KR870008916A - 고-순도 더마탄 설페이트의 제조방법 - Google Patents
고-순도 더마탄 설페이트의 제조방법 Download PDFInfo
- Publication number
- KR870008916A KR870008916A KR870002636A KR870002636A KR870008916A KR 870008916 A KR870008916 A KR 870008916A KR 870002636 A KR870002636 A KR 870002636A KR 870002636 A KR870002636 A KR 870002636A KR 870008916 A KR870008916 A KR 870008916A
- Authority
- KR
- South Korea
- Prior art keywords
- complex
- treated
- cacl
- ammonium
- ultra
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 17
- 229920000045 Dermatan sulfate Polymers 0.000 title claims 10
- AVJBPWGFOQAPRH-FWMKGIEWSA-L dermatan sulfate Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](OS([O-])(=O)=O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](C([O-])=O)O1 AVJBPWGFOQAPRH-FWMKGIEWSA-L 0.000 title claims 10
- 229940051593 dermatan sulfate Drugs 0.000 title claims 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 6
- 239000007864 aqueous solution Substances 0.000 claims 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 5
- 229920002683 Glycosaminoglycan Polymers 0.000 claims 5
- 239000000463 material Substances 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- 210000000056 organ Anatomy 0.000 claims 4
- 102000004190 Enzymes Human genes 0.000 claims 3
- 108090000790 Enzymes Proteins 0.000 claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 229940088598 enzyme Drugs 0.000 claims 3
- 239000002994 raw material Substances 0.000 claims 3
- 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 2
- 241001465754 Metazoa Species 0.000 claims 2
- 102000035195 Peptidases Human genes 0.000 claims 2
- 108091005804 Peptidases Proteins 0.000 claims 2
- 239000007857 degradation product Substances 0.000 claims 2
- 238000010438 heat treatment Methods 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000002244 precipitate Substances 0.000 claims 2
- 229940024999 proteolytic enzymes for treatment of wounds and ulcers Drugs 0.000 claims 2
- 239000012266 salt solution Substances 0.000 claims 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims 1
- 229920002971 Heparan sulfate Polymers 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 230000002785 anti-thrombosis Effects 0.000 claims 1
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 claims 1
- 229940115457 cetyldimethylethylammonium bromide Drugs 0.000 claims 1
- 238000006731 degradation reaction Methods 0.000 claims 1
- VUFOSBDICLTFMS-UHFFFAOYSA-M ethyl-hexadecyl-dimethylazanium;bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)CC VUFOSBDICLTFMS-UHFFFAOYSA-M 0.000 claims 1
- UUHBNESUDPIHCI-UHFFFAOYSA-M ethyl-hexadecyl-dimethylazanium;ethyl sulfate Chemical compound CCOS([O-])(=O)=O.CCCCCCCCCCCCCCCC[N+](C)(C)CC UUHBNESUDPIHCI-UHFFFAOYSA-M 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 230000008014 freezing Effects 0.000 claims 1
- 238000007710 freezing Methods 0.000 claims 1
- 229920000669 heparin Polymers 0.000 claims 1
- 229960002897 heparin Drugs 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 238000001556 precipitation Methods 0.000 claims 1
- 125000001453 quaternary ammonium group Chemical group 0.000 claims 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 239000000600 sorbitol Substances 0.000 claims 1
- 230000000087 stabilizing effect Effects 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
- C08B37/0063—Glycosaminoglycans or mucopolysaccharides, e.g. keratan sulfate; Derivatives thereof, e.g. fucoidan
- C08B37/0069—Chondroitin-4-sulfate, i.e. chondroitin sulfate A; Dermatan sulfate, i.e. chondroitin sulfate B or beta-heparin; Chondroitin-6-sulfate, i.e. chondroitin sulfate C; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
Abstract
내용없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (19)
- a) 신선한 동물의 기관을 그대로 또는 분말의 형태로 동결시켜 안정화시키고,b) MPS를 함유한 안정한 원료물질을 CaCl2수용액으로 초미분화시키고,c) 원료물질 및 CaCl2수용액을 함유한 균질물을 알칼리성 pH 및 저온에서 단백질 분해효소로 분해시키고,d) 분해물을 산성화하고, 가열한 다음 여과시키고,e) 여액을, 이와 착화합물을 형성할 수 있는 4급 암모늄으로 처리하여 DS 단독으로 또는 모든 MPS를 선택적으로 침전시키고,f) DS를 함유한 암모늄 착화합물로부터 DS를 회수하고 정제시킴을 특징으로 하여, 무코 다당류(MPS)가 다량 함유된 동물의 기관으로부터 약제학적 순도의 더마탄 설페이트(DS)를 제조하는 방법.
