DK1987068T3 - Oligosaccharidmodifikation og mærkning af proteiner - Google Patents

Oligosaccharidmodifikation og mærkning af proteiner Download PDF

Info

Publication number
DK1987068T3
DK1987068T3 DK07756886.3T DK07756886T DK1987068T3 DK 1987068 T3 DK1987068 T3 DK 1987068T3 DK 07756886 T DK07756886 T DK 07756886T DK 1987068 T3 DK1987068 T3 DK 1987068T3
Authority
DK
Denmark
Prior art keywords
protein
antibody
oligosaccharide
gicnac
alkyne
Prior art date
Application number
DK07756886.3T
Other languages
English (en)
Inventor
Brian Agnew
Kyle R Gee
Schuyler B Corry
Original Assignee
Life Technologies Corp
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=38440198&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=DK1987068(T3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Life Technologies Corp filed Critical Life Technologies Corp
Application granted granted Critical
Publication of DK1987068T3 publication Critical patent/DK1987068T3/da

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P21/00Preparation of peptides or proteins
    • C12P21/005Glycopeptides, glycoproteins
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/54Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
    • A61K47/549Sugars, nucleosides, nucleotides or nucleic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K1/00General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
    • C07K1/13Labelling of peptides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K14/00Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
    • C07K14/435Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
    • C07K14/46Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates
    • C07K14/47Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans from vertebrates from mammals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K16/00Immunoglobulins [IGs], e.g. monoclonal or polyclonal antibodies
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12YENZYMES
    • C12Y302/00Hydrolases acting on glycosyl compounds, i.e. glycosylases (3.2)
    • C12Y302/01Glycosidases, i.e. enzymes hydrolysing O- and S-glycosyl compounds (3.2.1)
    • C12Y302/01096Mannosyl-glycoprotein endo-beta-N-acetylglucosaminidase (3.2.1.96)
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/5005Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving human or animal cells
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531Production of immunochemical test materials
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531Production of immunochemical test materials
    • G01N33/532Production of labelled immunochemicals
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531Production of immunochemical test materials
    • G01N33/532Production of labelled immunochemicals
    • G01N33/533Production of labelled immunochemicals with fluorescent label
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/58Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • G01N33/581Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with enzyme label (including co-enzymes, co-factors, enzyme inhibitors or substrates)
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/58Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • G01N33/582Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with fluorescent label
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/58Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • G01N33/583Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances with non-fluorescent dye label
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K2317/00Immunoglobulins specific features
    • C07K2317/10Immunoglobulins specific features characterized by their source of isolation or production
    • C07K2317/14Specific host cells or culture conditions, e.g. components, pH or temperature
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K2317/00Immunoglobulins specific features
    • C07K2317/20Immunoglobulins specific features characterized by taxonomic origin
    • C07K2317/24Immunoglobulins specific features characterized by taxonomic origin containing regions, domains or residues from different species, e.g. chimeric, humanized or veneered
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K2317/00Immunoglobulins specific features
    • C07K2317/40Immunoglobulins specific features characterized by post-translational modification
    • C07K2317/41Glycosylation, sialylation, or fucosylation
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/5005Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving human or animal cells
    • G01N33/5008Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving human or animal cells for testing or evaluating the effect of chemical or biological compounds, e.g. drugs, cosmetics
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531Production of immunochemical test materials
    • G01N33/532Production of labelled immunochemicals
    • G01N33/534Production of labelled immunochemicals with radioactive label
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/17Nitrogen containing

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Immunology (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Hematology (AREA)
  • Biomedical Technology (AREA)
  • Urology & Nephrology (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • Analytical Chemistry (AREA)
  • Cell Biology (AREA)
  • Food Science & Technology (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Genetics & Genomics (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Biophysics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • General Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Veterinary Medicine (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Toxicology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Peptides Or Proteins (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Claims (11)

1. Fremgangsmåde til fremstilling af et glycomodificeret protein, der omfatter: binding af et azido-modificeret sukker til en GIcNAc-rest på et første protein ved anvendelse af en Y289L-mutant-galactosyltransferase; og blanding af det første protein, med det azido-modificerede sukker bundet dertil, med et reporter-molekyle, bæremolekyle eller en fast bærer, der kan reagere med det azido-modificerede sukker; hvor det azido-modificerede sukker er UDP-GalNAz og reporter-molekylet, bæremolekylet eller den faste bærer mærkes med en alkyn eller en aktiveret alkyngruppe; og hvor reporter-molekylet, bæremolekylet eller den faste bærer binder til proteinet ved azidgruppen af det azido-modificerede sukker via alkynen eller den aktiverede alkyngruppe, hvorved der dannes et glycomodificeret protein.
2. Fremgangsmåde ifølge krav 1, hvor det første protein er et antistof.
3. Fremgangsmåde ifølge krav 1 eller krav 2, hvor før bindingstrinnet, fremgangsmåden omfatter spaltning af et oligosaccharid til stede på et første protein ved en GIcNAc-GIcNAc -binding for at opnå et protein, der omfatter en GIcNAc-rest, hvor eventuelt oligosaccharidet spaltes ved anvendelse af endoglycosidase H-spaltning ved GIcNAc-GIcNAc-bindingen eller endoglycosidase M-spaltning ved GlcNAc-GlcNAc-bindingen, efterfulgt af overførsel af oligosaccharidet til det første protein.
4. Fremgangsmåde ifølge et hvilket som helst foregående krav, der endvidere omfatter: spaltning af et oligosaccharid til stede på et andet protein ved en GIcNAc-GIcNAc - binding for at opnå et oligosaccharid med en GIcNAc-rest; binding af oligosaccharidet til reporter-molekylet, den faste bærer eller bæremolekylet, der kan reagere med den kemiske håndtering.
5. Fremgangsmåde ifølge krav 4, hvor oligosaccharidet med en GlcNAc-rest behandles med ammoniumbicarbonat og oligosaccharidet bindes til en alkyn via en succinimidylester.
6. Fremgangsmåde ifølge krav 4 eller krav 5, hvor det andet protein syntetiseres i en anden cellelinje eller celletype end det første protein, hvor eventuelt det andet protein syntetiseres i en human celle.
7. Fremgangsmåde ifølge et hvilket som helst foregående krav, hvor det modificerede oligosaccharid omfatter et reporter-molekyle valgt fra gruppen bestående af et fluorescerende farvestof, et enzym, et radioaktivt mærket stof, en metalchelator eller et detekterbart substrat, og/eller det modificerede oligosaccharid omfatter et bæremolekyle valgt fra gruppen bestående af terapeutiske midler, dna, protein, peptider og sukkere.
8. Fremgangsmåde ifølge et hvilket som helst foregående krav, hvor det glycomodificerede protein bliver mere eller mindre antigent sammenlignet med det første protein, inden det modificeres.
9. Fremgangsmåde ifølge et hvilket som helst foregående krav, hvor det første protein er afledt af en ikke-human kilde, hvor eventuelt det glycomodificerede protein er humaniseret.
10. Fremgangsmåde ifølge et hvilket som helst foregående krav, hvor bindingstrinnet er i en opløsning, der i alt væsentligt er fri for proteaser.
11. Antistof, der omfatter et mærket oligosaccharid, hvor antistoffet kan opnås ved fremgangsmåden ifølge et hvilket som helst foregående krav.
DK07756886.3T 2006-02-10 2007-02-12 Oligosaccharidmodifikation og mærkning af proteiner DK1987068T3 (da)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US77222106P 2006-02-10 2006-02-10
US80464006P 2006-06-13 2006-06-13
PCT/US2007/062006 WO2007095506A1 (en) 2006-02-10 2007-02-12 Oligosaccharide modification and labeling of proteins

