Title:
CONJUGATES OF A POLYMER AND A PROTEIN LINKED BY AN OXIME LINKING GROUP
Document Type and Number:
WIPO Patent Application WO2005014024
Kind Code:
A3
Abstract:
The present invention relates to polymers functionalized by an aminooxy group or a derivative thereof, conjugates, wherein the functionalized polymers are covalently coupled with a protein by an oxime linking group, a process for preparing the functionalized polymers, a process for preparing the conjugates, functionalized polymers as obtainable by the process of the present invention, conjugates as obtainable by the process of the present invention, and pharmaceutical compositions comprising at least one conjugate of the present invention and the use of said conjugates and compositions for the prophylaxis or therapy of the human or animal body.
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Inventors:
SOMMERMEYER KLAUS (DE)
FRANK RONALD (DE)
ZANDER NORBERT (DE)
FRANK RONALD (DE)
ZANDER NORBERT (DE)
Application Number:
PCT/EP2004/008820
Publication Date:
May 26, 2005
Filing Date:
August 06, 2004
Export Citation:
Assignee:
FRESENIUS KABI DE GMBH (DE)
SOMMERMEYER KLAUS (DE)
FRANK RONALD (DE)
ZANDER NORBERT (DE)
SOMMERMEYER KLAUS (DE)
FRANK RONALD (DE)
ZANDER NORBERT (DE)
International Classes:
A61K47/48; C08B31/00; C08B37/02; (IPC1-7): A61K38/18; A61K38/19; C07K14/505; C07K14/52; C07K1/107; A61K47/48; C07K2/00; C08B31/00; C08B37/00
Domestic Patent References:
| WO1996041813A2 | 1996-12-27 | |||
| WO2004009082A1 | 2004-01-29 | |||
| WO2002080979A2 | 2002-10-17 | |||
| WO1995006058A1 | 1995-03-02 | |||
| WO1996040662A2 | 1996-12-19 |
Foreign References:
| EP0605963A2 | 1994-07-13 | |||
| US20030191291A1 | 2003-10-09 | |||
| EP1398328A1 | 2004-03-17 | |||
| GB1419080A | 1975-12-24 | |||
| EP0243929A2 | 1987-11-04 |
Other References:
GAERTNER H F ET AL: "SITE-SPECIFIC ATTACHMENT OF FUNCTIONALIZED POLY(ETHYLENE GLYCOL) TOTHE AMINO TERMINUS OF PROTEINS", BIOCONJUGATE CHEMISTRY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, US, vol. 7, no. 1, January 1996 (1996-01-01), pages 38 - 44, XP000646874, ISSN: 1043-1802
VILASECA L ET AL: "PROTEIN CONJUGATES OF DEFINED STRUCTURE: SYNTHESIS AND USE OF A NEWCARRIER MOLECULE", BIOCONJUGATE CHEMISTRY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, US, vol. 4, no. 6, 1 November 1993 (1993-11-01), pages 515 - 520, XP000417288, ISSN: 1043-1802
ROSE KEITH: "Facile synthesis of homogeneous artificial proteins", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 116, no. 1, 12 January 1994 (1994-01-12), pages 30 - 33, XP002301786, ISSN: 0002-7863
JONES DAVID S ET AL: "Multivalent poly(ethylene glycol)-containing conjugates for in vivo antibody suppression.", BIOCONJUGATE CHEMISTRY, vol. 14, no. 6, November 2003 (2003-11-01), pages 1067 - 1076, XP002302390, ISSN: 1043-1802
SADAMOTO R ET AL: "CONTROL OF BACTERIA ADHESION BY CELL-WALL ENGINEERING", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC, US, vol. 126, 31 March 2004 (2004-03-31), pages 3755 - 3761, XP008035406, ISSN: 0002-7863
JONES D S ET AL: "A convenient synthesis of N-(tert-butyloxycarbonyl)aminooxy ethers", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 41, no. 10, 4 March 2000 (2000-03-04), pages 1531 - 1533, XP004189789, ISSN: 0040-4039
ROHRLING J ET AL: "Synthesis and testing of a novel fluorescence label for carbonyls in carbohydrates and cellulosics", SYNLETT 2001 GERMANY, no. 5, 2001, pages 682 - 684, XP001203540, ISSN: 0936-5214
NEDOSPASOV A A ET AL: "SYNTHESIS AND SOME PROPERTIES OF AMINOOXYALKYLCELLULOSES", BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR. DIVISION OF CHEMICAL SCIENCE, CONSULTANTS BUREAU. NEW YORK, US, vol. 25, 1976, pages 1105 - 1110, XP002025380
