DE69217491T2 - Verfahren zur enzymatischen herstellung von alpha-sialylierten oligosaccharid-glykosiden - Google Patents

Verfahren zur enzymatischen herstellung von alpha-sialylierten oligosaccharid-glykosiden

Info

Publication number
DE69217491T2
DE69217491T2 DE69217491T DE69217491T DE69217491T2 DE 69217491 T2 DE69217491 T2 DE 69217491T2 DE 69217491 T DE69217491 T DE 69217491T DE 69217491 T DE69217491 T DE 69217491T DE 69217491 T2 DE69217491 T2 DE 69217491T2
Authority
DE
Germany
Prior art keywords
alpha
sialylated oligosaccharide
enzymatic production
employed
oligosaccharide glycosides
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.)
Expired - Fee Related
Application number
DE69217491T
Other languages
English (en)
Other versions
DE69217491D1 (de
Inventor
Andre Venot
Frank Unger
Mohammed Kashem
Paul Bird
M Mazid
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Glycomed Inc
Original Assignee
Glycomed Inc
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 Glycomed Inc filed Critical Glycomed Inc
Application granted granted Critical
Publication of DE69217491D1 publication Critical patent/DE69217491D1/de
Publication of DE69217491T2 publication Critical patent/DE69217491T2/de
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16—Purine radicals
    • C07H19/20—Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
    • C07H3/06—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/26—Preparation of nitrogen-containing carbohydrates
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
DE69217491T 1991-06-10 1992-06-09 Verfahren zur enzymatischen herstellung von alpha-sialylierten oligosaccharid-glykosiden Expired - Fee Related DE69217491T2 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US71416191A 1991-06-10 1991-06-10
US07/771,007 US5352670A (en) 1991-06-10 1991-10-02 Methods for the enzymatic synthesis of alpha-sialylated oligosaccharide glycosides
PCT/CA1992/000243 WO1992022661A1 (en) 1991-06-10 1992-06-09 Methods for the enzymatic synthesis of alpha-sialylated oligosaccharide glycosides

Publications (2)

Publication Number Publication Date
DE69217491D1 DE69217491D1 (de) 1997-03-27
DE69217491T2 true DE69217491T2 (de) 1997-10-02

Family

ID=27109106

Family Applications (1)

Application Number Title Priority Date Filing Date
DE69217491T Expired - Fee Related DE69217491T2 (de) 1991-06-10 1992-06-09 Verfahren zur enzymatischen herstellung von alpha-sialylierten oligosaccharid-glykosiden

Country Status (8)

Country Link
US (1) US5352670A (de)
EP (1) EP0589933B1 (de)
JP (1) JPH06509703A (de)
AT (1) ATE148920T1 (de)
CA (1) CA2110386C (de)
DE (1) DE69217491T2 (de)
ES (1) ES2100346T3 (de)
WO (1) WO1992022661A1 (de)