- 제1항에 있어서, 초미연화를, 동결시킨 기관물질과 0.01M CaCl2수용액 1 : 1 의 중량비로 혼합하여 수행하는 방법.
- 제1항에 있어서, 초미분화를, 동결시킨 기관물질과 1M CaCl2수용액 1 : 1 의 중량비로 혼합하여 수행하고 매스를 냉아세톤으로 반복 처리하고 여과한 다음, 마지막으로 건조시키는 방법.
- 제1항에 있어서, 초미연화를, 동결시킨 물질과 0.1M CaCl2수용액 1 : 1 의 중량비로 혼합하여 수행하고 수득한 혼합물을 150℃ 미만의 온동에서 공기로 분무-건조시키는 방법.
- 제1항에 있어서, 초미분화를, 동결시킨 물질과, 10% 솔비톨을 함유한 1M CaCl2수용액 1 : 1 의 중량비로 혼합하여 수행하고 수득한 혼합물을 동결건조시키는 방법.
- 제1항에 있어서, 단백질 분해효소에 의한 분해를, 물로 희석시킨 초미분화된 혼합물에 효소를 가하고, pH를 7내지 9로 조절하고 40 내지 55℃로 가열하여 수행하는 방법.
- 제6항에 있어서, 효소를 1 : 0.0001 내지 1 : 0.001의 원료물질 : 효소의 중량비로 가하는 방법.
- 제6항에 있어서, pH를 Ca(OH)2를 사용하여 7내지 9로 조절하는 방법.
- 제1항에 있어서, 분해물을 pH 3내지 6으로 산성화시키고 70 내지 90℃로 가열하는 방법.
- 제9에 있어서, 분해물을 HCl을 사용하여 산성화시키는 방법.
- 제1항에 있어서, 여과된 분해물을 디메틸-에틸-세틸 암모늄 에틸설페이트로 처리하여 DS 착화물을 선택적으로 침전시키는 방법.
- 제1항에 있어서, 여과된 분해물을 60 내지 70℃의 온도에서 하이아민, 세틸-트리메틸 암모늄 브로마이드 및 세틸-디메틸-에틸 암모늄 브로마이드로 이루어진 그룹중에서 선택된 4급 암모늄 염으로 처리하여 존재하는 모든 MPS를 착화합물 형태로 침전시키는 방법.
- 제12항에 있어서, DS 착화합물을, 아세톤을 사용하여 선택적으로 용해시키는 방법.
- 제11항에 있어서, DS를, 암모늄 착화합물을 10% 에탄올-함유 2M CaCl2수용액으로 처리하고 pH를 7내지 9로 조절한 후 60내지 80℃로 가열함으로써, 암모늄 착화합물로부터 회수하는 방법.
- 제13항에 있어서, DS를, 암모늄 착화합물을 염류용액에 대한 아세톤 추출물의 용적비가 0.25 내지 1이 되도록 하는 양의 3M 염류용액으로 처리시킴으로써 암모늄 착화합물로부터 회수하는 방법.
- 제12항 또는 제13항에 있어서, 아세톤으로 처리하여 생길 잔사를 에탄올로 처리하여 헤파린-설페이트 착화합물을 선택적으로 용해시키는 방법.
- 제16항에 있어서, 에탄올로 처리하여 생길 잔사를 메탄올로 처리하여 헤파린 착화합물을 선택적으로 용해시키는 방법.
- 제1항에서 청구한 제조방법에 의해 수득된 약제학적 순도의 더마탄 설페이트.
