JP4824147B2 - 新規な親和性リガンド類およびそれらの用途 - Google Patents
新規な親和性リガンド類およびそれらの用途 Download PDFInfo
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- JP4824147B2 JP4824147B2 JP51233597A JP51233597A JP4824147B2 JP 4824147 B2 JP4824147 B2 JP 4824147B2 JP 51233597 A JP51233597 A JP 51233597A JP 51233597 A JP51233597 A JP 51233597A JP 4824147 B2 JP4824147 B2 JP 4824147B2
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- 239000003446 ligand Substances 0.000 title claims abstract description 134
- 239000011159 matrix material Substances 0.000 claims abstract description 149
- 102000004877 Insulin Human genes 0.000 claims abstract description 35
- 108090001061 Insulin Proteins 0.000 claims abstract description 35
- 239000002243 precursor Substances 0.000 claims abstract description 34
- 238000000746 purification Methods 0.000 claims abstract description 33
- 108060003951 Immunoglobulin Proteins 0.000 claims abstract description 24
- 102000018358 immunoglobulin Human genes 0.000 claims abstract description 24
- 239000000463 material Substances 0.000 claims abstract description 20
- 239000012634 fragment Substances 0.000 claims abstract description 16
- 229940072221 immunoglobulins Drugs 0.000 claims abstract description 12
- 239000004026 insulin derivative Substances 0.000 claims abstract description 8
- 125000006850 spacer group Chemical group 0.000 claims abstract description 8
- 102000002265 Human Growth Hormone Human genes 0.000 claims abstract description 5
- 108010000521 Human Growth Hormone Proteins 0.000 claims abstract description 5
- 239000000854 Human Growth Hormone Substances 0.000 claims abstract description 5
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims description 78
- 238000000034 method Methods 0.000 claims description 61
- 125000004432 carbon atom Chemical group C* 0.000 claims description 49
- 102000004169 proteins and genes Human genes 0.000 claims description 48
- 108090000623 proteins and genes Proteins 0.000 claims description 48
- 229940125396 insulin Drugs 0.000 claims description 42
- -1 Factor VII Proteins 0.000 claims description 40
- 150000001875 compounds Chemical class 0.000 claims description 39
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 31
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 31
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 26
- 230000027455 binding Effects 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 229940027941 immunoglobulin g Drugs 0.000 claims description 20
- 125000001624 naphthyl group Chemical group 0.000 claims description 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 20
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 19
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 18
- 229910052717 sulfur Inorganic materials 0.000 claims description 16
- 125000004434 sulfur atom Chemical group 0.000 claims description 16
- 239000000377 silicon dioxide Substances 0.000 claims description 15
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- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 12
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- 229910044991 metal oxide Inorganic materials 0.000 claims description 9
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- 238000010828 elution Methods 0.000 claims description 8
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- 125000005843 halogen group Chemical group 0.000 claims description 6
- 229940099472 immunoglobulin a Drugs 0.000 claims description 6
- JWYUFVNJZUSCSM-UHFFFAOYSA-N 2-aminobenzimidazole Chemical compound C1=CC=C2NC(N)=NC2=C1 JWYUFVNJZUSCSM-UHFFFAOYSA-N 0.000 claims description 4
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 claims description 4
- 150000002391 heterocyclic compounds Chemical class 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000004593 Epoxy Substances 0.000 claims description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 3
- 229920002401 polyacrylamide Polymers 0.000 claims description 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 2
- CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 claims description 2
- XFXOLBNQYFRSLQ-UHFFFAOYSA-N 3-amino-2-naphthoic acid Chemical compound C1=CC=C2C=C(C(O)=O)C(N)=CC2=C1 XFXOLBNQYFRSLQ-UHFFFAOYSA-N 0.000 claims description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 2
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- 239000002131 composite material Substances 0.000 claims description 2
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- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 claims description 2
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 claims description 2
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 claims description 2