Families Citing this family (123)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5079353A (en) * 1987-12-02 1992-01-07 Chembiomed, Ltd. Sialic acid glycosides, antigens, immunoadsorbents, and methods for their preparation
EP0588848A1 (de) * 1991-06-10 1994-03-30 Glycomed Incorporated Modifizierte sialyl lewis a verbindungen
CA2110797C (en) * 1991-06-10 2001-02-20 Andre P. Venot Modified sialyl lewis x compounds
AU675209B2 (en) 1991-10-15 1997-01-30 Scripps Research Institute, The Production of fucosylated carbohydrates by enzymatic fucosylation synthesis of sugar nucleotides; and in situ regeneration of GDP-fucose
WO1994010340A1 (en) * 1992-10-30 1994-05-11 Mt. Sinai Hospital Corporation Method for measuring glycosyltransferase activity
US6406894B1 (en) 1992-12-11 2002-06-18 Glycorex Ab Process for preparing polyvalent and physiologically degradable carbohydrate-containing polymers by enzymatic glycosylation reactions and the use thereof for preparing carbohydrate building blocks
US5811404A (en) * 1993-05-14 1998-09-22 Cytel Corporation Sialyl Lex analogues as inhibitors of cellular adhesion
PL176272B1 (pl) * 1993-05-14 1999-05-31 Cytel Corp Analogi sialilowe Le jako inhibitory adhezji komórkowej
US5854218A (en) * 1993-05-14 1998-12-29 Cytel Corporation Sialyl Lex analogues as inhibitors of cellular adhesion
US5559103A (en) * 1993-07-21 1996-09-24 Cytel Corporation Bivalent sialyl X saccharides
DE4431280A1 (de) 1994-09-02 1996-03-07 Hoechst Ag Verfahren zur Isolierung und Reinigung von nukleotidaktivierten Zuckern aus biologischen Quellen
US5545553A (en) * 1994-09-26 1996-08-13 The Rockefeller University Glycosyltransferases for biosynthesis of oligosaccharides, and genes encoding them
US6030815A (en) * 1995-04-11 2000-02-29 Neose Technologies, Inc. Enzymatic synthesis of oligosaccharides
US5922577A (en) * 1995-04-11 1999-07-13 Cytel Corporation Enzymatic synthesis of glycosidic linkages
US5728554A (en) * 1995-04-11 1998-03-17 Cytel Corporation Enzymatic synthesis of glycosidic linkages
US5876980A (en) * 1995-04-11 1999-03-02 Cytel Corporation Enzymatic synthesis of oligosaccharides
CZ89098A3 (cs) * 1995-09-29 1998-09-16 Glycim Oy Syntetické polylaktosaminy obsahující až multivalentní sLEX a metody pro jejich použití
AUPN658795A0 (en) * 1995-11-15 1995-12-07 Commonwealth Scientific And Industrial Research Organisation Method of producing alpha 2, 3 sialyltransferase
US6841543B1 (en) 1996-01-31 2005-01-11 President And Fellows Of Harvard College Methods of inhibiting production of T helper type 2 cytokines in human immune cells
US6033663A (en) * 1996-04-10 2000-03-07 Neose Technologies, Inc. Nucleic acids encoding GDP-Fucose pyrophosphorylase
JP2001502005A (ja) 1996-10-10 2001-02-13 サイテル コーポレイション 限外濾過、逆浸透及びナノ濾過を利用する炭水化物の精製
DK1015622T3 (da) * 1997-01-16 2004-08-02 Neose Technologies Inc Praktisk sialylering in vitro af rekombinante glycoproteiner
WO1999012944A2 (en) 1997-09-05 1999-03-18 Glycim Oy SYNTHETIC DIVALENT sLex CONTAINING POLYLACTOSAMINES AND METHODS FOR USE
EP1903114A3 (de) 1997-12-01 2008-07-23 Neose Technologies, Inc. Enzymatische Synthese von Gangliosiden
US7244601B2 (en) * 1997-12-15 2007-07-17 National Research Council Of Canada Fusion proteins for use in enzymatic synthesis of oligosaccharides
US6500661B1 (en) 1998-01-15 2002-12-31 Neose Technologies, Inc. Enzymatic conversion of GDP-mannose to GDP-fucose
US6689604B1 (en) 1998-03-20 2004-02-10 National Research Council Of Canada Lipopolysaccharide α-2,3 sialyltransferase of Campylobacter jejuni and its uses
US6194178B1 (en) 1998-09-03 2001-02-27 Synsorb Biotech Inc. Method for the production of sialylated oligosaccharides
US6503744B1 (en) 1999-02-01 2003-01-07 National Research Council Of Canada Campylobacter glycosyltransferases for biosynthesis of gangliosides and ganglioside mimics
