FI106556B - Menetelmä puolisynteettisten glykosaminoglykaanien valmistamiseksi - Google Patents
Menetelmä puolisynteettisten glykosaminoglykaanien valmistamiseksi Download PDFInfo
- Publication number
- FI106556B FI106556B FI931741A FI931741A FI106556B FI 106556 B FI106556 B FI 106556B FI 931741 A FI931741 A FI 931741A FI 931741 A FI931741 A FI 931741A FI 106556 B FI106556 B FI 106556B
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- FI
- Finland
- Prior art keywords
- water
- nucleophilic
- semi
- heparin
- acid
- Prior art date
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- 229920002683 Glycosaminoglycan Polymers 0.000 title claims abstract description 62
- 238000000034 method Methods 0.000 title claims description 16
- 230000008569 process Effects 0.000 title claims description 11
- 238000002360 preparation method Methods 0.000 title description 3
- 229920000669 heparin Polymers 0.000 claims abstract description 44
- 229960002897 heparin Drugs 0.000 claims abstract description 44
- HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical group 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 abstract description 42
- 229920002971 Heparan sulfate Chemical group 0.000 claims abstract description 38
- 239000002253 acid Substances 0.000 claims abstract description 18
- 230000000269 nucleophilic effect Effects 0.000 claims abstract description 10
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 6
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- 238000006243 chemical reaction Methods 0.000 claims description 31
- 239000012434 nucleophilic reagent Substances 0.000 claims description 25
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- 238000012545 processing Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000002798 spectrophotometry method Methods 0.000 description 1
- 210000000952 spleen Anatomy 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 230000002537 thrombolytic effect Effects 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 230000008320 venous blood flow Effects 0.000 description 1
- GSQBIOQCECCMOQ-UHFFFAOYSA-N β-alanine ethyl ester Chemical compound CCOC(=O)CCN GSQBIOQCECCMOQ-UHFFFAOYSA-N 0.000 description 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
- C08B37/006—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
- C08B37/0075—Heparin; Heparan sulfate; Derivatives thereof, e.g. heparosan; Purification or extraction methods thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ITBO920141A IT1260137B (it) | 1992-04-17 | 1992-04-17 | Glicosaminoglicani semisintetici a struttura eparinica od eparanica modificati nella posizione 2 dell'acido alfa-l-iduronico-2-0-solfato |
| ITBO920141 | 1992-04-17 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI931741A0 FI931741A0 (fi) | 1993-04-16 |
| FI931741A FI931741A (fi) | 1993-10-18 |
| FI106556B true FI106556B (fi) | 2001-02-28 |
Family
ID=11338176
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI931741A FI106556B (fi) | 1992-04-17 | 1993-04-16 | Menetelmä puolisynteettisten glykosaminoglykaanien valmistamiseksi |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US5430133A (fr) |
| EP (1) | EP0565863B1 (fr) |
| JP (1) | JP2702376B2 (fr) |
| KR (1) | KR0171624B1 (fr) |
| AT (1) | ATE154616T1 (fr) |
| AU (1) | AU658498B2 (fr) |
| CA (1) | CA2093147C (fr) |
| DE (1) | DE69311619T2 (fr) |
| DK (1) | DK0565863T3 (fr) |
| ES (1) | ES2103992T3 (fr) |
| FI (1) | FI106556B (fr) |
| GR (1) | GR3024419T3 (fr) |
| IL (1) | IL105112A (fr) |