Publications (1)

Publication Number Publication Date
DK1987068T3 true DK1987068T3 (da) 2018-09-03

Family

ID=38440198

Family Applications (3)

Application Number Title Priority Date Filing Date
DK07825657.5T DK1991273T4 (da) 2006-02-10 2007-02-12 Mærkning og påvisning af post-translationelt modificerede proteiner
DK07756886.3T DK1987068T3 (da) 2006-02-10 2007-02-12 Oligosaccharidmodifikation og mærkning af proteiner
DK18187681.4T DK3438131T3 (da) 2006-02-10 2007-02-12 Oligosaccharidmodifikation og mærkning af proteiner

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DK07825657.5T DK1991273T4 (da) 2006-02-10 2007-02-12 Mærkning og påvisning af post-translationelt modificerede proteiner

Family Applications After (1)

Application Number Title Priority Date Filing Date
DK18187681.4T DK3438131T3 (da) 2006-02-10 2007-02-12 Oligosaccharidmodifikation og mærkning af proteiner

Country Status (5)

Country Link
US (10) US8716033B2 (da)
EP (7) EP1987068B1 (da)
JP (4) JP2009528988A (da)
DK (3) DK1991273T4 (da)
WO (2) WO2008029281A2 (da)

Families Citing this family (122)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK1991273T4 (da) 2006-02-10 2022-02-07 Life Technologies Corp Mærkning og påvisning af post-translationelt modificerede proteiner
WO2007106886A2 (en) * 2006-03-15 2007-09-20 Trustees Of Tufts College Fluorinated carbohydrates and their use in tumor visualization, tissue engineering, and cancer chemotherapy
US8034396B2 (en) * 2008-04-01 2011-10-11 Tyco Healthcare Group Lp Bioadhesive composition formed using click chemistry
CA2723197C (en) 2008-05-02 2017-09-19 Seattle Genetics, Inc. Methods and compositions for making antibodies and antibody derivatives with reduced core fucosylation
JP5569768B2 (ja) * 2008-12-02 2014-08-13 国立大学法人九州大学 ヌクレオシド三リン酸誘導体、核酸プローブ、マルチラベル化核酸プローブおよび標的核酸の検出方法
CN103432566A (zh) * 2008-12-16 2013-12-11 建新公司 寡糖-蛋白缀合物
US8987514B2 (en) 2009-02-04 2015-03-24 President And Fellows Of Harvard College Compositions and methods for labeling and imaging phospholipids
US20100189660A1 (en) * 2009-02-14 2010-07-29 Genentech, Inc. Methods for the detection of fatty-acylated protein
EP2398584A2 (en) 2009-02-21 2011-12-28 Sofradim Production Apparatus and method of reaching polymers by exposure to uv radiation to produce injectable medical devices
EP2398523B1 (en) 2009-02-21 2018-04-04 Covidien LP Medical devices having activated surfaces
CA2753171A1 (en) 2009-02-21 2010-08-26 Sofradim Production Crosslinked fibers and method of making same using uv radiation
AU2010215199B2 (en) 2009-02-21 2015-01-15 Sofradim Production Compounds and medical devices activated with solvophobic linkers
US8535477B2 (en) 2009-02-21 2013-09-17 Sofradim Production Medical devices incorporating functional adhesives
US8968818B2 (en) 2009-02-21 2015-03-03 Covidien Lp Medical devices having activated surfaces
US8968733B2 (en) 2009-02-21 2015-03-03 Sofradim Production Functionalized surgical adhesives
US8512728B2 (en) 2009-02-21 2013-08-20 Sofradim Production Method of forming a medical device on biological tissue
US8877170B2 (en) 2009-02-21 2014-11-04 Sofradim Production Medical device with inflammatory response-reducing coating
AU2010215196B2 (en) 2009-02-21 2015-04-16 Covidien Lp Crosslinked fibers and method of making same by extrusion
US8663689B2 (en) 2009-02-21 2014-03-04 Sofradim Production Functionalized adhesive medical gel
US9273191B2 (en) 2009-02-21 2016-03-01 Sofradim Production Medical devices with an activated coating
CA2753162A1 (en) 2009-02-21 2010-08-26 Sofradim Production Amphiphilic compounds and self-assembling compositions made therefrom
EP2398583B1 (en) 2009-02-21 2020-12-23 Sofradim Production Apparatus and method of reacting polymers passing through metal ion matrix to produce injectable medical devices
EP2253635B1 (en) 2009-04-28 2014-03-19 Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V. Novel hydrophilic and lipophilic rhodamines for labelling and imaging
US8735444B2 (en) 2009-06-26 2014-05-27 Max-Planck-Gesellschaft Zur Foerderung Der Wissenschaften E.V. Fluorinated rhodamines as photostable fluorescent dyes for labelling and imaging techniques
US8440905B2 (en) * 2009-09-25 2013-05-14 Robert J. LeSuer Copper complex dye sensitized solar cell
WO2011057295A2 (en) 2009-11-09 2011-05-12 University of Washington Center for Commercialization Functionalized chromophoric polymer dots and bioconjugates thereof
US9090542B2 (en) * 2009-11-11 2015-07-28 University Of Georgia Research Foundation, Inc. Methods for labeling a substrate using a hetero-diels-alder reaction
US20110108411A1 (en) * 2009-11-11 2011-05-12 Popik Vladimir V Methods for labeling a substrate using a hetero-diels-alder reaction
US20110129834A1 (en) * 2009-11-24 2011-06-02 Life Technologies Corporation Selective amplification of polynucleotide sequences
US8795331B2 (en) 2010-03-25 2014-08-05 Covidien Lp Medical devices incorporating functional adhesives
EP2550034B1 (en) 2010-03-25 2015-01-07 Sofradim Production Surgical fasteners and methods for sealing wounds
EP2588525A4 (en) 2010-06-29 2015-06-10 Covidien Lp MICROWAVE POWERED REACTOR AND IN SITU IMPLANT TRAINING METHOD