US6699705B2 (en) * 1999-02-01 2004-03-02 National Research Council Of Canada Campylobacter glycosyltransferases for biosynthesis of gangliosides and ganglioside mimics
US20030170828A1 (en) * 2000-08-22 2003-09-11 Wei Zou Synthesis of complex carbohydrates
CA2456725A1 (en) 2001-08-17 2003-02-27 Neose Technologies, Inc. Chemo-enzymatic synthesis of sialylated oligosaccharides
US7125843B2 (en) * 2001-10-19 2006-10-24 Neose Technologies, Inc. Glycoconjugates including more than one peptide
US7696163B2 (en) 2001-10-10 2010-04-13 Novo Nordisk A/S Erythropoietin: remodeling and glycoconjugation of erythropoietin
EP2322229B1 (de) 2001-10-10 2016-12-21 Novo Nordisk A/S Neumodulierung und Glykokonjugation von Faktor IX
US7157277B2 (en) * 2001-11-28 2007-01-02 Neose Technologies, Inc. Factor VIII remodeling and glycoconjugation of Factor VIII
US7173003B2 (en) 2001-10-10 2007-02-06 Neose Technologies, Inc. Granulocyte colony stimulating factor: remodeling and glycoconjugation of G-CSF
US7265084B2 (en) * 2001-10-10 2007-09-04 Neose Technologies, Inc. Glycopegylation methods and proteins/peptides produced by the methods
US7265085B2 (en) * 2001-10-10 2007-09-04 Neose Technologies, Inc. Glycoconjugation methods and proteins/peptides produced by the methods
US7179617B2 (en) 2001-10-10 2007-02-20 Neose Technologies, Inc. Factor IX: remolding and glycoconjugation of Factor IX
US8008252B2 (en) * 2001-10-10 2011-08-30 Novo Nordisk A/S Factor VII: remodeling and glycoconjugation of Factor VII
US7399613B2 (en) * 2001-10-10 2008-07-15 Neose Technologies, Inc. Sialic acid nucleotide sugars
US7214660B2 (en) * 2001-10-10 2007-05-08 Neose Technologies, Inc. Erythropoietin: remodeling and glycoconjugation of erythropoietin
US7226903B2 (en) * 2001-10-10 2007-06-05 Neose Technologies, Inc. Interferon beta: remodeling and glycoconjugation of interferon beta
US7297511B2 (en) * 2001-10-10 2007-11-20 Neose Technologies, Inc. Interferon alpha: remodeling and glycoconjugation of interferon alpha
US7795210B2 (en) 2001-10-10 2010-09-14 Novo Nordisk A/S Protein remodeling methods and proteins/peptides produced by the methods
US7439043B2 (en) * 2001-10-10 2008-10-21 Neose Technologies, Inc. Galactosyl nucleotide sugars
DK1578771T3 (da) * 2001-10-10 2013-06-10 Novo Nordisk As Remodellering og glycokonjugering af peptider
US7473680B2 (en) * 2001-11-28 2009-01-06 Neose Technologies, Inc. Remodeling and glycoconjugation of peptides
WO2003077865A2 (en) * 2002-03-15 2003-09-25 Baxter International Inc. Methods and compositions for directing cells to target organs
EP1534725A2 (de) 2002-05-16 2005-06-01 Glycomimetics, Inc. Verbindungen und verfahren zur inhibierung von selectinvermittelten funktion
MXPA04012496A (es) 2002-06-21 2005-09-12 Novo Nordisk Healthcare Ag Glicoformos del factor vii pegilados.
US20040096396A1 (en) * 2002-07-03 2004-05-20 Glycomimetics, Inc. Compositions and methods for diagnosis and therapy of medical conditions involving angiogenesis
MXPA05003843A (es) * 2002-10-10 2006-02-17 Us Dept Veterans Affairs Deteccion, localizacion y determicnacion de fases de tumores usando linfocitos activados rotulados dirigidos a un epitope especifico.
ES2648046T3 (es) 2002-11-12 2017-12-28 The Brigham And Women's Hospital, Inc. Vacuna de polisacárido para infecciones estafilocócicas
NZ567841A (en) 2003-03-06 2010-01-29 Seneb Biosciences Inc Methods and compositions for the enzymatic synthesis of gangliosides
NZ542094A (en) 2003-03-14 2008-12-24 Neose Technologies Inc Branched polymer conjugates comprising a peptide and water-soluble polymer chains
WO2007022512A2 (en) * 2005-08-19 2007-02-22 Neose Technologies, Inc. Glycopegylated factor vii and factor viia
SG155777A1 (en) 2003-04-09 2009-10-29 Neose Technologies Inc Glycopegylation methods and proteins/peptides produced by the methods
WO2006127896A2 (en) * 2005-05-25 2006-11-30 Neose Technologies, Inc. Glycopegylated factor ix