- UYWWLYCGNNCLKE-UHFFFAOYSA-N 2-pyridin-4-yl-1h-benzimidazole Chemical group N=1C2=CC=CC=C2NC=1C1=CC=NC=C1 UYWWLYCGNNCLKE-UHFFFAOYSA-N 0.000 claims 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 5
- 125000002947 alkylene group Chemical group 0.000 claims 3
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 2
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims 2
- 238000003795 desorption Methods 0.000 claims 1
- 229940099816 human factor vii Drugs 0.000 claims 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims 1
- DOKHEARVIDLSFF-UHFFFAOYSA-N prop-1-en-1-ol Chemical group CC=CO DOKHEARVIDLSFF-UHFFFAOYSA-N 0.000 claims 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims 1
- 229940068953 recombinant fviia Drugs 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 11
- 102100023804 Coagulation factor VII Human genes 0.000 abstract description 5
- 108010023321 Factor VII Proteins 0.000 abstract description 5
- 229940012413 factor vii Drugs 0.000 abstract description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 99
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 57
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 51
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 42
- 239000000243 solution Substances 0.000 description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 30
- 238000004458 analytical method Methods 0.000 description 29
- 238000004007 reversed phase HPLC Methods 0.000 description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 21
- 239000000203 mixture Substances 0.000 description 17
- 238000001042 affinity chromatography Methods 0.000 description 16
- 239000001508 potassium citrate Substances 0.000 description 16
- 229960002635 potassium citrate Drugs 0.000 description 16
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 description 16
- 235000011082 potassium citrates Nutrition 0.000 description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
- 125000003277 amino group Chemical group 0.000 description 15
- 239000000872 buffer Substances 0.000 description 13
- 239000000725 suspension Substances 0.000 description 13
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 12
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- 125000001424 substituent group Chemical group 0.000 description 11
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 229940038514 recombinant coagulation factor viia Drugs 0.000 description 9
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 8
- 101000976075 Homo sapiens Insulin Proteins 0.000 description 8
- 238000004587 chromatography analysis Methods 0.000 description 8
- PBGKTOXHQIOBKM-FHFVDXKLSA-N insulin (human) Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]1CSSC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3C=CC(O)=CC=3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3NC=NC=3)NC(=O)[C@H](CO)NC(=O)CNC1=O)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)C(=O)N[C@@H](CC(N)=O)C(O)=O)=O)CSSC[C@@H](C(N2)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CN)[C@@H](C)CC)[C@@H](C)CC)[C@@H](C)O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)CC=1C=CC=CC=1)C(C)C)C1=CN=CN1 PBGKTOXHQIOBKM-FHFVDXKLSA-N 0.000 description 8
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- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 6
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 6
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- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- 229940038773 trisodium citrate Drugs 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
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- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
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- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
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- C07D251/40—Nitrogen atoms
- C07D251/48—Two nitrogen atoms
- C07D251/50—Two nitrogen atoms with a halogen atom attached to the third ring carbon atom
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
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- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
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- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/70—Other substituted melamines
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/575—Hormones
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- G—PHYSICS
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- 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
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- 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
- G01N33/74—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving hormones or other non-cytokine intercellular protein regulatory factors such as growth factors, including receptors to hormones and growth factors