EP2588153A2 (en) 2010-07-01 2013-05-08 Sofradim Production Medical device with predefined activated cellular integration
WO2012014080A2 (en) 2010-07-27 2012-02-02 Sofradim Production Polymeric fibers having tissue reactive members
EP2598128B1 (en) 2010-07-28 2018-03-28 Life Technologies Corporation Anti- viral azide-containing compounds
US20120028335A1 (en) 2010-07-28 2012-02-02 Life Technologies Corporation Anti-viral azide-containing compounds
PT2608796T (pt) 2010-08-05 2019-02-25 Seattle Genetics Inc Inibição de fucosilação de proteínas in vivo utilizando análogos de fucose
AU2011317142B2 (en) 2010-10-18 2015-04-23 University of Washington Center for Commercialization Chromophoric polymer dots
CN103732619A (zh) * 2011-05-31 2014-04-16 普罗拜奥金股份有限公司 用于制备具有毒素、佐剂、检测标签和药代动力学半衰期延长剂的蛋白质的岩藻糖连接位点特异性缀合物的方法
US9164086B2 (en) 2011-10-18 2015-10-20 Max-Planck-Gesellschaft Zur Foerderung Der Wissenschaften E.V. Fluorescent dyes with phosphorylated hydroxymethyl groups and their use in light microscopy and imaging techniques
US9797840B2 (en) 2011-11-28 2017-10-24 University Of Washington Through Its Center For Commercialization Highly fluorescent polymer nanoparticle
US9717803B2 (en) * 2011-12-23 2017-08-01 Innate Pharma Enzymatic conjugation of polypeptides
CA2859048C (en) 2011-12-30 2020-08-18 Daniel T. Chiu Chromophoric polymer dots with narrow-band emission
KR20140128966A (ko) * 2012-01-26 2014-11-06 라이프 테크놀로지스 코포레이션 바이러스의 감염성을 증가시키는 방법
EP2809510B1 (en) 2012-02-03 2021-03-31 University of Washington through its Center for Commercialization Polyelectrolyte-coated polymer dots and related methods
WO2013148498A1 (en) 2012-03-27 2013-10-03 Ventana Medical Systems, Inc. Signaling conjugates and methods of use
US10350228B2 (en) 2012-08-23 2019-07-16 Seattle Genetics, Inc. Treatment of sickle cell disease and inflammatory conditions
WO2014065661A1 (en) * 2012-10-23 2014-05-01 Synaffix B.V. Modified antibody, antibody-conjugate and process for the preparation thereof
CN104704359A (zh) * 2012-10-25 2015-06-10 生命科技公司 糖蛋白酶介导位点特异性放射性标记的方法和组合物
CN104007091A (zh) * 2013-02-26 2014-08-27 中国科学院天津工业生物技术研究所 一种基于液滴微流控芯片的微生物高通量检测系统
JP6587605B2 (ja) 2013-03-14 2019-10-09 ユニバーシティ オブ ワシントン スルー イッツ センター フォー コマーシャリゼーション ポリマードット組成物および関連方法
DK2991683T3 (da) 2013-05-02 2019-11-04 Glykos Finland Oy Konjugater af et glykoprotein eller en glykan med en toksisk ladning
CA2950117C (en) 2013-06-04 2023-02-14 Tribiotica Llc Methods and compositions for templated assembly of nucleic acid specific heterocompounds
US9775928B2 (en) 2013-06-18 2017-10-03 Covidien Lp Adhesive barbed filament
EP3058083B1 (en) 2013-10-14 2018-04-11 SynAffix B.V. Modified glycoprotein, protein-conjugate and process for the preparation thereof
JP2016538878A (ja) * 2013-10-14 2016-12-15 シンアフィックス ビー.ブイ. 糖鎖工学的に操作された抗体、抗体コンジュゲート、及びそれらの調製方法
US20160235861A1 (en) 2013-10-14 2016-08-18 SynAffix. B.V. Glycoengineered antibody, antibody-conjugate and methods for their preparation
JP2016538877A (ja) * 2013-10-14 2016-12-15 シンアフィックス ビー.ブイ. 修飾糖タンパク質、タンパク質コンジュゲート及びそれらの調製方法
CN103604791B (zh) * 2013-11-29 2016-01-20 广西师范大学 一种测定叠氮离子的荧光光谱方法
WO2015112013A1 (en) 2014-01-24 2015-07-30 Synaffix B.V. Process for the attachment of a galnac moiety comprising a (hetero)aryl group to a glcnac moiety, and product obtained thereby
EP3097080A1 (en) 2014-01-24 2016-11-30 SynAffix B.V. Process for the cycloaddition of a halogenated 1,3-dipole compound with a (hetero)cycloalkyne
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
JP5847213B2 (ja) * 2014-02-06 2016-01-20 ホーユー株式会社 2次元電気泳動方法
AU2015243512B2 (en) * 2014-04-08 2020-06-04 University Of Georgia Research Foundation Inc. Site-specific antibody-drug glycoconjugates and methods
JP6566348B2 (ja) * 2014-04-08 2019-08-28 国立大学法人弘前大学 新規なグルコース誘導体、および該誘導体を用いた細胞イメージング方法およびイメージング剤
KR20170030648A (ko) 2014-08-04 2017-03-17 시나픽스 비.브이. 베타-(1,4)-n-아세틸갈락토오스아미닐트랜스퍼라아제, 또는 이의 돌연변이체를 이용한 당 단백질의 변형 방법
US20160130324A1 (en) 2014-10-31 2016-05-12 Shire Human Genetic Therapies, Inc. C1 Inhibitor Fusion Proteins and Uses Thereof
CA2968552A1 (en) 2014-12-02 2016-06-09 Tribiotica Llc Methods and kits for theranostic applications
CN104761726B (zh) * 2015-01-08 2020-05-22 湖南工业大学 一种基于主链长度调控乙基纤维素接枝聚苯乙烯共聚物材料有序孔孔径的方法
PT3134520T (pt) 2015-04-23 2018-03-26 Synaffix Bv Resumo
CN108368051B (zh) * 2015-11-10 2021-05-25 Eth苏黎世公司 三官能交联试剂
CA3005906A1 (en) 2015-11-19 2017-05-26 Shire Human Genetic Therapies, Inc. Recombinant human c1 esterase inhibitor and uses thereof
CN105399639A (zh) * 2015-12-14 2016-03-16 天津科技大学 一种酪胺人工抗原和抗体及其制备方法与应用
WO2017137459A1 (en) 2016-02-08 2017-08-17 Synaffix B.V. Enzymes for trimming of glycoproteins
US11951175B2 (en) 2016-02-08 2024-04-09 Synaffix B.V. Bioconjugates containing sulfamide linkers for use in treatment
EP3413915A1 (en) * 2016-02-08 2018-12-19 Synaffix B.V. Antibody-conjugates with improved therapeutic index for targeting her2 tumours and method for improving therapeutic index of antibody-conjugates
WO2017137423A1 (en) 2016-02-08 2017-08-17 Synaffix B.V. Improved sulfamide linkers for use in bioconjugates
EP3471703A4 (en) * 2016-06-15 2020-03-18 The General Hospital Corporation METABOLIC MARKING AND MOLECULAR EXTENSION OF BIOLOGICAL MATERIALS USING BIOORTHOGONAL REACTIONS
