WO2011018496A3 - Method for modifying and functionalizing saccharides - Google Patents

Method for modifying and functionalizing saccharides Download PDF

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Publication number
WO2011018496A3
WO2011018496A3 PCT/EP2010/061742 EP2010061742W WO2011018496A3 WO 2011018496 A3 WO2011018496 A3 WO 2011018496A3 EP 2010061742 W EP2010061742 W EP 2010061742W WO 2011018496 A3 WO2011018496 A3 WO 2011018496A3
Authority
WO
WIPO (PCT)
Prior art keywords
saccharides
functionalizing
modifying
activating
carboxyl groups
Prior art date
Application number
PCT/EP2010/061742
Other languages
German (de)
French (fr)
Other versions
WO2011018496A2 (en
Inventor
Mikhail Tsurkan
Uwe Freudenberg
Carsten Werner
Original Assignee
Leibniz-Institut für Polymerforschung Dresden e. V.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Leibniz-Institut für Polymerforschung Dresden e. V. filed Critical Leibniz-Institut für Polymerforschung Dresden e. V.
Priority to EP10741975A priority Critical patent/EP2464669A2/en
Publication of WO2011018496A2 publication Critical patent/WO2011018496A2/en
Publication of WO2011018496A3 publication Critical patent/WO2011018496A3/en

Links

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
    • C08B37/0072—Hyaluronic acid, i.e. HA or hyaluronan; Derivatives thereof, e.g. crosslinked hyaluronic acid (hylan) or hyaluronates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K9/00—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof
    • C07K9/001—Peptides having up to 20 amino acids, containing saccharide radicals and having a fully defined sequence; Derivatives thereof the peptide sequence having less than 12 amino acids and not being part of a ring structure
    • 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
    • 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
    • C08B37/0081—Reaction with amino acids, peptides, or proteins

Abstract

The invention relates to a method for modifying and functionalizing saccharides, comprising the process steps: a) activating the carboxyl groups of the saccharides by a primarily reacting each of the carboxyl groups with a carbodiimide or a triazole as an activating reagent, and subsequently reacting with N-hydroxysuccinimide (NHS) or one of the derivatives thereof, b) reacting the activating carboxyl groups with primary amino groups of amine-functionalized, optically or biologically active molecules, forming an amide bond.
PCT/EP2010/061742 2009-08-13 2010-08-12 Method for modifying and functionalizing saccharides WO2011018496A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP10741975A EP2464669A2 (en) 2009-08-13 2010-08-12 Method for modifying and functionalizing saccharides

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102009028526A DE102009028526A1 (en) 2009-08-13 2009-08-13 Process for the modification and functionalization of saccharides
DE102009028526.1 2009-08-13

Publications (2)

Publication Number Publication Date
WO2011018496A2 WO2011018496A2 (en) 2011-02-17
WO2011018496A3 true WO2011018496A3 (en) 2011-05-19

Family

ID=43495136

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2010/061742 WO2011018496A2 (en) 2009-08-13 2010-08-12 Method for modifying and functionalizing saccharides

Country Status (3)

Country Link
EP (1) EP2464669A2 (en)
DE (1) DE102009028526A1 (en)
WO (1) WO2011018496A2 (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK2101821T3 (en) 2006-12-15 2014-10-06 Baxter Healthcare Sa Factor VIIA (poly) sialic acid conjugate with extended half-life in vivo
TWI537006B (en) 2009-07-27 2016-06-11 巴克斯歐塔公司 Blood coagulation protein conjugates
RU2533619C2 (en) 2009-07-27 2014-11-20 Лайпоксен Текнолоджиз Лимитед Glycopolysialylation of proteins, which are not blood clotting proteins
US8809501B2 (en) 2009-07-27 2014-08-19 Baxter International Inc. Nucleophilic catalysts for oxime linkage
PT2459224T (en) 2009-07-27 2016-09-05 Baxalta Inc Blood coagulation protein conjugates
US8642737B2 (en) 2010-07-26 2014-02-04 Baxter International Inc. Nucleophilic catalysts for oxime linkage
CA2822591C (en) 2010-12-22 2020-12-29 Baxter International Inc. Materials and methods for conjugating a water soluble fatty acid derivative to a protein

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008081463A2 (en) * 2007-01-04 2008-07-10 Hepacore Ltd. Water soluble reactive derivatives of carboxy polysaccharides and fibrinogen conjugates thereof
WO2009005258A2 (en) * 2007-06-29 2009-01-08 Mediplex Corp. Heparin conjugates and methods
EP2030624A1 (en) * 2007-08-28 2009-03-04 Johannes Gutenberg Universität Antioxidant and paramagnetic heparin-nitroxide derivatives

Family Cites Families (3)

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Publication number Priority date Publication date Assignee Title
US6174999B1 (en) * 1987-09-18 2001-01-16 Genzyme Corporation Water insoluble derivatives of polyanionic polysaccharides
EP1928918B1 (en) * 2005-09-27 2011-11-16 UNIVERSITE JOSEPH FOURIER - Grenoble 1 Hydrogel functionalized with a polymerizable moiety and their uses as biosensors or bioreactors
CN101367884A (en) * 2008-09-25 2009-02-18 复旦大学 Cysteamine modified sulfhydryl hyaluronic acid couplet, preparation and application thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008081463A2 (en) * 2007-01-04 2008-07-10 Hepacore Ltd. Water soluble reactive derivatives of carboxy polysaccharides and fibrinogen conjugates thereof
WO2009005258A2 (en) * 2007-06-29 2009-01-08 Mediplex Corp. Heparin conjugates and methods
EP2030624A1 (en) * 2007-08-28 2009-03-04 Johannes Gutenberg Universität Antioxidant and paramagnetic heparin-nitroxide derivatives

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
BULPITT P ET AL: "NEW STRATEGY FOR CHEMICAL MODIFICATION OF HYALURONIC ACID: PREPARATION OF FUNCTIONALIZED DERIVATIVES AND THEIR USE IN THE FORMATION OF NOVEL BIOCOMPATIBLE HYDROGELS", JOURNAL OF BIOMEDICAL MATERIALS RESEARCH, WILEY, NEW YORK, NY, US, vol. 47, no. 2, 1 January 1999 (1999-01-01), pages 152 - 169, XP000913609, ISSN: 0021-9304, DOI: DOI:10.1002/(SICI)1097-4636(199911)47:2<152::AID-JBM5>3.0.CO;2-I *
HERSEL U ET AL: "RGD modified polymers: biomaterials for stimulated cell adhesion and beyond", BIOMATERIALS, ELSEVIER SCIENCE PUBLISHERS BV., BARKING, GB, vol. 24, no. 24, 1 November 2003 (2003-11-01), pages 4385 - 4415, XP004446082, ISSN: 0142-9612, DOI: DOI:10.1016/S0142-9612(03)00343-0 *
LUO Y ET AL: "HYALURONIC ACID-N-HYDROXYSUCCINIMIDE: A USEFUL INTERMEDIATE FOR BIOCONJUGATION", BIOCONJUGATE CHEMISTRY, ACS, WASHINGTON, DC, US, vol. 12, 1 January 2001 (2001-01-01), pages 1085 - 1088, XP001222037, ISSN: 1043-1802, DOI: DOI:10.1021/BC015513P *

Also Published As

Publication number Publication date
WO2011018496A2 (en) 2011-02-17
DE102009028526A1 (en) 2011-02-24
EP2464669A2 (en) 2012-06-20

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