US20120196310A1 - A-fucosylation detection in antibodies - Google Patents

A-fucosylation detection in antibodies Download PDF

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Publication number
US20120196310A1
US20120196310A1 US13/499,887 US201013499887A US2012196310A1 US 20120196310 A1 US20120196310 A1 US 20120196310A1 US 201013499887 A US201013499887 A US 201013499887A US 2012196310 A1 US2012196310 A1 US 2012196310A1
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United States
Prior art keywords
antibody
fragment
endo
residues
analysis
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Abandoned
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US13/499,887
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English (en)
Inventor
Christiane Jaeger
Hans Koll
Peter Sondermann
Pablo Umana
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Roche Glycart AG
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Roche Glycart AG
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Assigned to ROCHE GLYCART AG reassignment ROCHE GLYCART AG ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: JAEGER, CHRISTIANE, KOLL, HANS, SONDERMANN, PETER, UMANA, PABLO
Publication of US20120196310A1 publication Critical patent/US20120196310A1/en
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    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/5308—Immunoassay; Biospecific binding assay; Materials therefor for analytes not provided for elsewhere, e.g. nucleic acids, uric acid, worms, mites
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/68—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6854—Immunoglobulins
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K16/00—Immunoglobulins [IGs], e.g. monoclonal or polyclonal antibodies
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
    • C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/34—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
    • C12Q1/37—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase involving peptidase or proteinase
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
    • C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/34—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
    • C12Q1/40—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase involving amylase
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y302/00—Hydrolases acting on glycosyl compounds, i.e. glycosylases (3.2)
    • C12Y302/01—Glycosidases, i.e. enzymes hydrolysing O- and S-glycosyl compounds (3.2.1)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y302/00—Hydrolases acting on glycosyl compounds, i.e. glycosylases (3.2)
    • C12Y302/01—Glycosidases, i.e. enzymes hydrolysing O- and S-glycosyl compounds (3.2.1)
    • C12Y302/01096—Mannosyl-glycoprotein endo-beta-N-acetylglucosaminidase (3.2.1.96)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y304/00—Hydrolases acting on peptide bonds, i.e. peptidases (3.4)
    • C12Y304/17—Metallocarboxypeptidases (3.4.17)
    • C12Y304/17002—Carboxypeptidase B (3.4.17.2)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y304/00—Hydrolases acting on peptide bonds, i.e. peptidases (3.4)
    • C12Y304/21—Serine endopeptidases (3.4.21)
    • C12Y304/21007—Plasmin (3.4.21.7), i.e. fibrinolysin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K2317/00—Immunoglobulins specific features
    • C07K2317/40—Immunoglobulins specific features characterized by post-translational modification
    • C07K2317/41—Glycosylation, sialylation, or fucosylation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K2317/00—Immunoglobulins specific features
    • C07K2317/50—Immunoglobulins specific features characterized by immunoglobulin fragments
    • C07K2317/52—Constant or Fc region; Isotype
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/90—Enzymes; Proenzymes
    • G01N2333/914—Hydrolases (3)
    • G01N2333/924—Hydrolases (3) acting on glycosyl compounds (3.2)
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/90—Enzymes; Proenzymes
    • G01N2333/914—Hydrolases (3)
    • G01N2333/948—Hydrolases (3) acting on peptide bonds (3.4)
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/90—Enzymes; Proenzymes
    • G01N2333/914—Hydrolases (3)
    • G01N2333/948—Hydrolases (3) acting on peptide bonds (3.4)
    • G01N2333/968—Plasmin, i.e. fibrinolysin
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2400/00—Assays, e.g. immunoassays or enzyme assays, involving carbohydrates
    • G01N2400/02—Assays, e.g. immunoassays or enzyme assays, involving carbohydrates involving antibodies to sugar part of glycoproteins
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2440/00—Post-translational modifications [PTMs] in chemical analysis of biological material
    • G01N2440/38—Post-translational modifications [PTMs] in chemical analysis of biological material addition of carbohydrates, e.g. glycosylation, glycation
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2560/00—Chemical aspects of mass spectrometric analysis of biological material
US13/499,887 2009-10-02 2010-09-28 A-fucosylation detection in antibodies Abandoned US20120196310A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP09172130.8 2009-10-02
EP09172130 2009-10-02
PCT/EP2010/064291 WO2011039150A1 (en) 2009-10-02 2010-09-28 A-fucosylation detection in antibodies

Related Parent Applications (1)

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PCT/EP2010/064291 A-371-Of-International WO2011039150A1 (en) 2009-10-02 2010-09-28 A-fucosylation detection in antibodies

Related Child Applications (1)

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US14/285,440 Continuation US20140302544A1 (en) 2009-10-02 2014-05-22 A-fucosylation detection in antibodies

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US20120196310A1 true US20120196310A1 (en) 2012-08-02

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US13/499,887 Abandoned US20120196310A1 (en) 2009-10-02 2010-09-28 A-fucosylation detection in antibodies
US14/285,440 Abandoned US20140302544A1 (en) 2009-10-02 2014-05-22 A-fucosylation detection in antibodies
US15/179,431 Active 2030-12-24 US10352943B2 (en) 2009-10-02 2016-06-10 A-fucosylation detection in antibodies

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US14/285,440 Abandoned US20140302544A1 (en) 2009-10-02 2014-05-22 A-fucosylation detection in antibodies
US15/179,431 Active 2030-12-24 US10352943B2 (en) 2009-10-02 2016-06-10 A-fucosylation detection in antibodies

Country Status (8)

