JP2006511635A5 - - Google Patents
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- JP2006511635A5 JP2006511635A5 JP2004535076A JP2004535076A JP2006511635A5 JP 2006511635 A5 JP2006511635 A5 JP 2006511635A5 JP 2004535076 A JP2004535076 A JP 2004535076A JP 2004535076 A JP2004535076 A JP 2004535076A JP 2006511635 A5 JP2006511635 A5 JP 2006511635A5
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- JP
- Japan
- Prior art keywords
- compound
- group
- reaction
- polypeptide
- reacted
- 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
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- 150000001875 compounds Chemical class 0.000 description 144
- 238000000034 method Methods 0.000 description 51
- 235000019426 modified starch Nutrition 0.000 description 37
- 229920001184 polypeptide Polymers 0.000 description 35
- 102000004196 processed proteins & peptides Human genes 0.000 description 35
- 108090000765 processed proteins & peptides Proteins 0.000 description 35
- 238000006243 chemical reaction Methods 0.000 description 34
- 125000000524 functional group Chemical group 0.000 description 30
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 30
- 229920000881 Modified starch Polymers 0.000 description 25
- 239000007795 chemical reaction product Substances 0.000 description 25
- 102000003951 Erythropoietin Human genes 0.000 description 22
- 108090000394 Erythropoietin Proteins 0.000 description 22
- 229940105423 erythropoietin Drugs 0.000 description 22
- OXCMYAYHXIHQOA-UHFFFAOYSA-N potassium;[2-butyl-5-chloro-3-[[4-[2-(1,2,4-triaza-3-azanidacyclopenta-1,4-dien-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol Chemical group [K+].CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=2C(=CC=CC=2)C2=N[N-]N=N2)C=C1 OXCMYAYHXIHQOA-UHFFFAOYSA-N 0.000 description 22
- 229920001612 Hydroxyethyl starch Polymers 0.000 description 21
- 229940050526 hydroxyethylstarch Drugs 0.000 description 21
- 229910052739 hydrogen Inorganic materials 0.000 description 18
- 239000001257 hydrogen Substances 0.000 description 18
- 239000008194 pharmaceutical composition Substances 0.000 description 17
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 14
- 125000000837 carbohydrate group Chemical group 0.000 description 14
- 238000004132 cross linking Methods 0.000 description 11
- 239000003125 aqueous solvent Substances 0.000 description 10
- 239000012736 aqueous medium Substances 0.000 description 9
- 125000004149 thio group Chemical group *S* 0.000 description 9
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 8
- JQWHASGSAFIOCM-UHFFFAOYSA-M sodium periodate Chemical compound [Na+].[O-]I(=O)(=O)=O JQWHASGSAFIOCM-UHFFFAOYSA-M 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 229920002472 Starch Polymers 0.000 description 4
- XEVRDFDBXJMZFG-UHFFFAOYSA-N carbonyl dihydrazine Chemical compound NNC(=O)NN XEVRDFDBXJMZFG-UHFFFAOYSA-N 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- ZESQVNWRUDEXNZ-UHFFFAOYSA-N o-[2-(2-aminooxyethoxy)ethyl]hydroxylamine Chemical compound NOCCOCCON ZESQVNWRUDEXNZ-UHFFFAOYSA-N 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- 0 CC*(C)O*(C)N Chemical compound CC*(C)O*(C)N 0.000 description 3
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000005576 amination reaction Methods 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40978102P | 2002-09-11 | 2002-09-11 | |
| US60/409,781 | 2002-09-11 | ||
| EP02020425A EP1400533A1 (en) | 2002-09-11 | 2002-09-11 | HASylated polypeptides, especially HASylated erythropoietin |
| EP02020425.1 | 2002-09-11 | ||