WO2017218891A1 (en) * 2016-06-17 2017-12-21 Life Technologies Corporation Site-specific crosslinking of antibodies
US10723760B2 (en) * 2016-09-02 2020-07-28 Korea Advanced Institute Of Science And Technology Method for preparing site-specifically modified protein based on novel carbon-carbon bond formation
WO2018044130A1 (ko) * 2016-09-02 2018-03-08 한국과학기술원 새로운 탄소-탄소 결합 기반 위치 특이적으로 변형된 단백질의 제조방법
US20180128545A1 (en) 2016-11-08 2018-05-10 Berry Metal Company Modular furnace cooling wall
EP3541952A4 (en) 2016-11-21 2020-06-24 Tribiotica Llc METHOD FOR PREVENTING THE TITRATION OF BIMOLECULAR TEMPLATE REACTIONS BY STRUCTURALLY DETERMINED DIFFERENTIAL HYBRIDIZATIONS
US11253536B2 (en) 2016-11-21 2022-02-22 Tribiotica Llc Methods for directed folding assembly or dimerization of proteins by templated assembly reactions
AU2017388556B2 (en) 2016-12-29 2020-06-25 Development Center For Biotechnology Processes for preparing glycoprotein-drug conjugates
CN108264372B (zh) * 2016-12-30 2021-08-24 四川大学 高强度、低导热的a级不燃气凝胶型泡沫及其制备和应用
CN108728397B (zh) * 2017-04-17 2022-05-20 中国科学院微生物研究所 对昆虫蛋白或昆虫表达系统表达的外源蛋白进行标记的方法
JP2020519261A (ja) 2017-05-11 2020-07-02 ブイアイビー ブイゼットダブリュVib Vzw 可変免疫グロブリンドメインのグリコシル化
EP3642630A4 (en) * 2017-06-23 2021-03-24 The Scripps Research Institute LYSINE REACTIVE PROBES AND USES OF THEM
CN107486270B (zh) * 2017-08-08 2020-10-23 上海格荣生物科技有限公司 基于球-刷双层纳米结构基底微阵列芯片的制备方法
CN110093303A (zh) * 2018-01-29 2019-08-06 浙江千禾生物科技有限公司 一种半固体培养基及其应用
CN112672764A (zh) 2018-06-19 2021-04-16 格莱科斯生物医药公司 结合物
WO2020002765A1 (en) 2018-06-29 2020-01-02 Glykos Biomedical Oy Conjugates
US12097263B2 (en) 2018-08-02 2024-09-24 Dyne Therapeutics, Inc. Muscle targeting complexes and uses thereof for treating myotonic dystrophy
KR20210081324A (ko) 2018-08-02 2021-07-01 다인 세라퓨틱스, 인크. 근육 표적화 복합체 및 안면견갑상완 근육 이영양증을 치료하기 위한 그의 용도
US12018087B2 (en) 2018-08-02 2024-06-25 Dyne Therapeutics, Inc. Muscle-targeting complexes comprising an anti-transferrin receptor antibody linked to an oligonucleotide and methods of delivering oligonucleotide to a subject
US11168141B2 (en) 2018-08-02 2021-11-09 Dyne Therapeutics, Inc. Muscle targeting complexes and uses thereof for treating dystrophinopathies
US11911484B2 (en) 2018-08-02 2024-02-27 Dyne Therapeutics, Inc. Muscle targeting complexes and uses thereof for treating myotonic dystrophy
SG11202100934PA (en) 2018-08-02 2021-02-25 Dyne Therapeutics Inc Muscle targeting complexes and uses thereof for treating dystrophinopathies
CN109316463B (zh) * 2018-08-03 2021-03-19 暨南大学 一种复合纳米粒及其制备方法和应用
WO2020094670A1 (en) 2018-11-05 2020-05-14 Synaffix B.V. Antibody-conjugates for targeting of tumours expressing trop-2
GB201901608D0 (en) 2019-02-06 2019-03-27 Vib Vzw Vaccine adjuvant conjugates
EP3928097A1 (en) * 2019-02-20 2021-12-29 Diamidex Methods for labeling eukaryotic cells from a multicellular organism as well as for treating and/or diagnosing a cancer using modified monosaccharide compounds
WO2020228734A1 (en) * 2019-05-13 2020-11-19 Shanghai Polaris Biology Co., Ltd. A tag for labeling biomolecules
GB201918279D0 (en) 2019-12-12 2020-01-29 Vib Vzw Glycosylated single chain immunoglobulin domains
WO2021123506A1 (en) 2019-12-18 2021-06-24 Glykos Biomedical Oy Stabile conjugate
US11969475B2 (en) 2021-07-09 2024-04-30 Dyne Therapeutics, Inc. Muscle targeting complexes and uses thereof for treating facioscapulohumeral muscular dystrophy
US11638761B2 (en) 2021-07-09 2023-05-02 Dyne Therapeutics, Inc. Muscle targeting complexes and uses thereof for treating Facioscapulohumeral muscular dystrophy
US11648318B2 (en) 2021-07-09 2023-05-16 Dyne Therapeutics, Inc. Anti-transferrin receptor (TFR) antibody and uses thereof
US11633498B2 (en) 2021-07-09 2023-04-25 Dyne Therapeutics, Inc. Muscle targeting complexes and uses thereof for treating myotonic dystrophy
KR20240035825A (ko) 2021-07-09 2024-03-18 다인 세라퓨틱스, 인크. 디스트로핀병증을 치료하기 위한 근육 표적화 복합체 및 제제
US11771776B2 (en) 2021-07-09 2023-10-03 Dyne Therapeutics, Inc. Muscle targeting complexes and uses thereof for treating dystrophinopathies
TW202334429A (zh) 2021-10-01 2023-09-01 中央研究院 Sars-cov-2棘蛋白特異性抗體及其用途
GB202116442D0 (en) * 2021-11-15 2021-12-29 Actome Gmbh High-efficacy labeling of antibodies with oligonucleotide labels
AU2023237619A1 (en) 2022-03-23 2024-08-29 Synaffix B.V. Antibody-conjugates for targeting of tumours expressing ptk7
AU2023237620A1 (en) 2022-03-23 2024-08-29 Synaffix B.V. Antibody-conjugates for targeting of tumours expressing carcinoembyronic antigen
IL315207A (en) 2022-03-23 2024-10-01 Synaffix Bv Antibody pairs for targeting TROP-2 expressing tumors
WO2023180490A1 (en) 2022-03-23 2023-09-28 Synaffix B.V. Antibody-conjugates for targeting of tumours expressing nectin-4
AU2023254846A1 (en) 2022-04-15 2024-10-10 Dyne Therapeutics, Inc. Muscle targeting complexes and formulations for treating myotonic dystrophy
EP4285934A1 (en) 2022-05-30 2023-12-06 CER Groupe Modified trimannose-oligosacharides, bisected n-glycans comprising said trimannose core and method for obtaining them
CN115656350A (zh) * 2022-09-05 2023-01-31 华熙生物科技股份有限公司 一种确定交联透明质酸的修饰位点和交联方式的方法
CN115951070A (zh) * 2023-01-19 2023-04-11 北京青莲百奥生物科技有限公司 一种检测样品中的蛋白的方法