US7691603B2 (en) * 2003-04-09 2010-04-06 Novo Nordisk A/S Intracellular formation of peptide conjugates
US8791070B2 (en) 2003-04-09 2014-07-29 Novo Nordisk A/S Glycopegylated factor IX
US20040219158A1 (en) * 2003-05-02 2004-11-04 Glycomimetics, Inc. Compositions and methods for diagnosis and therapy of medical conditions involving infection with pseudomonas bacteria
EP1624847B1 (de) 2003-05-09 2012-01-04 BioGeneriX AG Zusammensetzungen und Verfahren zur Herstellung von Glykosylierungsmutanten des menschlichen Wachstumshormons
WO2005012484A2 (en) 2003-07-25 2005-02-10 Neose Technologies, Inc. Antibody-toxin conjugates
WO2005016949A2 (en) * 2003-08-12 2005-02-24 Lipoxen Technologies Limited Sialic acid derivatives
US7361644B2 (en) * 2003-11-19 2008-04-22 Glycomimetics, Inc. Specific antagonist for both E- and P-selectins
US20050187171A1 (en) * 2003-11-19 2005-08-25 Glycomimetics, Inc. Glycomimetic antagonists for both E-and P-selectins
US20080305992A1 (en) 2003-11-24 2008-12-11 Neose Technologies, Inc. Glycopegylated erythropoietin
US8633157B2 (en) 2003-11-24 2014-01-21 Novo Nordisk A/S Glycopegylated erythropoietin
US7842661B2 (en) 2003-11-24 2010-11-30 Novo Nordisk A/S Glycopegylated erythropoietin formulations
US7405198B2 (en) * 2003-11-24 2008-07-29 Neose Technologies, Inc. Glycopegylated erythropoietin
US20080318850A1 (en) * 2003-12-03 2008-12-25 Neose Technologies, Inc. Glycopegylated Factor Ix
US7956032B2 (en) * 2003-12-03 2011-06-07 Novo Nordisk A/S Glycopegylated granulocyte colony stimulating factor
US20060040856A1 (en) * 2003-12-03 2006-02-23 Neose Technologies, Inc. Glycopegylated factor IX
EP1765853B1 (de) 2004-01-08 2015-10-28 ratiopharm GmbH O-Glykosylierung von G-CSF Peptiden
NZ548893A (en) 2004-02-04 2009-09-25 Biogernerix Ag Methods of refolding mammalian glycosyltransferases
RU2006138181A (ru) * 2004-05-04 2008-06-10 Ново Нордиск Хелс Кеа Аг (Ch) О-связанные гликоформы полипептидов и способ их изготовления
WO2006010143A2 (en) 2004-07-13 2006-01-26 Neose Technologies, Inc. Branched peg remodeling and glycosylation of glucagon-like peptide-1 [glp-1]
WO2006031811A2 (en) 2004-09-10 2006-03-23 Neose Technologies, Inc. Glycopegylated interferon alpha
US20080108557A1 (en) * 2004-09-29 2008-05-08 Novo Nordisk Healthcare A/G Modified Proteins
EP3061461A1 (de) 2004-10-29 2016-08-31 ratiopharm GmbH Remodellierung und glykopegylierung von fibroblasten-wachstumsfaktor (fgf)
ES2449195T3 (es) 2005-01-10 2014-03-18 Ratiopharm Gmbh Factor estimulante de colonias de granulocitos glicopegilado
WO2006105426A2 (en) * 2005-03-30 2006-10-05 Neose Technologies, Inc. Manufacturing process for the production of peptides grown in insect cell lines
WO2006121569A2 (en) * 2005-04-08 2006-11-16 Neose Technologies, Inc. Compositions and methods for the preparation of protease resistant human growth hormone glycosylation mutants
US20090036386A1 (en) * 2005-05-25 2009-02-05 Glycomimetics, Inc Heterobifunctional compounds for selectin inhibition
ATE528311T1 (de) * 2005-08-09 2011-10-15 Glycomimetics Inc Glycomimetische inhibitoren des pa-il-lectins, pa-iil-lectins oder beider lectine aus pseudomonas
US20070105755A1 (en) 2005-10-26 2007-05-10 Neose Technologies, Inc. One pot desialylation and glycopegylation of therapeutic peptides
DK2264043T3 (da) * 2005-09-02 2018-01-29 Glycomimetics Inc Heterobifunktionelle pan-selektin-inhibitorer
WO2007056191A2 (en) * 2005-11-03 2007-05-18 Neose Technologies, Inc. Nucleotide sugar purification using membranes
WO2007143052A1 (en) * 2006-06-01 2007-12-13 Glycomimetics, Inc. Galactosides and thiodigalactosides as inhibitors of pa-il lectin from pseudomonas
US20080274958A1 (en) * 2006-07-21 2008-11-06 Neose Technologies, Inc. Glycosylation of peptides via o-linked glycosylation sequences
