WO2009102820A3 - Modified sugar substrates and methods of use - Google Patents

Modified sugar substrates and methods of use Download PDF

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Publication number
WO2009102820A3
WO2009102820A3 PCT/US2009/033842 US2009033842W WO2009102820A3 WO 2009102820 A3 WO2009102820 A3 WO 2009102820A3 US 2009033842 W US2009033842 W US 2009033842W WO 2009102820 A3 WO2009102820 A3 WO 2009102820A3
Authority
WO
WIPO (PCT)
Prior art keywords
methods
modified sugar
sugar substrates
sugars
substrates
Prior art date
Application number
PCT/US2009/033842
Other languages
French (fr)
Other versions
WO2009102820A2 (en
Inventor
Pradman K. Qasba
Maria R. Manzoni
Original Assignee
Government Of The U.S A., As Represented By The Secretary, Department Of Health And Human Services
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 Government Of The U.S A., As Represented By The Secretary, Department Of Health And Human Services filed Critical Government Of The U.S A., As Represented By The Secretary, Department Of Health And Human Services
Publication of WO2009102820A2 publication Critical patent/WO2009102820A2/en
Publication of WO2009102820A3 publication Critical patent/WO2009102820A3/en

Links

Classifications

    • 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
    • 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
    • C12P19/28—N-glycosides
    • C12P19/30—Nucleotides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Zoology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

The invention relates generally to functionalized sugars and methods of making and using such sugars. The novel sugars described herein are used as substrates to make glyco conjugates with therapeutic and diagnostic applications.
PCT/US2009/033842 2008-02-11 2009-02-11 Modified sugar substrates and methods of use WO2009102820A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US2778208P 2008-02-11 2008-02-11
US61/027,782 2008-02-11

Publications (2)

Publication Number Publication Date
WO2009102820A2 WO2009102820A2 (en) 2009-08-20
WO2009102820A3 true WO2009102820A3 (en) 2009-10-22

Family

ID=40957483

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2009/033842 WO2009102820A2 (en) 2008-02-11 2009-02-11 Modified sugar substrates and methods of use

Country Status (1)

Country Link
WO (1) WO2009102820A2 (en)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HUE038285T2 (en) 2012-10-23 2018-10-29 Synaffix Bv Modified antibody, antibody-conjugate and process for the preparation thereof
SI2991683T1 (en) 2013-05-02 2020-01-31 Glykos Finland Oy Conjugates of a glycoprotein or a glycan with a toxic payload
EP3058083B1 (en) 2013-10-14 2018-04-11 SynAffix B.V. Modified glycoprotein, protein-conjugate and process for the preparation thereof
CN105829543B (en) 2013-10-14 2021-06-01 西纳福克斯股份有限公司 Glycosylated antibodies, antibody-conjugates and methods of making the same
CN105814213B (en) 2013-10-14 2021-05-04 西纳福克斯股份有限公司 Modified glycoproteins, protein-conjugates and methods of making the same
EP3057618B1 (en) 2013-10-14 2022-12-14 SynAffix B.V. Glycoengineered antibody, antibody-conjugate and methods for their preparation
EP3925951A1 (en) 2014-01-24 2021-12-22 SynAffix B.V. Process for the cycloaddition of a(hetero)aryl 1,3-dipole compound with a (hetero)cycloalkyne
SI3116887T1 (en) 2014-03-13 2021-06-30 Universitaet Basel Carbohydrate ligands that bind to igm antibodies against myelin-associated glycoprotein
CN108026134A (en) 2015-09-16 2018-05-11 巴塞尔大学 With reference to the carbohydrate ligand of anti-glycosphingolipid glycoprotein epitope antibodies
WO2017137457A1 (en) 2016-02-08 2017-08-17 Synaffix B.V. Antibody-conjugates with improved therapeutic index for targeting cd30 tumours and method for improving therapeutic index of antibody-conjugates
EP3413916A1 (en) 2016-02-08 2018-12-19 Synaffix B.V. Antibody-conjugates with improved therapeutic index for targeting cd30 tumours and method for improving therapeutic index of antibody-conjugates
US10738284B2 (en) * 2017-06-05 2020-08-11 Regeneron Pharmaceuticals, Inc. B4GALT1 cDNA variants and compositions comprising the same
WO2020094670A1 (en) 2018-11-05 2020-05-14 Synaffix B.V. Antibody-conjugates for targeting of tumours expressing trop-2
CN115884793A (en) 2020-01-09 2023-03-31 梅尔莎纳医疗公司 Site-specific antibody-drug conjugates with peptide-containing linkers
AU2022205057A1 (en) 2021-01-04 2023-07-13 Mersana Therapeutics, Inc. B7h4-targeted antibody-drug conjugates and methods of use thereof
GB202116442D0 (en) 2021-11-15 2021-12-29 Actome Gmbh High-efficacy labeling of antibodies with oligonucleotide labels
WO2023161296A1 (en) 2022-02-22 2023-08-31 Adc Therapeutics Sa Conjugation method involving a transglutaminase at the fc region comprising a trimmed n-glycan
WO2023180484A1 (en) 2022-03-23 2023-09-28 Synaffix B.V. Antibody-conjugates for targeting of tumours expressing ptk7
WO2023180485A1 (en) 2022-03-23 2023-09-28 Synaffix B.V. Antibody-conjugates for targeting of tumours expressing trop-2
WO2023180489A1 (en) 2022-03-23 2023-09-28 Synaffix B.V. Antibody-conjugates for targeting of tumours expressing carcinoembyronic antigen
WO2023180490A1 (en) 2022-03-23 2023-09-28 Synaffix B.V. Antibody-conjugates for targeting of tumours expressing nectin-4
WO2024038065A1 (en) 2022-08-15 2024-02-22 Synaffix B.V. Anthracyclins and conjugates thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005051429A2 (en) * 2003-11-19 2005-06-09 Government Of The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services Targeted conjugates with a modified saccharide linker
WO2007120638A2 (en) * 2006-04-12 2007-10-25 President And Fellows Of Harvard College Methods and compositions for modulating glycosylation
WO2008143944A2 (en) * 2007-05-14 2008-11-27 Government Of The Usa, As Represented By The Secretary, Department Of Health And Human Services Methods of glycosylation and bioconjugation
WO2009025646A1 (en) * 2007-08-22 2009-02-26 Government Of The U.S.A, As Represented By The Secretary, Department Of Health & Human Services Alpha 1-3 n-galactosyltransferase with altered donor specificities

