的方法 |
WO2015053280A1 (ja) | 2013-10-08 | 2015-04-16 | キユーピー株式会社 | カルボキシメチル基含有修飾ヒアルロン酸および/またはその塩および/またはその製造方法 |
US10155824B2 (en) | 2013-10-08 | 2018-12-18 | Kewpie Corporation | Carboxymethyl-group-containing modified hyaluronic acid and/or salt thereof and/or production method for carboxymethyl-group-containing modified hyaluronic acid and/or salt thereof |
US11359030B2 (en) | 2017-04-07 | 2022-06-14 | Youreh Co., Ltd. | Method for preparing low molecular weight hyaluronic acid |
WO2018186720A1 (ko) | 2017-04-07 | 2018-10-11 | (주)유레 | 저분자량 히알루론산의 제조 방법 |
CN110431155A (zh) * | 2017-04-07 | 2019-11-08 | 优瑞有限公司 | 低分子量透明质酸的制备方法 |
JP2020513213A (ja) * | 2017-04-07 | 2020-05-07 | ユーレー カンパニー リミテッドYoureh Co.,Ltd. | 低分子量ヒアルロン酸の製造方法 |
Also Published As
Publication number | Publication date |
---|---|
JPH0577681B2 (hu) | 1993-10-27 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
EXPY | Cancellation because of completion of term |