US8969532B2 (en) 2006-10-03 2015-03-03 Novo Nordisk A/S Methods for the purification of polypeptide conjugates comprising polyalkylene oxide using hydrophobic interaction chromatography
MX2009003470A (es) 2006-10-04 2009-04-14 Novo Nordisk As Azucares y glicopeptidos pegilados enlazados a glicerol.
WO2008060378A2 (en) 2006-10-12 2008-05-22 Glycomimetics, Inc. Glycomimetic replacements for hexoses and n-acetyl hexosamines
WO2008073620A2 (en) * 2006-11-02 2008-06-19 Neose Technologies, Inc. Manufacturing process for the production of polypeptides expressed in insect cell-lines
JP5511390B2 (ja) * 2007-02-09 2014-06-04 グリコミメティクス， インコーポレイテッド ヘキソースおよびｎ−アセチルヘキソサミンの置換体を有する糖模倣体の使用方法
NZ580030A (en) 2007-04-03 2012-06-29 Biogenerix Ag Methods of treatment using glycopegylated g-csf
US20090053167A1 (en) * 2007-05-14 2009-02-26 Neose Technologies, Inc. C-, S- and N-glycosylation of peptides
WO2008154639A2 (en) 2007-06-12 2008-12-18 Neose Technologies, Inc. Improved process for the production of nucleotide sugars
US8039442B2 (en) 2007-07-18 2011-10-18 Glycomimetics, Inc. Compounds and methods for treatment of sickle cell disease or complications associated therewith
US8207112B2 (en) 2007-08-29 2012-06-26 Biogenerix Ag Liquid formulation of G-CSF conjugate
KR101582841B1 (ko) 2008-02-27 2016-01-11 노보 노르디스크 에이/에스 콘쥬게이트된 인자 ｖｉｉｉ 분자
US8895510B2 (en) 2008-04-08 2014-11-25 Glycomimetics, Inc. Pan-selectin inhibitor with enhanced pharmacokinetic activity
WO2009155108A1 (en) 2008-05-30 2009-12-23 Momenta Pharmaceuticals, Inc. Saccharide structures and methods of making and using such structures
AU2009257536B2 (en) * 2008-06-13 2015-07-02 Glycomimetics, Inc. Treatment of cancers of the blood using selected glycomimetic compounds
BRPI0916365A2 (pt) 2008-07-21 2018-05-02 Brigham & Womens Hospital Inc métodos e composições relacionados aos oligossacarídeos de glicosina beta-1,6 sintéticos
WO2010126888A1 (en) * 2009-05-01 2010-11-04 Glycomimetics, Inc. Heterobifunctional inhibitors of e-selectins and cxcr4 chemokine receptors
US8921328B2 (en) 2010-09-14 2014-12-30 Glycomimetics, Inc. E-selectin antagonists
SI2794626T1 (en) 2011-12-22 2018-02-28 Glycomimetics, Inc. E-SELECTINE ANTAGONIST COMPOUNDS
EP2698636A1 (de) * 2012-08-13 2014-02-19 Fundació Institut d'Investigació Biomèdica de Bellvitge Verfahren und Reagenzien zur Vorbeugung und/oder Behandlung von Transplantatabstoßung
AU2013355238B2 (en) 2012-12-07 2017-12-14 Glycomimetics, Inc. Compounds, compositions and methods using E-selectin antagonists for mobilization of hematopoietic cells
AU2015355136B2 (en) 2014-12-03 2020-06-25 Glycomimetics, Inc. Heterobifunctional inhibitors of E-selectins and CXCR4 chemokine receptors
US11045485B2 (en) 2016-01-22 2021-06-29 Glycomimetics, Inc. Glycomimetic inhibitors of PA-IL and PA-IIL lectins
US11291678B2 (en) 2016-03-02 2022-04-05 Glycomimetics, Inc Methods for the treatment and/or prevention of cardiovascular disease by inhibition of E-selectin
EP3497131B1 (de) 2016-08-08 2022-03-09 GlycoMimetics, Inc. Kombination von t-zell-checkpoint-inhibitoren mit e-selectin- oder cxcr4-inhibitoren oder mit heterobifunktionellen e-selectin- wie auch cxcr4-inhibitoren
BR112019006642A2 (pt) 2016-10-07 2019-07-02 Glycomimetics Inc antagonistas multiméricos de e-selectina altamente potentes
JP7272956B2 (ja) 2017-03-15 2023-05-12 グリコミメティクス， インコーポレイテッド Ｅ－セレクチンアンタゴニストとしてのガラクトピラノシル－シクロヘキシル誘導体
WO2019108750A1 (en) 2017-11-30 2019-06-06 Glycomimetics, Inc. Methods of mobilizing marrow infiltrating lymphocytes and uses thereof
WO2019133878A1 (en) 2017-12-29 2019-07-04 Glycomimetics, Inc. Heterobifunctional inhibitors of e-selectin and galectin-3
BR112020018184A2 (pt) 2018-03-05 2021-02-02 Glycomimetics, Inc. usos de compostos
US11845771B2 (en) 2018-12-27 2023-12-19 Glycomimetics, Inc. Heterobifunctional inhibitors of E-selectin and galectin-3
CN115343485B (zh) * 2022-10-18 2023-01-06 天津德祥生物技术股份有限公司 血型抗原三糖偶联物在血型抗体检测中的应用