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Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Analytical Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- General Health & Medical Sciences (AREA)
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- Medicinal Chemistry (AREA)
- Cell Biology (AREA)
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- Food Science & Technology (AREA)
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- Biotechnology (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Endocrinology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Toxicology (AREA)
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- Inorganic Chemistry (AREA)
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- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Peptides Or Proteins (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9519197.9 | 1995-09-20 | ||
| GBGB9519197.9A GB9519197D0 (en) | 1995-09-20 | 1995-09-20 | Novel affinity ligands and their use |
| PCT/DK1996/000399 WO1997010887A1 (en) | 1995-09-20 | 1996-09-19 | Novel affinity ligands and their use |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JPH11512442A JPH11512442A (ja) | 1999-10-26 |
| JPH11512442A5 JPH11512442A5 (OSRAM) | 2004-09-30 |
| JP4824147B2 true JP4824147B2 (ja) | 2011-11-30 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP51233597A Expired - Lifetime JP4824147B2 (ja) | 1995-09-20 | 1996-09-19 | 新規な親和性リガンド類およびそれらの用途 |
Country Status (16)
| Country | Link |
|---|---|
| EP (1) | EP0959975B1 (OSRAM) |
| JP (1) | JP4824147B2 (OSRAM) |
| KR (1) | KR100537386B1 (OSRAM) |
| CN (1) | CN1089617C (OSRAM) |
| AR (1) | AR003634A1 (OSRAM) |
| AT (1) | ATE285827T1 (OSRAM) |
| AU (1) | AU702901B2 (OSRAM) |
| CA (1) | CA2232626C (OSRAM) |
| DE (1) | DE69634142T2 (OSRAM) |
| DK (1) | DK0959975T3 (OSRAM) |
| ES (1) | ES2236748T3 (OSRAM) |
| GB (1) | GB9519197D0 (OSRAM) |
| MY (1) | MY127957A (OSRAM) |
| RU (1) | RU2175261C2 (OSRAM) |
| WO (1) | WO1997010887A1 (OSRAM) |
| ZA (1) | ZA967917B (OSRAM) |
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| US5760187A (en) * | 1996-02-22 | 1998-06-02 | Mitsui Toatsu Chemicals, Inc. | Purification process of a human growth hormone |
| CA2876986C (en) * | 1996-08-30 | 2017-08-29 | Dpx Holdings B.V. | Isolation of immunoglobulins |
| EP0945447A1 (en) * | 1998-03-27 | 1999-09-29 | Janssen Pharmaceutica N.V. | Trisubstituted 1,3,5-triazine derivatives for treatment of HIV infections |
| GB9910807D0 (en) | 1999-05-10 | 1999-07-07 | Prometic Biosciences Limited | Novel detoxification agents and their use |
| SK285240B6 (sk) | 1999-09-24 | 2006-09-07 | Janssen Pharmaceutica N. V. | Antivírusové prostriedky |
| US6153365A (en) | 1999-12-16 | 2000-11-28 | Eastman Kodak Company | Photographic processing compositions containing stain reducing agent |
| US6153364A (en) * | 1999-12-16 | 2000-11-28 | Eastman Kodak Company | Photographic processing methods using compositions containing stain reducing agent |
| CA2407276A1 (en) | 2000-04-28 | 2001-11-08 | Accurate Polymers, Ltd. | Simulated activity of protein a displayed by ligands attached to a cellulose bead surface |
| US6440651B1 (en) | 2000-10-05 | 2002-08-27 | Eastman Kodak Company | Concentrated photographic fixer additive and fixing compositions and method of photographic processing |
| US6288227B1 (en) * | 2000-10-05 | 2001-09-11 | Eastman Kodak Company | Solublized 2,6-dinaphthylaminotriazines |
| US6943162B2 (en) | 2001-01-26 | 2005-09-13 | Smithkline Beecham Corporation | Piperazinyltriazines as estrogen receptor modulators |
| US7173032B2 (en) * | 2001-09-21 | 2007-02-06 | Reddy Us Therapeutics, Inc. | Methods and compositions of novel triazine compounds |
| GB0224446D0 (en) * | 2002-10-21 | 2002-11-27 | Univ Cambridge Tech | Affinity adsorbents for immunoglobulins |
| GB0228724D0 (en) | 2002-12-09 | 2003-01-15 | Prometic Biosciences Ltd | Multidimensinal libraries |
| US7109040B2 (en) * | 2002-12-13 | 2006-09-19 | Agilent Technologies, Inc. | Modular isotope coding approach to proteomic analysis |
| US7700743B2 (en) | 2003-07-22 | 2010-04-20 | Millipore Corporation | Immobilised affinity medium and its use in separation |
| US7750129B2 (en) | 2004-02-27 | 2010-07-06 | Ge Healthcare Bio-Sciences Ab | Process for the purification of antibodies |
| SE0400501D0 (sv) * | 2004-02-27 | 2004-02-27 | Amersham Biosciences Ab | Antibody purification |
| SE0401665D0 (sv) * | 2004-06-24 | 2004-06-24 | Amersham Biosciences Ab | Purification of immunoglobulins |
| GB0416699D0 (en) * | 2004-07-27 | 2004-09-01 | Prometic Biosciences Ltd | Prion protein ligands and methods of use |