- 제1항에서 청구한 제조방법에 의해 수득한 약제학적 순도의 더마탄 설페이트를 유효성분으로 함유하는 항혈절 작용의 치료 조성물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT19864/86A IT1189085B (it) | 1986-03-25 | 1986-03-25 | Processo per la preparazione di dermatan solfato ad alta purezza e composizioni farmaceutiche che lo contengono |
IT19864A/86 | 1986-03-25 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR870008916A true KR870008916A (ko) | 1987-10-22 |
KR910006811B1 KR910006811B1 (ko) | 1991-09-02 |
Family
ID=11161892
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019870002636A KR910006811B1 (ko) | 1986-03-25 | 1987-03-23 | 고-순도 더마탄 설페이트의 제조방법 |
Country Status (20)
Country | Link |
---|---|
US (2) | US4870166A (ko) |
EP (1) | EP0238994B1 (ko) |
JP (1) | JPS62236803A (ko) |
KR (1) | KR910006811B1 (ko) |
AT (1) | ATE65250T1 (ko) |
AU (1) | AU599638B2 (ko) |
CA (1) | CA1334516C (ko) |
DE (1) | DE3771362D1 (ko) |
DK (1) | DK122187A (ko) |
ES (1) | ES2029804T3 (ko) |
FI (1) | FI871209A (ko) |
GR (1) | GR3002341T3 (ko) |
IE (1) | IE59878B1 (ko) |
IN (1) | IN163520B (ko) |
IT (1) | IT1189085B (ko) |
MX (1) | MX5656A (ko) |
NO (1) | NO167676C (ko) |
PT (1) | PT84491B (ko) |
YU (1) | YU44187A (ko) |
ZA (1) | ZA872081B (ko) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5707604A (en) * | 1986-11-18 | 1998-01-13 | Access Pharmaceuticals, Inc. | Vivo agents comprising metal-ion chelates with acidic saccharides and glycosaminoglycans, giving improved site-selective localization, uptake mechanism, sensitivity and kinetic-spatial profiles |
ATE129254T1 (de) * | 1987-03-19 | 1995-11-15 | Arthropharm Pty Ltd | Antientzündungsmittel und zusammensetzungen. |
US5668116A (en) * | 1987-03-19 | 1997-09-16 | Anthropharm Pty. Limited | Anti-inflammatory compounds and compositions |
US5141928B1 (en) * | 1989-12-20 | 1995-11-14 | Brujo Inc | Ophthalmic medication |
WO1991015217A1 (en) * | 1990-04-06 | 1991-10-17 | Washington University | Anticoagulant oligosaccharides |
IT1251183B (it) * | 1991-08-28 | 1995-05-04 | Opocrin Spa | Dermatan solfato ad alto titolo, dotato di elevata attivita' trombolitica, e forme farmaceutiche che lo contengono. |
CA2150552C (en) * | 1993-09-30 | 1999-12-21 | Akikazu Takada | Antithrombotic |
US5696099A (en) * | 1994-04-18 | 1997-12-09 | Lifegroup S.P.A. | Topical preparations for the treatment of acne and acneiform dermatitis |
CA2121952A1 (en) * | 1994-04-22 | 1995-10-23 | Francesco Della Valle | Topical preparations for the treatment of acne and acneiform dermatitis |
US6106866A (en) * | 1995-07-31 | 2000-08-22 | Access Pharmaceuticals, Inc. | In vivo agents comprising cationic drugs, peptides and metal chelators with acidic saccharides and glycosaminoglycans, giving improved site-selective localization, uptake mechanism, sensitivity and kinetic-spatial profiles, including tumor sites |
US20050164983A1 (en) * | 2003-12-19 | 2005-07-28 | Aventis Pharma S.A. | Carboxyl-reduced derivatives of dermatan sulfate, preparation thereof, use thereof as a medicinal product and the pharmaceutical compositions containing them |
ES2281265B1 (es) | 2005-11-24 | 2008-08-16 | Bioiberica, S.A. | Composiciones para el tratamiento de la artrosis. |
ES2327480B1 (es) | 2007-06-15 | 2010-08-10 | Bioiberica, S.A. | "disacaridos para el tratamiento de tendones, ligamentos y huesos". |
ES2440390B1 (es) | 2012-07-25 | 2014-11-13 | Bioibérica, S.A. | Composiciones para el tratamiento del sobrepeso y de la obesidad |