| PCT/EP2003/008859 WO2004024777A1 (en) | 2002-09-11 | 2003-08-08 | Hydroxyalkyl starch derivatives |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010266646A Division JP2011089125A (ja) | 2002-09-11 | 2010-11-30 | ヒドロキシアルキルデンプン誘導体 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006511635A JP2006511635A (ja) | 2006-04-06 |
| JP2006511635A5 true JP2006511635A5 (https=) | 2006-09-14 |
| JP4692958B2 JP4692958B2 (ja) | 2011-06-01 |
Family
ID=31896851
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004535076A Expired - Fee Related JP4692958B2 (ja) | 2002-09-11 | 2003-08-08 | ヒドロキシアルキルデンプン誘導体 |
| JP2004535070A Expired - Fee Related JP4688494B2 (ja) | 2002-09-11 | 2003-08-08 | ヒドロキシアルキルデンプン誘導体の製造方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004535070A Expired - Fee Related JP4688494B2 (ja) | 2002-09-11 | 2003-08-08 | ヒドロキシアルキルデンプン誘導体の製造方法 |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP1400533A1 (https=) |
| JP (2) | JP4692958B2 (https=) |
| CN (3) | CN101497671B (https=) |
| CA (2) | CA2799437C (https=) |
| DE (1) | DE02020425T1 (https=) |
| ES (1) | ES2214166T1 (https=) |
| NO (1) | NO20051418L (https=) |
| PL (1) | PL217251B1 (https=) |
| ZA (3) | ZA200501724B (https=) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10112825A1 (de) | 2001-03-16 | 2002-10-02 | Fresenius Kabi De Gmbh | HESylierung von Wirkstoffen in wässriger Lösung |
| DE10209821A1 (de) | 2002-03-06 | 2003-09-25 | Biotechnologie Ges Mittelhesse | Kopplung von Proteinen an ein modifiziertes Polysaccharid |
| DE10209822A1 (de) | 2002-03-06 | 2003-09-25 | Biotechnologie Ges Mittelhesse | Kopplung niedermolekularer Substanzen an ein modifiziertes Polysaccharid |
| BR0314227A (pt) | 2002-09-11 | 2005-10-25 | Fresenius Kabi De Gmbh | Derivados de amido de hidroxialquila |
| EP1400533A1 (en) * | 2002-09-11 | 2004-03-24 | Fresenius Kabi Deutschland GmbH | HASylated polypeptides, especially HASylated erythropoietin |
| US7538092B2 (en) | 2002-10-08 | 2009-05-26 | Fresenius Kabi Deutschland Gmbh | Pharmaceutically active oligosaccharide conjugates |
| WO2005014655A2 (en) * | 2003-08-08 | 2005-02-17 | Fresenius Kabi Deutschland Gmbh | Conjugates of hydroxyalkyl starch and a protein |
| JP5191729B2 (ja) | 2004-03-11 | 2013-05-08 | フレゼニウス・カビ・ドイチュラント・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング | 還元的アミノ化によって製造される、ヒドロキシアルキルデンプンとタンパク質とのコンジュゲート |
| JPWO2005095331A1 (ja) * | 2004-03-31 | 2008-02-21 | 塩野義製薬株式会社 | 糖鎖−ペプチド結合剤 |
| CN101137396A (zh) * | 2005-03-11 | 2008-03-05 | 弗雷泽纽斯卡比德国有限公司 | 由无活性初始材料制备生物活性糖蛋白 |
| US8299015B2 (en) * | 2006-07-25 | 2012-10-30 | Lipoxen Technologies Limited | Derivatisation of granulocyte colony-stimulating factor |
| WO2008089403A2 (en) * | 2007-01-18 | 2008-07-24 | Genzyme Corporation | Oligosaccharides comprising an aminooxy group and conjugates thereof |
| EP2070950A1 (en) * | 2007-12-14 | 2009-06-17 | Fresenius Kabi Deutschland GmbH | Hydroxyalkyl starch derivatives and process for their preparation |
| US8790701B2 (en) * | 2008-04-28 | 2014-07-29 | Surmodics, Inc. | Poly-α(1→4)glucopyranose-based matrices with hydrazide crosslinking |
| CN101407553B (zh) * | 2008-11-20 | 2010-09-22 | 广西大学 | 一种歧化松香胺基季铵型阳离子木薯淀粉的微波合成方法 |
| EP3093029A1 (en) * | 2009-07-27 | 2016-11-16 | Baxalta GmbH | Blood coagulation protein conjugates |
| JP5909755B2 (ja) | 2009-07-27 | 2016-04-27 | リポクセン テクノロジーズ リミテッド | 非血液凝固タンパク質の糖ポリシアル酸化 |
| BR112013015898A2 (pt) | 2010-12-22 | 2018-06-26 | Baxter International Inc. | derivado de ácido graxo solúvel em água, e, métodos para preparar um derivado de ácido graxo e uma proteína terapêutica conjugada. |
| US9260743B2 (en) * | 2011-07-14 | 2016-02-16 | Grifols. S.A. | Rapid and accurate analysis of protein sialylation |