Family Cites Families (130)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US527027A (en) * 1894-10-02 Method of and apparatus for producing letters or characters in bread
US4196265A (en) * 1977-06-15 1980-04-01 The Wistar Institute Method of producing antibodies
JPS6033479B2 (ja) 1980-07-30 1985-08-02 協和醗酵工業株式会社 過酸化水素の定量方法
US4711955A (en) 1981-04-17 1987-12-08 Yale University Modified nucleotides and methods of preparing and using same
US5055556A (en) 1981-10-06 1991-10-08 The Board Of Trustees Of The Leland Stanford Jr. Univ. Fluorescent conjugates for analysis of molecules and cells
US4859582A (en) * 1981-10-06 1989-08-22 The Board Of Trustees Of The Leland Stanford Jr. University Fluorescent conjugates for analysis of molecules and cells
US4520110A (en) * 1981-10-06 1985-05-28 The Board Of Trustees Of The Leland Stanford Junior University Fluorescent immunoassay employing a phycobiliprotein labeled ligand or receptor
US4542104A (en) * 1983-04-06 1985-09-17 The Board Of Trustees Of The Leland Stanford Jr. Univ. Phycobiliprotein fluorescent conjugates
US4816567A (en) 1983-04-08 1989-03-28 Genentech, Inc. Recombinant immunoglobin preparations
JPS6147500A (ja) 1984-08-15 1986-03-07 Res Dev Corp Of Japan キメラモノクロ−ナル抗体及びその製造法
EP0173494A3 (en) 1984-08-27 1987-11-25 The Board Of Trustees Of The Leland Stanford Junior University Chimeric receptors by dna splicing and expression
GB8422238D0 (en) 1984-09-03 1984-10-10 Neuberger M S Chimeric proteins
US4603209A (en) 1984-09-07 1986-07-29 The Regents Of The University Of California Fluorescent indicator dyes for calcium ions
JPS61134325A (ja) 1984-12-04 1986-06-21 Teijin Ltd ハイブリツド抗体遺伝子の発現方法
FR2574415B1 (fr) * 1984-12-11 1987-05-29 Rhone Poulenc Spec Chim Copolyetheramides techniques souples a basse temperature
US4714763A (en) 1985-07-11 1987-12-22 Viomedics Inc. Novel oxazine-ureas and thiazine urea chromophors as fluorescent labels
US4676980A (en) 1985-09-23 1987-06-30 The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services Target specific cross-linked heteroantibodies
US4812409A (en) 1986-01-31 1989-03-14 Eastman Kodak Company Hydrolyzable fluorescent substrates and analytical determinations using same
US5225539A (en) * 1986-03-27 1993-07-06 Medical Research Council Recombinant altered antibodies and methods of making altered antibodies
US5627027A (en) * 1986-04-18 1997-05-06 Carnegie Mellon University Cyanine dyes as labeling reagents for detection of biological and other materials by luminescence methods
US5569587A (en) * 1986-04-18 1996-10-29 Carnegie Mellon University Method for labeling and detecting materials employing luminescent arysulfonate cyanine dyes
US5268486A (en) * 1986-04-18 1993-12-07 Carnegie-Mellon Unversity Method for labeling and detecting materials employing arylsulfonate cyanine dyes
US5047519A (en) * 1986-07-02 1991-09-10 E. I. Du Pont De Nemours And Company Alkynylamino-nucleotides
US4810636A (en) * 1986-12-09 1989-03-07 Miles Inc. Chromogenic acridinone enzyme substrates
US4774339A (en) 1987-08-10 1988-09-27 Molecular Probes, Inc. Chemically reactive dipyrrometheneboron difluoride dyes
US4945171A (en) 1987-08-10 1990-07-31 Molecular Probes, Inc. Xanthene dyes having a fused (C) benzo ring
US4849362A (en) 1988-05-19 1989-07-18 Smithkline Beckman Corporation Fluorescent intracellular calcium indicators
US5196306A (en) * 1989-03-29 1993-03-23 E. I. Du Pont De Nemours And Company Method for the detection or quantitation of an analyte using an analyte dependent enzyme activation system
US4981977A (en) 1989-06-09 1991-01-01 Carnegie-Mellon University Intermediate for and fluorescent cyanine dyes containing carboxylic acid groups
US5279954A (en) * 1989-06-30 1994-01-18 Board Of Regents Of The University Of Nebraska And Bionebraska Exopeptidase catalyzed site-specific bonding of supports, labels and bioactive agents to proteins
US5132432A (en) * 1989-09-22 1992-07-21 Molecular Probes, Inc. Chemically reactive pyrenyloxy sulfonic acid dyes
US5202422A (en) * 1989-10-27 1993-04-13 The Scripps Research Institute Compositions containing plant-produced glycopolypeptide multimers, multimeric proteins and method of their use
US5274113A (en) 1991-11-01 1993-12-28 Molecular Probes, Inc. Long wavelength chemically reactive dipyrrometheneboron difluoride dyes and conjugates
US5459276A (en) 1994-05-20 1995-10-17 Molecular Probes, Inc. Benzazolylcoumarin-based ion indicators for heavy metals
US5501980A (en) 1994-05-20 1996-03-26 Molecular Probes, Inc. Benzazolylcoumarin-based ion indicators
US5227487A (en) 1990-04-16 1993-07-13 Molecular Probes, Inc. Certain tricyclic and pentacyclic-hetero nitrogen rhodol dyes
US5433896A (en) 1994-05-20 1995-07-18 Molecular Probes, Inc. Dibenzopyrrometheneboron difluoride dyes
US5723289A (en) 1990-06-11 1998-03-03 Nexstar Pharmaceuticals, Inc. Parallel selex
US5625126A (en) * 1990-08-29 1997-04-29 Genpharm International, Inc. Transgenic non-human animals for producing heterologous antibodies
CA2089661C (en) 1990-08-29 2007-04-03 Nils Lonberg Transgenic non-human animals capable of producing heterologous antibodies
US5545806A (en) 1990-08-29 1996-08-13 Genpharm International, Inc. Ransgenic non-human animals for producing heterologous antibodies
US5661016A (en) * 1990-08-29 1997-08-26 Genpharm International Inc. Transgenic non-human animals capable of producing heterologous antibodies of various isotypes
US5633425A (en) 1990-08-29 1997-05-27 Genpharm International, Inc. Transgenic non-human animals capable of producing heterologous antibodies