HAMMA TOMOKO ET AL: "4-(2-aminooxyethoxy)-2-(ethylureido)quinoline-oligonucleotide conjugates: synthesis, binding interactions, and derivatization with peptides.", BIOCONJUGATE CHEMISTRY. 2003 MAR-APR, vol. 14, no. 2, March 2003 (2003-03-01), pages 320 - 330, XP002301933, ISSN: 1043-1802
SAWAIKAR, D. D. ET AL: "Products active on mosquitoes. Part VII. Synthesis and biological activity of longifolene derivatives", INDIAN JOURNAL OF CHEMISTRY, SECTION B: ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY , 34B(9), 832-5 CODEN: IJSBDB; ISSN: 0376-4699, 1995, XP009043047
WEBB R R 2ND ET AL: "Synthesis of 1-(aminooxy)-4-[(3-nitro-2-pyridyl)dithio]butane and 1-(aminooxy)-4-[(3-nitro-2-pyridyl)dithio]but-2-ene, novel heterobifunctional cross-linking reagents.", BIOCONJUGATE CHEMISTRY, vol. 1, no. 2, March 1990 (1990-03-01), pages 96 - 99, XP002223790, ISSN: 1043-1802
MIKOLA H ET AL: "Introduction of aliphatic amino and hydroxy groups to keto steroids using O-substituted hydroxylamines.", BIOCONJUGATE CHEMISTRY. 1992 MAR-APR, vol. 3, no. 2, March 1992 (1992-03-01), pages 182 - 186, XP000262175, ISSN: 1043-1802
VILASECA L ET AL: "PROTEIN CONJUGATES OF DEFINED STRUCTURE: SYNTHESIS AND USE OF A NEWCARRIER MOLECULE", BIOCONJUGATE CHEMISTRY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, US, vol. 4, no. 6, 1 November 1993 (1993-11-01), pages 515 - 520, XP000417288, ISSN: 1043-1802
ROSE KEITH: "Facile synthesis of homogeneous artificial proteins", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 116, no. 1, 12 January 1994 (1994-01-12), pages 30 - 33, XP002301786, ISSN: 0002-7863
JONES DAVID S ET AL: "Multivalent poly(ethylene glycol)-containing conjugates for in vivo antibody suppression.", BIOCONJUGATE CHEMISTRY, vol. 14, no. 6, November 2003 (2003-11-01), pages 1067 - 1076, XP002302390, ISSN: 1043-1802
SADAMOTO R ET AL: "CONTROL OF BACTERIA ADHESION BY CELL-WALL ENGINEERING", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC, US, vol. 126, 31 March 2004 (2004-03-31), pages 3755 - 3761, XP008035406, ISSN: 0002-7863
JONES D S ET AL: "A convenient synthesis of N-(tert-butyloxycarbonyl)aminooxy ethers", TETRAHEDRON LETTERS, ELSEVIER SCIENCE PUBLISHERS, AMSTERDAM, NL, vol. 41, no. 10, 4 March 2000 (2000-03-04), pages 1531 - 1533, XP004189789, ISSN: 0040-4039
ROHRLING J ET AL: "Synthesis and testing of a novel fluorescence label for carbonyls in carbohydrates and cellulosics", SYNLETT 2001 GERMANY, no. 5, 2001, pages 682 - 684, XP001203540, ISSN: 0936-5214
NEDOSPASOV A A ET AL: "SYNTHESIS AND SOME PROPERTIES OF AMINOOXYALKYLCELLULOSES", BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR. DIVISION OF CHEMICAL SCIENCE, CONSULTANTS BUREAU. NEW YORK, US, vol. 25, 1976, pages 1105 - 1110, XP002025380
HAMMA TOMOKO ET AL: "4-(2-aminooxyethoxy)-2-(ethylureido)quinoline-oligonucleotide conjugates: synthesis, binding interactions, and derivatization with peptides.", BIOCONJUGATE CHEMISTRY. 2003 MAR-APR, vol. 14, no. 2, March 2003 (2003-03-01), pages 320 - 330, XP002301933, ISSN: 1043-1802
SAWAIKAR, D. D. ET AL: "Products active on mosquitoes. Part VII. Synthesis and biological activity of longifolene derivatives", INDIAN JOURNAL OF CHEMISTRY, SECTION B: ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY , 34B(9), 832-5 CODEN: IJSBDB; ISSN: 0376-4699, 1995, XP009043047
WEBB R R 2ND ET AL: "Synthesis of 1-(aminooxy)-4-[(3-nitro-2-pyridyl)dithio]butane and 1-(aminooxy)-4-[(3-nitro-2-pyridyl)dithio]but-2-ene, novel heterobifunctional cross-linking reagents.", BIOCONJUGATE CHEMISTRY, vol. 1, no. 2, March 1990 (1990-03-01), pages 96 - 99, XP002223790, ISSN: 1043-1802
MIKOLA H ET AL: "Introduction of aliphatic amino and hydroxy groups to keto steroids using O-substituted hydroxylamines.", BIOCONJUGATE CHEMISTRY. 1992 MAR-APR, vol. 3, no. 2, March 1992 (1992-03-01), pages 182 - 186, XP000262175, ISSN: 1043-1802
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