| WO2014084110A1 (ja) * | 2012-11-30 | 2014-06-05 | 株式会社糖鎖工学研究所 | 糖鎖付加リンカー、糖鎖付加リンカーと生理活性物質とを含む化合物またはその塩、及びそれらの製造方法 |
| EP2976365A1 (en) * | 2013-03-20 | 2016-01-27 | Fresenius Kabi Deutschland GmbH | Process for the preparation of thiol functionalized hydroxyalkyl starch derivatives |
| CN105418754A (zh) * | 2015-09-30 | 2016-03-23 | 天津药物研究院有限公司 | 羟乙基淀粉修饰的促红细胞生成素模拟肽及其制备和应用 |
| CN109195445A (zh) * | 2016-03-28 | 2019-01-11 | 库克通用生物技术有限责任公司 | 活细胞组合物及其相关方法 |
| CN108219019B (zh) * | 2018-02-08 | 2020-03-20 | 华中科技大学 | 一种巯基化羟乙基淀粉及其修饰的纳米材料和制备方法 |
| CN113336823A (zh) * | 2021-05-28 | 2021-09-03 | 联宁（苏州）生物制药有限公司 | 一种用于抗体偶联药物连接子lnd1067的合成方法 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0019403B1 (en) * | 1979-05-10 | 1985-07-31 | American Hospital Supply Corporation | Hydroxyalkyl-starch drug carrier |
| DE3029307A1 (de) * | 1980-08-01 | 1982-03-04 | Dr. Eduard Fresenius, Chemisch-pharmazeutische Industrie KG, 6380 Bad Homburg | Haemoglobin enthaltendes blutersatzmittel |
| US4847325A (en) * | 1988-01-20 | 1989-07-11 | Cetus Corporation | Conjugation of polymer to colony stimulating factor-1 |
| FI102480B (fi) * | 1989-07-18 | 1998-12-15 | Warner Lambert Co | Rakenteeltaan muunnettua tärkkelystä sisältävät polymeeriperustaiset s eoskoostumukset |
| US5281698A (en) * | 1991-07-23 | 1994-01-25 | Cetus Oncology Corporation | Preparation of an activated polymer ester for protein conjugation |
| FI935485L (fi) * | 1992-12-09 | 1994-06-10 | Ortho Pharma Corp | PEG-hydratsoni- ja PEG-oksiimisidoksen muodostavat reagenssit ja niiden proteiinijohdannaiset |
| WO1994028024A1 (en) * | 1993-06-01 | 1994-12-08 | Enzon, Inc. | Carbohydrate-modified polymer conjugates with erythropoietic activity |
| TW517067B (en) * | 1996-05-31 | 2003-01-11 | Hoffmann La Roche | Interferon conjugates |
| DE19628705A1 (de) * | 1996-07-08 | 1998-01-15 | Fresenius Ag | Neue Sauerstoff-Transport-Mittel, diese enthaltende Hämoglobin-Hydroxyethylstärke-Konjugate, Verfahren zu deren Herstellung, sowie deren Verwendung als Blutersatzstoffe |
| DE10112825A1 (de) * | 2001-03-16 | 2002-10-02 | Fresenius Kabi De Gmbh | HESylierung von Wirkstoffen in wässriger Lösung |
| EP1400533A1 (en) * | 2002-09-11 | 2004-03-24 | Fresenius Kabi Deutschland GmbH | HASylated polypeptides, especially HASylated erythropoietin |
| BR0314227A (pt) * | 2002-09-11 | 2005-10-25 | Fresenius Kabi De Gmbh | Derivados de amido de hidroxialquila |
-
2002
- 2002-09-11 EP EP02020425A patent/EP1400533A1/en not_active Withdrawn
- 2002-09-11 ES ES02020425T patent/ES2214166T1/es active Pending
- 2002-09-11 DE DE0001400533T patent/DE02020425T1/de active Pending
-
2003
- 2003-08-08 CA CA2799437A patent/CA2799437C/en not_active Expired - Fee Related
- 2003-08-08 CN CN2009100045393A patent/CN101497671B/zh not_active Expired - Fee Related
- 2003-08-08 CN CN200910133235.7A patent/CN101580547B/zh not_active Expired - Fee Related
- 2003-08-08 PL PL398391A patent/PL217251B1/pl unknown
- 2003-08-08 JP JP2004535076A patent/JP4692958B2/ja not_active Expired - Fee Related
- 2003-08-08 CA CA002496318A patent/CA2496318A1/en not_active Abandoned
- 2003-08-08 JP JP2004535070A patent/JP4688494B2/ja not_active Expired - Fee Related
- 2003-08-08 CN CNB038250373A patent/CN100480274C/zh not_active Expired - Fee Related
-
2005
- 2005-02-28 ZA ZA200501724A patent/ZA200501724B/xx unknown
- 2005-02-28 ZA ZA200501725A patent/ZA200501725B/xx unknown
- 2005-02-28 ZA ZA200501729A patent/ZA200501729B/en unknown
- 2005-03-17 NO NO20051418A patent/NO20051418L/no not_active Application Discontinuation
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