| IT (1) | IT1260137B (fr) |
| NO (1) | NO305992B1 (fr) |
| NZ (1) | NZ247196A (fr) |
| TW (1) | TW239148B (fr) |
| ZA (1) | ZA931798B (fr) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5696100A (en) * | 1992-12-22 | 1997-12-09 | Glycomed Incorporated | Method for controlling O-desulfation of heparin and compositions produced thereby |
| IT1264101B1 (it) * | 1993-03-29 | 1996-09-10 | Alfa Wassermann Spa | Processo per la sintesi di glicosaminoglicani semisintetici a struttura eparinica od eparanica modificati nella posizione 2 |
| IT1264102B1 (it) * | 1993-03-29 | 1996-09-10 | Alfa Wassermann Spa | Processo per la sintesi di glicosaminoglicani semisintetici contenenti acido alfa-l-galatturonico sostituito con radicali |
| US6127347A (en) * | 1994-01-12 | 2000-10-03 | Univ Michigan | Non-anticoagulant chemically modified heparinoids for treating hypovolemic shock and related shock syndromes |
| US5583121A (en) * | 1994-01-12 | 1996-12-10 | Michigan State University | Non-anticoagulant chemically modified heparinoids for treating hypovolemic shock and related shock syndromes |
| US6255295B1 (en) | 1996-12-23 | 2001-07-03 | Nutramax Laboratories, Inc. | Aminosugar, glycosaminoglycan or glycosaminoglycan-like compounds, and s-adenosylmethionine composition for the protection, treatment, repair, and reduction of inflammation of connective tissue |
| HUP0201712A3 (en) * | 1999-06-30 | 2003-03-28 | Weitz Jeffrey I Ancaster | Clot associated coagulation factors inhibiting heparin compositions |
| US7259152B2 (en) | 2000-06-07 | 2007-08-21 | Alfa Wasserman, Inc. | Methods and compositions using sulodexide for the treatment of diabetic nephropathy |
| JP2004507562A (ja) * | 2000-09-08 | 2004-03-11 | ハミルトン シビック ホスピタルズ リサーチ ディベロップメント インコーポレイテッド | 抗血栓性組成物 |
| EP2284535A1 (fr) | 2002-03-11 | 2011-02-16 | Momenta Pharmaceuticals, Inc. | Héparines de poids moléculaire faible |
| GB0216861D0 (en) * | 2002-07-19 | 2002-08-28 | Univ Birmingham | Saccharide libraries |
| US9139876B1 (en) | 2007-05-03 | 2015-09-22 | Momenta Pharmacueticals, Inc. | Method of analyzing a preparation of a low molecular weight heparin |
| WO2009014715A2 (fr) * | 2007-07-23 | 2009-01-29 | The University Of North Carolina At Chapel Hill | Synthèse enzymatique de polysaccharides sulfatés sans résidus d'acide iduronique |
| US8435795B2 (en) * | 2010-01-19 | 2013-05-07 | Momenta Pharmaceuticals, Inc. | Evaluating heparin preparations |
| CN103209997B (zh) * | 2010-09-14 | 2016-03-16 | 国立大学法人宫崎大学 | 高纯度肝素及其制备方法 |
| ES2910476T3 (es) | 2010-12-23 | 2022-05-12 | Univ North Carolina Chapel Hill | Síntesis quimioenzimática de heparinas de peso molecular ultra bajo estructuralmente homogéneas |
| WO2012115952A1 (fr) | 2011-02-21 | 2012-08-30 | Momenta Pharmaceuticals, Inc. | Évaluation de préparations d'héparine |
| DE102011077393A1 (de) * | 2011-06-10 | 2012-12-13 | Johannes Reinmüller | Antiinfektives Mittel |
| JP6670235B2 (ja) | 2013-06-17 | 2020-03-18 | ザ ユニバーシティ オブ ノース カロライナ アット チャペル ヒルＴｈｅ Ｕｎｉｖｅｒｓｉｔｙ Ｏｆ Ｎｏｒｔｈ Ｃａｒｏｌｉｎａ Ａｔ Ｃｈａｐｅｌ Ｈｉｌｌ | 可逆的ヘパリン分子、その製法及びその使用方法 |
| CN116622006A (zh) | 2017-03-10 | 2023-08-22 | 北卡罗来纳大学查珀尔希尔分校 | 短效的基于肝素的抗凝血剂化合物和方法 |
| WO2019010216A1 (fr) | 2017-07-03 | 2019-01-10 | The University Of North Carolina At Chapel Hill | Synthèse enzymatique d'oligosaccharides de sulfate de chondroïtine homogènes |
| JP7495061B2 (ja) | 2017-11-03 | 2024-06-04 | ザ ユニバーシティ オブ ノース カロライナ アット チャペル ヒル | 抗炎症作用を有する硫酸化オリゴ糖 |