CN104448044B (zh) * | 2014-12-24 | 2017-01-11 | 南京健友生化制药股份有限公司 | 一种肝素钠的去色与降低硫酸皮肤素含量的方法 |
CN105461831A (zh) * | 2016-01-08 | 2016-04-06 | 东营天东制药有限公司 | 一种快速分离快速移动肝素与硫酸皮肤素的方法 |
ES2638195B1 (es) | 2016-04-18 | 2018-08-02 | Bioiberica, S.A. | Composiciones para la piel |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5318520B2 (ko) * | 1972-07-05 | 1978-06-15 | ||
JPS5753362B2 (ko) * | 1973-07-07 | 1982-11-12 | ||
IT1189298B (it) * | 1982-06-18 | 1988-02-04 | Manetti & Roberts Italo Brit | Procedimento per produrre i glicosa minoglicani dermatansolfato ed eparan-solfato sostanzialmente puri e loro impiego farmaceutico |
IT1208509B (it) * | 1985-03-13 | 1989-07-10 | Mediolanum Farmaceutici Srl | Processo per la produzione di eparan solfato e dermatan solfato naturali sostanzialmente puri eloro impiego farmaceutico. |
-
1986
- 1986-03-25 IT IT19864/86A patent/IT1189085B/it active
-
1987
- 1987-03-09 NO NO870962A patent/NO167676C/no unknown
- 1987-03-10 DK DK122187A patent/DK122187A/da not_active Application Discontinuation
- 1987-03-16 YU YU00441/87A patent/YU44187A/xx unknown
- 1987-03-16 PT PT84491A patent/PT84491B/pt unknown
- 1987-03-18 EP EP87103943A patent/EP0238994B1/en not_active Expired - Lifetime
- 1987-03-18 ES ES198787103943T patent/ES2029804T3/es not_active Expired - Lifetime
- 1987-03-18 DE DE8787103943T patent/DE3771362D1/de not_active Expired - Fee Related
- 1987-03-18 AT AT87103943T patent/ATE65250T1/de not_active IP Right Cessation
- 1987-03-19 FI FI871209A patent/FI871209A/fi not_active IP Right Cessation
- 1987-03-19 IE IE72187A patent/IE59878B1/en not_active IP Right Cessation
- 1987-03-19 US US07/027,733 patent/US4870166A/en not_active Expired - Lifetime
- 1987-03-20 MX MX565687A patent/MX5656A/es unknown
- 1987-03-20 ZA ZA872081A patent/ZA872081B/xx unknown
- 1987-03-23 AU AU70540/87A patent/AU599638B2/en not_active Ceased
- 1987-03-23 KR KR1019870002636A patent/KR910006811B1/ko not_active IP Right Cessation
- 1987-03-24 CA CA000532821A patent/CA1334516C/en not_active Expired - Fee Related
- 1987-03-25 IN IN235/CAL/87A patent/IN163520B/en unknown
- 1987-03-25 JP JP62069246A patent/JPS62236803A/ja active Granted
-
1990
- 1990-10-23 US US07/600,267 patent/US5116963A/en not_active Expired - Fee Related
-
1991
- 1991-07-19 GR GR91401056T patent/GR3002341T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
JPH0240681B2 (ko) | 1990-09-12 |
PT84491A (en) | 1987-04-01 |
NO870962L (no) | 1987-09-28 |
EP0238994A3 (en) | 1988-09-21 |
EP0238994B1 (en) | 1991-07-17 |
NO870962D0 (no) | 1987-03-09 |
IE870721L (en) | 1987-09-25 |
EP0238994A2 (en) | 1987-09-30 |
DK122187A (da) | 1987-09-26 |
FI871209A0 (fi) | 1987-03-19 |
ZA872081B (en) | 1987-09-14 |
DE3771362D1 (de) | 1991-08-22 |
GR3002341T3 (en) | 1992-12-30 |
NO167676B (no) | 1991-08-19 |
IE59878B1 (en) | 1994-04-20 |
ES2029804T3 (es) | 1992-10-01 |
US5116963A (en) | 1992-05-26 |
FI871209A (fi) | 1987-09-26 |
AU599638B2 (en) | 1990-07-26 |
CA1334516C (en) | 1995-02-21 |
JPS62236803A (ja) | 1987-10-16 |
ATE65250T1 (de) | 1991-08-15 |
DK122187D0 (da) | 1987-03-10 |
AU7054087A (en) | 1987-10-01 |
NO167676C (no) | 1991-11-27 |
IT8619864A1 (it) | 1987-09-25 |
IT1189085B (it) | 1988-01-28 |
IN163520B (ko) | 1988-10-01 |
MX5656A (es) | 1993-12-01 |
PT84491B (pt) | 1989-11-10 |
IT8619864A0 (it) | 1986-03-25 |
US4870166A (en) | 1989-09-26 |
KR910006811B1 (ko) | 1991-09-02 |
YU44187A (en) | 1988-04-30 |
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