US5208148A (en) 1990-12-07 1993-05-04 Molecular Probes, Inc. Lipophilic fluorescent glycosidase substrates
US5248782A (en) 1990-12-18 1993-09-28 Molecular Probes, Inc. Long wavelength heteroaryl-substituted dipyrrometheneboron difluoride dyes
WO1993020096A1 (en) 1991-05-08 1993-10-14 Stratagene Oligonucleotide libraries useful for producing primers
US5451343A (en) 1991-05-20 1995-09-19 Spectra Group Limited, Inc. Fluorone and pyronin y derivatives
US5187288A (en) 1991-05-22 1993-02-16 Molecular Probes, Inc. Ethenyl-substituted dipyrrometheneboron difluoride dyes and their synthesis
US5637481A (en) * 1993-02-01 1997-06-10 Bristol-Myers Squibb Company Expression vectors encoding bispecific fusion proteins and methods of producing biologically active bispecific fusion proteins in a mammalian cell
US5316906A (en) * 1991-08-23 1994-05-31 Molecular Probes, Inc. Enzymatic analysis using substrates that yield fluorescent precipitates
US5576424A (en) 1991-08-23 1996-11-19 Molecular Probes, Inc. Haloalkyl derivatives of reporter molecules used to analyze metabolic activity in cells
US5242805A (en) 1991-08-23 1993-09-07 Molecular Probes, Inc. Long wavelength lipophilic fluorogenic glycosidase substrates
EP0603266B1 (en) 1991-08-23 1999-05-12 Molecular Probes, Inc. Use of haloalkyl derivatives of reporter molecules to analyze metabolic activity in cells
CA2141600A1 (en) * 1992-08-03 1994-02-17 Richard U. Margolis Cloning, expression and uses for neurocan as a chondroitin sulfate proteoglycan
AU670108B2 (en) * 1992-09-11 1996-07-04 Becton Dickinson & Company Improved antibodies to plasmodium falciparum
US5274133A (en) * 1993-01-21 1993-12-28 International Flavors & Fragrances Inc. p-Methylenedioxyphenyl propionitrile derivatives, process for producing same, intermediates used in said process and organoleptic uses of said derivatives and intermediates
US5808044A (en) * 1993-01-22 1998-09-15 Pharmacia Biotech Inc. Indocarbocyanine and benzindocarbocyanine phosphoramidites
US6482919B2 (en) * 1993-02-01 2002-11-19 Bristol-Myers Squibb Company Expression vectors encoding bispecific fusion proteins and methods of producing biologically active bispecific fusion proteins in a mammalian cell
US5767259A (en) 1994-12-27 1998-06-16 Naxcor Oligonucleotides containing base-free linking groups with photoactivatable side chains
JP3240866B2 (ja) * 1995-01-19 2001-12-25 豊田工機株式会社 動力舵取装置
SE9500342D0 (sv) * 1995-01-31 1995-01-31 Marek Kwiatkowski Novel chain terminators, the use thereof for nucleic acid sequencing and synthesis and a method of their preparation
US6127134A (en) * 1995-04-20 2000-10-03 Carnegie Mellon University Difference gel electrophoresis using matched multiple dyes
US5843650A (en) 1995-05-01 1998-12-01 Segev; David Nucleic acid detection and amplification by chemical linkage of oligonucleotides
US5798276A (en) * 1995-06-07 1998-08-25 Molecular Probes, Inc. Reactive derivatives of sulforhodamine 101 with enhanced hydrolytic stability
US6008373A (en) 1995-06-07 1999-12-28 Carnegie Mellon University Fluorescent labeling complexes with large stokes shift formed by coupling together cyanine and other fluorochromes capable of resonance energy transfer
US5874532A (en) * 1997-01-08 1999-02-23 Nexstar Pharmaceuticals, Inc. Method for solution phase synthesis of oligonucleotides and peptides
US6004536A (en) 1995-11-14 1999-12-21 Molecular Probes, Inc. Lipophilic cyanine dyes with enchanced aqueous solubilty
US6162931A (en) 1996-04-12 2000-12-19 Molecular Probes, Inc. Fluorinated xanthene derivatives
US6140494A (en) 1996-04-19 2000-10-31 Amersham Pharmacia Biotech Uk Limited Squarate dyes and their use in fluorescent sequencing method
FR2751430B1 (fr) * 1996-07-16 1998-09-11 Aerospatiale Dispositif de suspension et de guidage en translation pour un appareil et appareil equipe d'un tel dispositif
US5846737A (en) * 1996-07-26 1998-12-08 Molecular Probes, Inc. Conjugates of sulforhodamine fluorophores with enhanced fluorescence
US5830912A (en) 1996-11-15 1998-11-03 Molecular Probes, Inc. Derivatives of 6,8-difluoro-7-hydroxycoumarin
US5696157A (en) 1996-11-15 1997-12-09 Molecular Probes, Inc. Sulfonated derivatives of 7-aminocoumarin
AU747242B2 (en) 1997-01-08 2002-05-09 Proligo Llc Bioconjugation of macromolecules
US5948386A (en) * 1997-03-14 1999-09-07 The Curators Of The University Of Missouri Conjugate and method for forming aminomethyl phosphorus conjugates
US5877310A (en) * 1997-04-25 1999-03-02 Carnegie Mellon University Glycoconjugated fluorescent labeling reagents
US5773236A (en) * 1997-04-25 1998-06-30 Molecule Probes, Inc. Assay for glutathiane transferase using polyhaloaryl-substituted reporter molecules
US6075134A (en) * 1997-05-15 2000-06-13 The Regents Of The University Of California Glycoconjugates and methods
DK1009759T3 (da) 1997-09-05 2008-08-04 Altus Pharmaceuticals Inc Carbohydrat-tværbundne glycoproteinkrystaller
US6130101A (en) 1997-09-23 2000-10-10 Molecular Probes, Inc. Sulfonated xanthene derivatives
US6861254B1 (en) * 1997-10-24 2005-03-01 Massachusetts Institute Of Technology Heparan sulfate D-glucosaminyl 3-O-sulfotransferases, and uses therefor
US6133445A (en) 1997-12-17 2000-10-17 Carnegie Mellon University Rigidized trimethine cyanine dyes
US7427678B2 (en) * 1998-01-08 2008-09-23 Sigma-Aldrich Co. Method for immobilizing oligonucleotides employing the cycloaddition bioconjugation method
EP1078023B1 (en) 1998-04-08 2011-01-05 Corporation Luminex Luminescent compounds
US6002003A (en) 1998-04-14 1999-12-14 Beckman Instruments, Inc. Cyanine dye activating group with improved coupling selectivity