| CN112437667B (zh) | 2018-06-20 | 2024-05-28 | 北卡罗来纳大学查珀尔希尔分校 | 细胞保护方法和组合物 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4987223A (en) * | 1981-12-23 | 1991-01-22 | Choay S.A. | Derivatives of the uronic acid |
| IT1234508B (it) * | 1988-06-10 | 1992-05-19 | Alfa Wassermann Spa | Derivati eparinici e procedimento per la loro preparazione |
| DE3821271A1 (de) * | 1988-06-23 | 1989-12-28 | Solco Basel Ag | Derivatisiertes heparin, verfahren zu dessen herstellung und arzneimittel, welches dieses enthaelt |
| IT1234826B (it) * | 1989-01-30 | 1992-05-29 | Alfa Wassermann Spa | Derivati eparinici e procedimento per la loro preparazione |
| US5464942A (en) * | 1990-07-24 | 1995-11-07 | Seikagaku Kogyo Kabushiki Kaisha | Phospholipid- or lipid-linked glycosaminoglycan and process for producing the same |
| US5200523A (en) * | 1990-10-10 | 1993-04-06 | Monsanto Company | Synthesis of nojirimycin derivatives |
| IT1260136B (it) * | 1992-04-17 | 1996-03-28 | Alfa Wassermann Spa | Glicosaminoglicani semisintetici contenenti acido alfa-l-galatturonicosostituito con radicali nucleofili in posizione 3 |
-
1992
- 1992-04-17 IT ITBO920141A patent/IT1260137B/it active IP Right Grant
-
1993
- 1993-03-10 AT AT93103848T patent/ATE154616T1/de not_active IP Right Cessation
- 1993-03-10 ES ES93103848T patent/ES2103992T3/es not_active Expired - Lifetime
- 1993-03-10 DK DK93103848.3T patent/DK0565863T3/da active
- 1993-03-10 EP EP93103848A patent/EP0565863B1/fr not_active Expired - Lifetime
- 1993-03-10 DE DE69311619T patent/DE69311619T2/de not_active Expired - Fee Related
- 1993-03-12 ZA ZA931798A patent/ZA931798B/xx unknown
- 1993-03-18 NZ NZ247196A patent/NZ247196A/en unknown
- 1993-03-19 TW TW082102014A patent/TW239148B/zh active
- 1993-03-19 IL IL10511293A patent/IL105112A/xx not_active IP Right Cessation
- 1993-03-30 NO NO931184A patent/NO305992B1/no not_active IP Right Cessation
- 1993-04-01 CA CA002093147A patent/CA2093147C/fr not_active Expired - Fee Related
- 1993-04-13 US US08/046,248 patent/US5430133A/en not_active Expired - Lifetime
- 1993-04-13 AU AU36895/93A patent/AU658498B2/en not_active Ceased
- 1993-04-16 JP JP5089976A patent/JP2702376B2/ja not_active Expired - Fee Related
- 1993-04-16 FI FI931741A patent/FI106556B/fi not_active IP Right Cessation
- 1993-04-17 KR KR1019930006473A patent/KR0171624B1/ko not_active IP Right Cessation
-
1997
- 1997-08-13 GR GR970402062T patent/GR3024419T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2702376B2 (ja) | 1998-01-21 |
| ITBO920141A1 (it) | 1993-10-17 |
| IL105112A0 (en) | 1993-07-08 |
| KR0171624B1 (ko) | 1999-02-01 |
| DE69311619D1 (de) | 1997-07-24 |
| ZA931798B (en) | 1993-11-22 |
| EP0565863B1 (fr) | 1997-06-18 |
| FI931741A0 (fi) | 1993-04-16 |
| DK0565863T3 (da) | 1997-12-15 |
| IT1260137B (it) | 1996-03-28 |
| EP0565863A3 (en) | 1993-11-10 |
| US5430133A (en) | 1995-07-04 |
| EP0565863A2 (fr) | 1993-10-20 |
| AU3689593A (en) | 1993-10-21 |
| NO931184L (no) | 1993-10-18 |
| NO931184D0 (no) | 1993-03-30 |
| TW239148B (fr) | 1995-01-21 |
| CA2093147C (fr) | 1999-01-26 |
| AU658498B2 (en) | 1995-04-13 |
| DE69311619T2 (de) | 1997-12-11 |
| IL105112A (en) | 1997-01-10 |
| GR3024419T3 (en) | 1997-11-28 |
| JPH0616703A (ja) | 1994-01-25 |
| KR930021650A (ko) | 1993-11-22 |
| CA2093147A1 (fr) | 1993-10-18 |
| NZ247196A (en) | 1995-02-24 |
| ES2103992T3 (es) | 1997-10-01 |
| ATE154616T1 (de) | 1997-07-15 |
| FI931741A (fi) | 1993-10-18 |
| ITBO920141A0 (it) | 1992-04-17 |
| NO305992B1 (no) | 1999-08-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MA | Patent expired |