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1544908A (en) * 1975-07-08 1979-04-25 Chembiomed Ltd Artificial oligosaccharide antigenic determinants
GB1603609A (en) * 1977-04-14 1981-11-25 Chembiomed Ltd O-protected 2-azido-2-deoxy-glycosyl nitrates
US4727136A (en) * 1985-10-01 1988-02-23 Canadian Patents And Development Ltd. Modified meningococcal group B polysaccharide for conjugate vaccine
US5079353A (en) * 1987-12-02 1992-01-07 Chembiomed, Ltd. Sialic acid glycosides, antigens, immunoadsorbents, and methods for their preparation
US5032505A (en) * 1988-11-21 1991-07-16 Chembiomed, Ltd. Inhibitors for glycosaminosyl transferase V
US5047335A (en) * 1988-12-21 1991-09-10 The Regents Of The University Of Calif. Process for controlling intracellular glycosylation of proteins
US5070021A (en) * 1989-01-10 1991-12-03 Monsanto Company Method of modifying oligosaccharide structure of tissue plasminogen activator
US5059535A (en) * 1989-04-12 1991-10-22 Chembiomed, Ltd. Process for the separation and purification of sialyl transferases
EP0395217A3 (de) * 1989-04-28 1991-01-23 The Biomembrane Institute Bio-organische Synthese von dimerem LeX (difucosyl y2; III3FucV3FucnLc6Cer) und Analogen hiervon