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005051429A2 (en) * 2003-11-19 2005-06-09 Government Of The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services Targeted conjugates with a modified saccharide linker
WO2007120638A2 (en) * 2006-04-12 2007-10-25 President And Fellows Of Harvard College Methods and compositions for modulating glycosylation
WO2008143944A2 (en) * 2007-05-14 2008-11-27 Government Of The Usa, As Represented By The Secretary, Department Of Health And Human Services Methods of glycosylation and bioconjugation
WO2009025646A1 (en) * 2007-08-22 2009-02-26 Government Of The U.S.A, As Represented By The Secretary, Department Of Health & Human Services Alpha 1-3 n-galactosyltransferase with altered donor specificities

Non-Patent Citations (9)

* Cited by examiner, † Cited by third party
Title
BOEGGEMAN ELIZABETH ET AL: "Direct identification of nonreducing GlcNAc residues on N-glycans of glycoproteins using a novel chemoenzymatic method", BIOCONJUGATE CHEMISTRY, ACS, WASHINGTON, DC, US, vol. 18, no. 3, 1 May 2007 (2007-05-01), pages 806 - 814, XP002474455, ISSN: 1043-1802 *
BOIX ESTER ET AL: "Structural basis of ordered binding of donor and acceptor substrates to the retaining glycosyltransferase, alpha-1,3-Galactosyltransferase", JOURNAL OF BIOLOGICAL CHEMISTRY, AMERICAN SOCIETY OF BIOLOCHEMICAL BIOLOGISTS, BIRMINGHAM, US, vol. 277, no. 31, 2 August 2002 (2002-08-02), pages 28310 - 28318, XP002491823, ISSN: 0021-9258, [retrieved on 20020514] *
HANG HOWARD C ET AL: "Probing glycosyltransferase activities with the Staudinger ligation", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC. US, vol. 126, no. 1, 14 January 2004 (2004-01-14), pages 6 - 7, XP002491764, ISSN: 0002-7863, [retrieved on 20031210] *
KHIDEKEL N ET AL: "A CHEMOENZYMATIC APPROACH TOWARD THE RAPID AND SENSITIVE DETECTION OF O-GLCNAC POSTTRANSLATIONAL MODIFICATIONS", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC. US, vol. 125, no. 52, 31 December 2003 (2003-12-31), pages 16162/16163, XP008055588, ISSN: 0002-7863 *
LAZAREVIC D ET AL: "Syntheses of unnatural N-substituted UDP-galactosamines as alternative substrates for N-acetylgalactosaminyl transferases", CARBOHYDRATE RESEARCH, ELSEVIER SCIENTIFIC PUBLISHING COMPANY. AMSTERDAM, NL, vol. 337, no. 21-23, 19 November 2002 (2002-11-19), pages 2187 - 2194, XP004392212, ISSN: 0008-6215 *
QASBA P K ET AL: "Substrate-induced conformational changes in glycosyltransferases", TRENDS IN BIOCHEMICAL SCIENCES, ELSEVIER, HAYWARDS, GB, vol. 30, no. 1, 1 January 2005 (2005-01-01), pages 53 - 62, XP004710941, ISSN: 0968-0004 *
QASBA P K: "Involvement of sugars in protein-protein interactions", CARBOHYDRATE POLYMERS, APPLIED SCIENCE PUBLISHERS, LTD. BARKING, GB, vol. 41, no. 3, 1 March 2000 (2000-03-01), pages 293 - 309, XP004244362, ISSN: 0144-8617 *
QASBA PRADMAN K ET AL: "Mutant glycosyltransferases assist in the development of a targeted drug delivery system and contrast agents for MRI", AAPS JOURNAL, AMERICAN ASSOCIATION OF PHARMACEUTICAL SCIENTISTS, US, vol. 8, no. 1, 1 January 2006 (2006-01-01), pages E190 - E195, XP002491763, ISSN: 1550-7416, [retrieved on 20060324] *
TANIGUCHI N ET AL: "UDP N ACETYL GALACTOSAMINE GLOBOSIDE ALPHA-3-N ACETYL GALACTOSAMINYL TRANSFERASE EC-2.4.1.88 PURIFICATION CHARACTERIZATION AND SOME PROPERTIES", JOURNAL OF BIOLOGICAL CHEMISTRY, AMERICAN SOCIETY OF BIOLOCHEMICAL BIOLOGISTS, BIRMINGHAM, US, vol. 257, no. 18, 1 January 1982 (1982-01-01), pages 10631 - 10637, XP002491762, ISSN: 0021-9258 *

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Publication number Publication date
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