JP3983404B2 (ja) * 1999-01-13 2007-09-26 本田技研工業株式会社 レーダ搭載車両用ゲート
US6664047B1 (en) * 1999-04-30 2003-12-16 Molecular Probes, Inc. Aza-benzazolium containing cyanine dyes
EP1065250B1 (en) 1999-07-02 2004-12-08 Visen Medical, Inc. New fluorescent cyanine labels containing a sulfamido linker arm
ATE296828T1 (de) 1999-09-20 2005-06-15 Fuji Photo Film Co Ltd Verbindungen zur floureszenz-kennzeichnung
WO2001068565A2 (en) 2000-03-16 2001-09-20 The Regents Of The University Of California Chemoselective ligation by use of a phosphine
AU7918501A (en) * 2000-08-04 2002-02-18 Molecular Probes Inc Derivatives of 1,2-dihydro-7-hydroxyquinolines containing fused rings
WO2002026891A1 (en) * 2000-09-29 2002-04-04 Molecular Probes, Inc. Modified carbocyanine dyes and their conjugates
US6664079B2 (en) 2000-10-06 2003-12-16 The Trustees Of Columbia University In The City Of New York Massive parallel method for decoding DNA and RNA
CN2445326Y (zh) * 2000-10-09 2001-08-29 刘永详 测定被糖化蛋白的免疫分析装置
RU2321630C2 (ru) 2001-08-03 2008-04-10 Гликарт Биотекнолоджи АГ Гликозилированные антитела (варианты), обладающие повышенной антителозависимой клеточной цитотоксичностью
US6406926B1 (en) 2001-08-15 2002-06-18 Motorola, Inc. Method of forming a vacuum micro-electronic device
FI20011671A (fi) 2001-08-20 2003-02-21 Carbion Oy Tuumorispesifiset oligosakkaridisekvenssit ja niiden käyttö
DK1578771T3 (da) 2001-10-10 2013-06-10 Novo Nordisk As Remodellering og glycokonjugering af peptider
US7265085B2 (en) * 2001-10-10 2007-09-04 Neose Technologies, Inc. Glycoconjugation methods and proteins/peptides produced by the methods
US7214660B2 (en) 2001-10-10 2007-05-08 Neose Technologies, Inc. Erythropoietin: remodeling and glycoconjugation of erythropoietin
US8323903B2 (en) * 2001-10-12 2012-12-04 Life Technologies Corporation Antibody complexes and methods for immunolabeling
AU2002351199A1 (en) 2001-11-28 2003-06-10 Neose Technologies, Inc. Glycoprotein remodeling using endoglycanases
CA2467509A1 (en) * 2001-12-14 2003-06-26 Eli Lilly And Company Recombinant bovine thrombin
WO2003083066A2 (en) * 2002-03-27 2003-10-09 Immunex Corporation Methods for increasing polypeptide production
CN1671673B (zh) * 2002-05-30 2010-05-26 斯克里普斯研究学院 铜催化的叠氮化物和乙炔的连接
ES2524767T3 (es) * 2002-06-14 2014-12-12 Immunomedics, Inc. Anticuerpo monoclonal humanizado HPAM4
DK3363809T3 (da) 2002-08-23 2020-05-04 Illumina Cambridge Ltd Modificerede nukleotider til polynukleotidsekvensering
US7052843B2 (en) * 2002-10-08 2006-05-30 New York University Transcription-based assay for identification of post-translational modification and its application in proteomics
AU2003297859A1 (en) * 2002-12-13 2004-07-09 The Trustees Of Columbia University In The City Of New York Biomolecular coupling methods using 1,3-dipolar cycloaddition chemistry
AU2004204463B2 (en) 2003-01-10 2009-02-12 Government Of The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services National Institutes Of Health Catalytic domains of beta(1,4)-galactosyltransferase I having altered donor and acceptor specificities, domains that promote in vitro protein folding, and methods for their use
US7432372B2 (en) 2003-10-31 2008-10-07 Invitrogen Corporation Fluorinated resorufin compounds and their application
SG10202008722QA (en) 2003-11-05 2020-10-29 Roche Glycart Ag Cd20 antibodies with increased fc receptor binding affinity and effector function
US20060263886A1 (en) 2003-11-14 2006-11-23 Eric Peters Fluorous labeling for selective processing of biologically-derived samples
US7070941B2 (en) * 2003-11-17 2006-07-04 Board Of Regents, The University Of Texas System Methods and compositions for tagging via azido substrates
US7332355B2 (en) * 2003-11-18 2008-02-19 California Institute Of Technology Method and compositions for the detection of protein glycosylation
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
ATE405831T1 (de) 2004-02-10 2008-09-15 Korea Basic Science Inst Methode zur analyse phosphorylierter stellen und selektives markierungsmittel
US7622279B2 (en) 2004-03-03 2009-11-24 The Trustees Of Columbia University In The City Of New York Photocleavable fluorescent nucleotides for DNA sequencing on chip constructed by site-specific coupling chemistry
JP4601060B2 (ja) 2004-03-30 2010-12-22 ヤマサ醤油株式会社 アジド化アミノ糖ヌクレオチド及びその応用
US20080108557A1 (en) * 2004-09-29 2008-05-08 Novo Nordisk Healthcare A/G Modified Proteins
EP1809339A2 (en) 2004-10-07 2007-07-25 Koninklijke Philips Electronics N.V. Compounds, kits and methods for use in medical imaging
US20060147963A1 (en) * 2004-12-30 2006-07-06 Affymetrix, Inc. Detection of polynucleotides on nucleic acid arrays using azido-modified triphosphate nucleotide analogs
SI1877415T1 (sl) * 2005-05-02 2011-01-31 Baseclick Gmbh Nove označevalne strategije za senzitivno detekcijo analitov
WO2007050811A2 (en) * 2005-10-27 2007-05-03 The President And Fellows Of Harvard College Methods and compositions for labeling nucleic acids
US8114636B2 (en) * 2006-02-10 2012-02-14 Life Technologies Corporation Labeling and detection of nucleic acids
DK1991273T4 (da) 2006-02-10 2022-02-07 Life Technologies Corp Mærkning og påvisning af post-translationelt modificerede proteiner
IT1395574B1 (it) 2009-09-14 2012-10-16 Guala Dispensing Spa Dispositivo di erogazione
PT3134520T (pt) 2015-04-23 2018-03-26 Synaffix Bv Resumo
KR20210157943A (ko) 2020-06-22 2021-12-30 현대자동차주식회사 자율주행 차량용 통합조작장치
US11820402B2 (en) 2020-07-02 2023-11-21 Qualcomm Incorporated Motion sickness detection system for autonomous vehicles

Also Published As

Publication number Publication date
US20070249014A1 (en) 2007-10-25
EP1987068B1 (en) 2018-08-08
EP2623610B1 (en) 2015-04-29
EP3438131A1 (en) 2019-02-06
EP1987068A1 (en) 2008-11-05
DK3438131T3 (da) 2022-04-11
EP2623986A3 (en) 2013-08-28
EP2623609A2 (en) 2013-08-07
WO2008029281A3 (en) 2009-09-11
EP1991273A2 (en) 2008-11-19
EP2623986B1 (en) 2017-06-14
JP2009528988A (ja) 2009-08-13
US20140377837A1 (en) 2014-12-25
EP1991273B2 (en) 2022-01-05
US8716033B2 (en) 2014-05-06
US20140206848A1 (en) 2014-07-24
JP6646537B2 (ja) 2020-02-14
WO2008029281A2 (en) 2008-03-13
EP2623609A3 (en) 2013-08-28
US9645140B2 (en) 2017-05-09
DK1991273T4 (da) 2022-02-07
JP2018158943A (ja) 2018-10-11
JP2016190863A (ja) 2016-11-10
US10676771B2 (en) 2020-06-09
US20150051096A1 (en) 2015-02-19
EP1991273A4 (en) 2010-09-22
US8785212B2 (en) 2014-07-22
EP4092418A1 (en) 2022-11-23
EP2623986A2 (en) 2013-08-07
US20070190597A1 (en) 2007-08-16
DK1991273T3 (da) 2013-09-08
WO2007095506A1 (en) 2007-08-23
EP3438131B1 (en) 2022-03-16
JP2015044828A (ja) 2015-03-12
US20110207171A1 (en) 2011-08-25
EP1987068A4 (en) 2012-12-26
EP1991273B1 (en) 2013-07-03
EP2623610A2 (en) 2013-08-07
US20170362624A1 (en) 2017-12-21
WO2007095506A8 (en) 2007-11-01
US20200216871A1 (en) 2020-07-09
US20120301894A1 (en) 2012-11-29
US20170166943A1 (en) 2017-06-15
EP2623610A3 (en) 2013-09-04
EP2623609B1 (en) 2017-01-04

Similar Documents

Publication Publication Date Title
US10676771B2 (en) Oligosaccharide modification and labeling of proteins
US8323903B2 (en) Antibody complexes and methods for immunolabeling
JP2013056934A (ja) オリゴ糖によるタンパク質の修飾及び標識方法
JP2013056934A6 (ja) オリゴ糖によるタンパク質の修飾及び標識方法
US8535894B2 (en) Antibody complexes and methods for immunolabeling
JP2009531289A6 (ja) オリゴ糖によるタンパク質の修飾及び標識方法
AU2002332013A1 (en) Antibody complexes and methods for immunolabeling