Also Published As

Publication number Publication date
WO1992022661A1 (en) 1992-12-23
EP0589933B1 (de) 1997-02-12
CA2110386A1 (en) 1992-12-23
US5352670A (en) 1994-10-04
ATE148920T1 (de) 1997-02-15
JPH06509703A (ja) 1994-11-02
CA2110386C (en) 2000-04-25
ES2100346T3 (es) 1997-06-16
DE69217491D1 (de) 1997-03-27
EP0589933A1 (de) 1994-04-06

Similar Documents

Publication Publication Date Title
ATE148920T1 (de) Verfahren zur enzymatischen herstellung von alpha-sialylierten oligosaccharid-glykosiden
Spiro et al. Studies on the Biosynthesis of the Hydroxylysine-linked Disaccharide Unit of Basement Membranes and Collagens: II. KIDNEY GALACTOSYLTRANSFERASE
WO1991005754A3 (fr) Derives des alcools gras a longue chaine, leurs applications, notamment en tant que molecules cytotrophiques et cytoprotectrices, et compositions pharmaceutiques les contenant
DE69431839D1 (de) Methode zur synthese von amino-deoxy-disacchariden und amino-deoxy-oligosacchariden
DE69116305D1 (de) Verfahren zur Herstellung von Trehalulose und Isomaltulose
Kurosawa et al. α-L-Rhamnosidases of the liver of Turbo cornutus and Aspergillus niger
ATE103987T1 (de) Verfahren zur herstellung eines glucose-, fructose- und saccharosearmen inulooligosaccharid-produktes.
ATE120756T1 (de) Glykosidester und verfahren zur enzymatischen herstellung.
ATE174925T1 (de) Herstellung von fucosylierten kohlenhydraten durch enzymatische fucosylierungs-synthese der zuckernukleotide; und in situ regeneration von gdp-fucose
DE3684434D1 (de) Verfahren zur herstellung von 2-keto-d-glukarsaeure.
DE60031154D1 (de) Verfahren zur herstellung von clarithromycin
Campbell Jr Crystallization of alpha-amylase from a thermophilic bacterium
DE68914236D1 (de) Verfahren zur Herstellung von Natriumhyaluronat durch Gärung.
DE3882932T2 (de) Verfahren zur Herstellung von Polysacchariden.
Iwamori et al. Arthrobacter ureafaciens sialidase isoenzymes, L, M1 and M2, cleave fucosyl GM1
WO2000014264A8 (en) Method for the production of sialylated oligosaccharides
GB1385095A (en) Dental plaque reducing enzymes and their preparation
BR9711104B1 (pt) processo para preparar uma composição polidispersada de sacarìdeos, composição polidispersada de sacarìdeos e produto compreendendo uma composição polidispersada de sacarìdeos.
DE69216631D1 (de) Verfahren zur enzymatischen Herstellung von Alpha-Glykosiden und deren Estern
ATE86305T1 (de) Enzymatisches verfahren zur herstellung von epoxyverbindungen.
JPH05506780A (ja) 植物特異的な共生シグナルとして作用し得るリポ―オリゴサッカライド構造を有する物質、それらの製造方法及び適用
GB1221235A (en) A process for the production of uricase
DE69427232D1 (de) Verfahren zur herstellung von disacchariden und sacchariden
DE3163814D1 (en) Homocitric acid oligoriboside derivatives, process for their manufacture and their use as preventives of dental caries
HUP9903899A2 (hu) Eljárás L-aminosavak fermentációs előállítására

Legal Events

Date Code Title Description
8364 No opposition during term of opposition
8339 Ceased/non-payment of the annual fee