Country Link
US (3) US20120196310A1 (ja)
EP (1) EP2483693B1 (ja)
JP (2) JP2013506404A (ja)
CN (1) CN102511007B (ja)
CA (1) CA2773882C (ja)
ES (1) ES2528321T3 (ja)
HK (1) HK1168653A1 (ja)
WO (1) WO2011039150A1 (ja)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20140081813A (ko) * 2011-09-13 2014-07-01 게노비스 에이비 스트렙토코쿠스 피오게네스 유래의 엔도글리코시다아제 및 그의 이용방법
US10858641B2 (en) 2016-02-08 2020-12-08 Synaffix B.V. Enzymes for trimming of glycoproteins

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MY169935A (en) * 2011-04-29 2019-06-18 Biocon Biologics India Ltd "a method for reducing heterogeneity of antibodies and a process of producing the antibodies thereof"
WO2013057078A1 (en) 2011-10-19 2013-04-25 Roche Glycart Ag Separation method for fucosylated antibodies
EP2812442B9 (en) 2012-02-10 2023-02-15 University of Maryland, Baltimore Chemoenzymatic glycoengineering of antibodies and fc fragments thereof
TWI682033B (zh) * 2014-03-17 2020-01-11 泉盛生物科技股份有限公司 製造具有經修飾的糖苷化作用之重組糖蛋白之方法
JP6750148B2 (ja) * 2014-04-25 2020-09-02 公益財団法人野口研究所 糖鎖切断抗体の製造方法及び均一糖鎖抗体
EP3064507A1 (en) 2015-03-06 2016-09-07 Deutsches Krebsforschungszentrum Stiftung des öffentlichen Rechts Fusion proteins comprising a binding protein and an interleukin-15 polypeptide having a reduced affinity for IL15ra and therapeutic uses thereof
CN108982737B (zh) * 2018-08-07 2021-06-22 中国人民解放军军事科学院军事医学研究院 一种规模化的核心岩藻糖基化修饰位点占有率定量方法

Citations (1)

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US5126250A (en) * 1988-09-28 1992-06-30 Eli Lilly And Company Method for the reduction of heterogeneity of monoclonal antibodies

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JP4253233B2 (ja) * 2003-08-25 2009-04-08 大塚製薬株式会社 術後癌患者の予後判定方法
US8207303B2 (en) * 2005-02-18 2012-06-26 Medarex, Inc. Monoclonal antibodies against CD30 lacking in fucosyl residues
CN101238148A (zh) * 2005-06-03 2008-08-06 健泰科生物技术公司 具有改良的岩藻糖化水平的抗体的生产方法
US20070166306A1 (en) * 2006-01-17 2007-07-19 Fey Georg H M Anti-CD19 antibody composition and method
CN101460522B (zh) * 2006-04-11 2014-07-23 弗·哈夫曼-拉罗切有限公司 糖基化抗体
US20080226635A1 (en) * 2006-12-22 2008-09-18 Hans Koll Antibodies against insulin-like growth factor I receptor and uses thereof
JP5175336B2 (ja) 2007-04-16 2013-04-03 モメンタ ファーマシューティカルズ インコーポレイテッド 細胞表面グリコシル化に関連する方法
WO2009033670A2 (en) 2007-09-14 2009-03-19 Genovis Ab Method and kits for dissociating fcgamma-receptor-igg complexes and for igg purification and detection

Patent Citations (1)

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Publication number Priority date Publication date Assignee Title
US5126250A (en) * 1988-09-28 1992-06-30 Eli Lilly And Company Method for the reduction of heterogeneity of monoclonal antibodies

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Collin, M et al. EndoS, a novel secreted protein from Streptococcus pyogenes with endoglycosidase activity on human IgG. 2001. The EMBO Journal. 20:3046-3055. *
Huhn C et al. IgG glycosylation analysis. 2009. Proteomics. 9, 882-913. *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20140081813A (ko) * 2011-09-13 2014-07-01 게노비스 에이비 스트렙토코쿠스 피오게네스 유래의 엔도글리코시다아제 및 그의 이용방법
US20140302519A1 (en) * 2011-09-13 2014-10-09 Genovis Ab Endoglycosidase from streptococcus pyogenes and methods using it
US9493752B2 (en) * 2011-09-13 2016-11-15 Genovis Ab Endoglycosidase from Streptococcus pyogenes and methods using it
KR102001427B1 (ko) 2011-09-13 2019-07-18 게노비스 에이비 스트렙토코쿠스 피오게네스 유래의 엔도글리코시다아제 및 그의 이용방법
US10858641B2 (en) 2016-02-08 2020-12-08 Synaffix B.V. Enzymes for trimming of glycoproteins
US11713453B2 (en) 2016-02-08 2023-08-01 Synaffix B.V. Enzymes for trimming of glycoproteins

Also Published As

Publication number Publication date
CN102511007A (zh) 2012-06-20
EP2483693A1 (en) 2012-08-08
US10352943B2 (en) 2019-07-16
ES2528321T3 (es) 2015-02-06
JP2015109857A (ja) 2015-06-18
JP5980353B2 (ja) 2016-08-31
US20170108510A1 (en) 2017-04-20
CA2773882A1 (en) 2011-04-07
CA2773882C (en) 2016-01-12
WO2011039150A1 (en) 2011-04-07
JP2013506404A (ja) 2013-02-28
HK1168653A1 (en) 2013-01-04
EP2483693B1 (en) 2014-12-03
US20140302544A1 (en) 2014-10-09
CN102511007B (zh) 2015-04-15

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Owner name: ROCHE GLYCART AG, SWITZERLAND

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:JAEGER, CHRISTIANE;KOLL, HANS;SONDERMANN, PETER;AND OTHERS;REEL/FRAME:028412/0035

Effective date: 20100817

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION