WO2013190292A3 - Novel process for preparation of antibody conjugates and novel antibody conjugates - Google Patents

Novel process for preparation of antibody conjugates and novel antibody conjugates Download PDF

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Publication number
WO2013190292A3
WO2013190292A3 PCT/GB2013/051593 GB2013051593W WO2013190292A3 WO 2013190292 A3 WO2013190292 A3 WO 2013190292A3 GB 2013051593 W GB2013051593 W GB 2013051593W WO 2013190292 A3 WO2013190292 A3 WO 2013190292A3
Authority
WO
WIPO (PCT)
Prior art keywords
antibody conjugates
novel
preparation
disulfide bond
novel process
Prior art date
Application number
PCT/GB2013/051593
Other languages
French (fr)
Other versions
WO2013190292A2 (en
Inventor
John Burt
Antony Godwin
George Badescu
Original Assignee
Polytherics Limited
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
Priority claimed from GBGB1210838.7A external-priority patent/GB201210838D0/en
Priority claimed from GB201306706A external-priority patent/GB201306706D0/en
Priority to EP13731444.9A priority Critical patent/EP2861261A2/en
Priority to AU2013279099A priority patent/AU2013279099A1/en
Priority to CN201380032701.7A priority patent/CN104379178A/en
Priority to IN10428DEN2014 priority patent/IN2014DN10428A/en
Application filed by Polytherics Limited filed Critical Polytherics Limited
Priority to JP2015517843A priority patent/JP2015521615A/en
Priority to MX2014015682A priority patent/MX2014015682A/en
Priority to US14/407,859 priority patent/US20150125473A1/en
Priority to RU2015101333A priority patent/RU2015101333A/en
Priority to SG11201407600UA priority patent/SG11201407600UA/en
Priority to KR20157001179A priority patent/KR20150023027A/en
Priority to CA 2876365 priority patent/CA2876365A1/en
Priority to BR112014031613A priority patent/BR112014031613A2/en
Priority to CN201380055880.6A priority patent/CN104870021B/en
Priority to IN2349DEN2015 priority patent/IN2015DN02349A/en
Priority to BR112015008376A priority patent/BR112015008376A2/en
Priority to AU2013336409A priority patent/AU2013336409B2/en
Priority to RU2015119561A priority patent/RU2015119561A/en
Priority to CA2884299A priority patent/CA2884299A1/en
Priority to US14/437,537 priority patent/US20150290342A1/en
Priority to EP16203350.0A priority patent/EP3159013A1/en
Priority to PCT/GB2013/052661 priority patent/WO2014064423A1/en
Priority to MX2015005122A priority patent/MX2015005122A/en
Priority to SG11201501618WA priority patent/SG11201501618WA/en
Priority to ES13786530.9T priority patent/ES2623209T3/en
Priority to EP13786530.9A priority patent/EP2911700B1/en
Priority to MYPI2015701285A priority patent/MY169147A/en
Priority to KR1020157011427A priority patent/KR102209395B1/en
Priority to DK13786530.9T priority patent/DK2911700T5/en
Priority to JP2015538560A priority patent/JP6328648B2/en
Publication of WO2013190292A2 publication Critical patent/WO2013190292A2/en
Publication of WO2013190292A3 publication Critical patent/WO2013190292A3/en
Priority to IL235646A priority patent/IL235646A0/en
Priority to ZA2014/08916A priority patent/ZA201408916B/en
Priority to ZA2015/01642A priority patent/ZA201501642B/en
Priority to IL237672A priority patent/IL237672B/en
Priority to HK15105477.4A priority patent/HK1204924A1/en
Priority to HK15108932.7A priority patent/HK1208187A1/en
Priority to US17/477,565 priority patent/US20220062436A1/en

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal 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
    • A61K47/51—Medicinal 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
    • A61K47/68—Medicinal 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 antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment
    • A61K47/6889—Conjugates wherein the antibody being the modifying agent and wherein the linker, binder or spacer confers particular properties to the conjugates, e.g. peptidic enzyme-labile linkers or acid-labile linkers, providing for an acid-labile immuno conjugate wherein the drug may be released from its antibody conjugated part in an acidic, e.g. tumoural or environment
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K16/00—Immunoglobulins [IGs], e.g. monoclonal or polyclonal antibodies
    • C07K16/18—Immunoglobulins [IGs], e.g. monoclonal or polyclonal antibodies against material from animals or humans
    • C07K16/28—Immunoglobulins [IGs], e.g. monoclonal or polyclonal antibodies against material from animals or humans against receptors, cell surface antigens or cell surface determinants
    • C07K16/2863—Immunoglobulins [IGs], e.g. monoclonal or polyclonal antibodies against material from animals or humans against receptors, cell surface antigens or cell surface determinants against receptors for growth factors, growth regulators
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal 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
    • A61K47/51—Medicinal 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
    • A61K47/68—Medicinal 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 antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment
    • A61K47/6835—Medicinal 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 antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment the modifying agent being an antibody or an immunoglobulin bearing at least one antigen-binding site
    • A61K47/6851—Medicinal 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 antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment the modifying agent being an antibody or an immunoglobulin bearing at least one antigen-binding site the antibody targeting a determinant of a tumour cell
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
    • A61K38/06—Tripeptides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal 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
    • A61K47/51—Medicinal 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
    • A61K47/68—Medicinal 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 antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment
    • A61K47/6801—Drug-antibody or immunoglobulin conjugates defined by the pharmacologically or therapeutically active agent
    • A61K47/6803—Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates
    • A61K47/68031—Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates the drug being an auristatin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal 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
    • A61K47/51—Medicinal 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
    • A61K47/68—Medicinal 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 antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment
    • A61K47/6801—Drug-antibody or immunoglobulin conjugates defined by the pharmacologically or therapeutically active agent
    • A61K47/6803—Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates
    • A61K47/6811—Drugs conjugated to an antibody or immunoglobulin, e.g. cisplatin-antibody conjugates the drug being a protein or peptide, e.g. transferrin or bleomycin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50—Medicinal 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
    • A61K47/51—Medicinal 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
    • A61K47/68—Medicinal 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 antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment
    • A61K47/6835—Medicinal 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 antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment the modifying agent being an antibody or an immunoglobulin bearing at least one antigen-binding site
    • A61K47/6871—Medicinal 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 antibody, an immunoglobulin or a fragment thereof, e.g. an Fc-fragment the modifying agent being an antibody or an immunoglobulin bearing at least one antigen-binding site the antibody targeting an enzyme
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K16/00—Immunoglobulins [IGs], e.g. monoclonal or polyclonal antibodies
    • C07K16/18—Immunoglobulins [IGs], e.g. monoclonal or polyclonal antibodies against material from animals or humans
    • C07K16/32—Immunoglobulins [IGs], e.g. monoclonal or polyclonal antibodies against material from animals or humans against translation products of oncogenes
    • 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
    • C07K2317/53—Hinge

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Immunology (AREA)
  • Medicinal Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Chemistry (AREA)
  • Epidemiology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Oncology (AREA)
  • Cell Biology (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Medicinal Preparation (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

The present invention concerns a process for the preparation of an antibody conjugate comprising the step of reacting an engineered antibody having a single inter-heavy chain disulfide bond with a conjugating reagent that forms a bridge between the two cysteine residues derived from the disulfide bond.
PCT/GB2013/051593 2012-06-19 2013-06-19 Novel process for preparation of antibody conjugates and novel antibody conjugates WO2013190292A2 (en)

Priority Applications (36)

Application Number Priority Date Filing Date Title
BR112014031613A BR112014031613A2 (en) 2012-06-19 2013-06-19 process for preparing antibody conjugates and antibody conjugates
CA 2876365 CA2876365A1 (en) 2012-06-19 2013-06-19 Novel process for preparation of antibody conjugates and novel antibody conjugates
AU2013279099A AU2013279099A1 (en) 2012-06-19 2013-06-19 Novel process for preparation of antibody conjugates and novel antibody conjugates
CN201380032701.7A CN104379178A (en) 2012-06-19 2013-06-19 Novel process for preparation of antibody conjugates and novel antibody conjugates
IN10428DEN2014 IN2014DN10428A (en) 2012-06-19 2013-06-19
EP13731444.9A EP2861261A2 (en) 2012-06-19 2013-06-19 Process for preparation of antibody conjugates and antibody conjugates
JP2015517843A JP2015521615A (en) 2012-06-19 2013-06-19 Novel method for the preparation of antibody conjugates and novel antibody conjugates
MX2014015682A MX2014015682A (en) 2012-06-19 2013-06-19 Novel process for preparation of antibody conjugates and novel antibody conjugates.
US14/407,859 US20150125473A1 (en) 2012-06-19 2013-06-19 Novel process for preparation of antibody conjugates and novel antibody conjugates
RU2015101333A RU2015101333A (en) 2012-06-19 2013-06-19 A NEW METHOD FOR OBTAINING ANTIBODIES CONJUGATES AND NEW ANTIBODIES CONJUGATES
SG11201407600UA SG11201407600UA (en) 2012-06-19 2013-06-19 Novel process for preparation of antibody conjugates and novel antibody conjugates
KR20157001179A KR20150023027A (en) 2012-06-19 2013-06-19 Novel Process for Preparation of Antibody Conjugates and Novel Antibody Conjugates
DK13786530.9T DK2911700T5 (en) 2012-10-24 2013-10-11 The drug-protein conjugates
JP2015538560A JP6328648B2 (en) 2012-10-24 2013-10-11 Novel drug-protein conjugates
CA2884299A CA2884299A1 (en) 2012-10-24 2013-10-11 Novel drug-protein conjugates
MYPI2015701285A MY169147A (en) 2012-10-24 2013-10-11 Drug-protein conjugates
BR112015008376A BR112015008376A2 (en) 2012-10-24 2013-10-11 drug-protein conjugates
AU2013336409A AU2013336409B2 (en) 2012-10-24 2013-10-11 Drug-protein conjugates
RU2015119561A RU2015119561A (en) 2012-10-24 2013-10-11 NEW CONJUGATES MEDICINE-PROTEIN
CN201380055880.6A CN104870021B (en) 2012-10-24 2013-10-11 Pharmaceutical protein conjugate
US14/437,537 US20150290342A1 (en) 2012-10-24 2013-10-11 Drug-protein conjugates
EP16203350.0A EP3159013A1 (en) 2012-10-24 2013-10-11 Drug-protein conjugates
PCT/GB2013/052661 WO2014064423A1 (en) 2012-10-24 2013-10-11 Drug-protein conjugates
MX2015005122A MX2015005122A (en) 2012-10-24 2013-10-11 Drug-protein conjugates.
SG11201501618WA SG11201501618WA (en) 2012-10-24 2013-10-11 Drug-protein conjugates
ES13786530.9T ES2623209T3 (en) 2012-10-24 2013-10-11 Drug-protein conjugates
EP13786530.9A EP2911700B1 (en) 2012-10-24 2013-10-11 Drug-protein conjugates
IN2349DEN2015 IN2015DN02349A (en) 2012-10-24 2013-10-11
KR1020157011427A KR102209395B1 (en) 2012-10-24 2013-10-11 Drug-protein conjugates
IL235646A IL235646A0 (en) 2012-06-19 2014-11-11 Novel process for preparation of antibody conjugates and novel antibody conjugates
ZA2014/08916A ZA201408916B (en) 2012-06-19 2014-12-04 Novel process for preparation of antibody conjugates and novel antibody conjugates
ZA2015/01642A ZA201501642B (en) 2012-10-24 2015-03-10 Drug-protein conjugates
IL237672A IL237672B (en) 2012-10-24 2015-03-11 Drug-protein conjugates
HK15105477.4A HK1204924A1 (en) 2012-06-19 2015-06-09 Process for preparation of antibody conjugates and antibody conjugates
HK15108932.7A HK1208187A1 (en) 2012-10-24 2015-09-11 Drug protein conjugates
US17/477,565 US20220062436A1 (en) 2012-10-24 2021-09-17 Drug-protein conjugates

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB1210838.7 2012-06-19
GBGB1210838.7A GB201210838D0 (en) 2012-06-19 2012-06-19 Novel process for preparation of antibody conjugates and novel antibody conjugates
GB1306706.1 2013-04-12
GB201306706A GB201306706D0 (en) 2013-04-12 2013-04-12 Novel process for preparation of antibody conjugates and novel antibody conjugates

Related Child Applications (2)

Application Number Title Priority Date Filing Date
PCT/GB2013/052661 Continuation-In-Part WO2014064423A1 (en) 2012-10-24 2013-10-11 Drug-protein conjugates
US14/437,537 Continuation-In-Part US20150290342A1 (en) 2012-10-24 2013-10-11 Drug-protein conjugates

Publications (2)

Publication Number Publication Date
WO2013190292A2 WO2013190292A2 (en) 2013-12-27
WO2013190292A3 true WO2013190292A3 (en) 2014-03-20

Family

ID=48699187

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2013/051593 WO2013190292A2 (en) 2012-06-19 2013-06-19 Novel process for preparation of antibody conjugates and novel antibody conjugates

Country Status (16)

Country Link
US (1) US20150125473A1 (en)
EP (1) EP2861261A2 (en)
JP (1) JP2015521615A (en)
KR (1) KR20150023027A (en)
CN (1) CN104379178A (en)
AU (1) AU2013279099A1 (en)
BR (1) BR112014031613A2 (en)
CA (1) CA2876365A1 (en)
HK (1) HK1204924A1 (en)
IL (1) IL235646A0 (en)
IN (1) IN2014DN10428A (en)
MX (1) MX2014015682A (en)
RU (1) RU2015101333A (en)
SG (1) SG11201407600UA (en)
WO (1) WO2013190292A2 (en)
ZA (1) ZA201408916B (en)

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MY169147A (en) * 2012-10-24 2019-02-18 Polytherics Ltd Drug-protein conjugates
BR112015022585B1 (en) 2013-03-15 2023-04-04 Regeneron Pharmaceuticals, Inc COMPOUND, PHARMACEUTICAL COMPOSITION, DRUG-ANTIBOD CONJUGATE, AND USE THEREOF
AU2014311361B2 (en) 2013-08-26 2018-11-29 Regeneron Pharmaceuticals, Inc. Pharmaceutical compositions comprising macrolide diastereomers, methods of their synthesis and therapeutic uses
US10406198B2 (en) 2014-05-23 2019-09-10 Novartis Ag Methods for making conjugates from disulfide-containing proteins
EP3148592A2 (en) * 2014-06-02 2017-04-05 Regeneron Pharmaceuticals, Inc. Antibody-drug conjugates, their preparation and their therapeutic use
CA2955007C (en) * 2014-07-24 2023-04-11 Genentech, Inc. Methods of conjugating an agent to a thiol moiety in a protein that contains at least one trisulfide bond
EP3218009B1 (en) 2014-10-14 2021-04-07 Polytherics Limited Process for the conjugation of a peptide or protein with a reagent comprising a leaving group including a portion of peg
US10077287B2 (en) 2014-11-10 2018-09-18 Bristol-Myers Squibb Company Tubulysin analogs and methods of making and use
MA40725A (en) * 2014-12-08 2017-10-18 Sorrento Therapeutics Inc ANTI-C-MET-DRUG ANTIBODY CONJUGATE
CA2973355A1 (en) 2015-01-14 2016-07-21 Bristol-Myers Squibb Company Heteroarylene-bridged benzodiazepine dimers, conjugates thereof, and methods of making and using
CN107667113B (en) * 2015-02-05 2022-05-03 埃博灵克斯股份有限公司 Cysteine-linked nanobody dimers engineered through the C-terminus
WO2017025458A1 (en) 2015-08-07 2017-02-16 Gamamabs Pharma Antibodies, antibody drug conjugates and methods of use
US10233212B2 (en) 2015-11-03 2019-03-19 Industrial Technology Research Institute Compounds, linker-drugs and ligand-drug conjugates
MA43094B1 (en) 2016-01-25 2020-10-28 Regeneron Pharma Maytansinoid derivatives, their conjugates, and methods of use
WO2017178828A1 (en) * 2016-04-14 2017-10-19 Polytherics Limited Conjugates and conjugating reagents comprising a linker that includes at least two (-ch2-ch2-0-) units in a ring
GB201614162D0 (en) * 2016-08-18 2016-10-05 Polytherics Ltd Antibodies, uses thereof and conjugates thereof
CA3041533A1 (en) * 2016-11-07 2018-05-11 Seattle Genetics, Inc. Distribution of engineered-cysteine caps
CN112020519A (en) * 2018-03-13 2020-12-01 酵活有限公司 anti-HER 2 biparatopic antibody-drug conjugates and methods of use
GB201820864D0 (en) * 2018-12-20 2019-02-06 J A Kemp Antibody-drug conjugates
CN113423730B (en) 2019-02-15 2024-01-05 上海药明合联生物技术有限公司 Method for preparing antibody-drug conjugates with improved homogeneity
US20220098242A1 (en) * 2020-02-26 2022-03-31 University Of Maryland, College Park Compositions and methods for mucosal vaccination against sars-cov-2
CN113164621B (en) * 2020-12-08 2022-02-18 和铂医药(上海)有限责任公司 Protein-drug conjugates and site-directed conjugation methods

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