| AU2005279615A1 (en) * | 2004-09-03 | 2006-03-09 | Prometic Biosciences Inc. | 2,4,6-triamino-s-triazine-based compounds which bind to the tail (Fc) portion of immunoglobulins and their use |
| BRPI0518216C8 (pt) * | 2004-10-21 | 2017-03-21 | Ge Healthcare Bio Sciences Ab | ligante de cromatografia, métodos de preparação de uma matriz de separação, e de separação de um ou mais anticorpos de um ou mais outros compostos em uma amostra líquida, matriz de separação, e, coluna de cromatografia descartável. |
| WO2006067230A1 (en) | 2004-12-23 | 2006-06-29 | Novo Nordisk Health Care Ag | Reduction of the content of protein contaminants in compositions comprising a vitamin k-dependent protein of interest |
| AU2005318700B2 (en) * | 2004-12-23 | 2011-04-14 | Novo Nordisk A/S | Antibody binding affinity ligands |
| GB0509443D0 (en) * | 2005-05-09 | 2005-06-15 | Prometic Biosciences Ltd | Affinity adsorbents for factor VIII and von willebrand's factor |
| GB0509438D0 (en) * | 2005-05-09 | 2005-06-15 | Prometic Biosciences Ltd | Affinity adsorbets for fibrinogen |
| GB0509442D0 (en) * | 2005-05-09 | 2005-06-15 | Prometic Biosciences Ltd | Affinity adsorbents for fibrinogen |
| US8501939B2 (en) | 2005-06-10 | 2013-08-06 | Prometic Biosciences Limited | Triazines and pyrimidines as protein binding ligands |
| US20080220968A1 (en) * | 2005-07-05 | 2008-09-11 | Ge Healthcare Bio-Sciences Ab | [1, 2, 4] Triazolo [1, 5-A] Pyrimidine Derivatives as Chromatographic Adsorbent for the Selective Adsorption of Igg |
| GB0604236D0 (en) | 2006-03-02 | 2006-04-12 | Prometic Biosciences Ltd | Adsorbents for protein purification |
| ES2616982T3 (es) | 2007-03-28 | 2017-06-15 | Patheon Holdings I B.V. | Columna de lecho expandido y cromatografía desechable |
| CN101679321B (zh) * | 2007-04-30 | 2012-10-03 | 普罗米蒂克生物科学公司 | 三嗪衍生物、含所述衍生物的组合物以及所述衍生物在制备用于治疗癌症和自身免疫性疾病药物中的应用 |
| GB0808908D0 (en) * | 2008-05-16 | 2008-06-25 | Avecia Biolog Ltd | Purification process |
| ES2645689T5 (en) | 2008-05-21 | 2025-06-24 | Takeda Pharmaceuticals Co | Phosphorous derivatives as kinase inhibitors |
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| CN102216325A (zh) * | 2008-11-13 | 2011-10-12 | 诺沃-诺迪斯克有限公司 | 使用包括特异性配体的亲和树脂用于纯化人生长激素多肽的方法 |
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| EP2427489B1 (en) * | 2009-05-07 | 2015-04-22 | Novozymes Biopharma DK A/S | Method of controlling o-linked glycosylation of antibodies |
| CN102498110A (zh) | 2009-06-10 | 2012-06-13 | 雅培制药有限公司 | 作为激酶抑制剂的2-(lh-吡唑-4-基氨基)-嘧啶 |
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| US8952150B2 (en) | 2009-09-23 | 2015-02-10 | Albert Einstein College Of Medicine Of Yeshiva University | Prostaglandin transporter inhibitors and uses thereof |
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| GB2513405A (en) | 2013-04-26 | 2014-10-29 | Adc Biotechnology Ltd | Method of synthesising ADCs using affinity resins |
| CN104148018B (zh) * | 2013-05-14 | 2018-04-20 | 上海亨臻实业有限公司 | 抗体亲和纯化材料及其用途 |
| EP2918641A1 (en) | 2014-03-13 | 2015-09-16 | Basf Se | Method for purification of antibodies, antibody fragments or engineered variants thereof using specific anthraquinone dye-ligand structures |
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| GB201419185D0 (en) | 2014-10-28 | 2014-12-10 | Adc Biotechnology Ltd | Method of synthesising ADCs using affinity resin |
| RU2627849C1 (ru) * | 2016-07-22 | 2017-08-14 | Игорь Анатольевич Мнушкин | Способ разделения газового потока на отдельные компоненты или фракции |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| DE3726019A1 (de) * | 1987-08-05 | 1989-02-16 | Boehringer Mannheim Gmbh | Verfahren zur abtrennung und reinigung von t-pa |
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- 1996-09-19 EP EP96930037A patent/EP0959975B1/en not_active Expired - Lifetime
- 1996-09-19 AU AU69242/96A patent/AU702901B2/en not_active Expired
- 1996-09-19 CN CN96197849A patent/CN1089617C/zh not_active Expired - Lifetime
- 1996-09-19 RU RU98107896/12A patent/RU2175261C2/ru not_active IP Right Cessation
- 1996-09-19 KR KR1019980702097A patent/KR100537386B1/ko not_active Expired - Fee Related
- 1996-09-19 DK DK96930037T patent/DK0959975T3/da active
- 1996-09-19 WO PCT/DK1996/000399 patent/WO1997010887A1/en not_active Ceased
- 1996-09-19 ZA ZA967917A patent/ZA967917B/xx unknown
- 1996-09-19 AT AT96930037T patent/ATE285827T1/de active
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Also Published As
| Publication number | Publication date |
|---|---|
| EP0959975B1 (en) | 2004-12-29 |
| AU6924296A (en) | 1997-04-09 |
| MY127957A (en) | 2007-01-31 |
| DK0959975T3 (da) | 2005-05-09 |
| ATE285827T1 (de) | 2005-01-15 |
| CN1200680A (zh) | 1998-12-02 |
| CN1089617C (zh) | 2002-08-28 |
| CA2232626C (en) | 2011-11-29 |
| AU702901B2 (en) | 1999-03-11 |
| AR003634A1 (es) | 1998-08-05 |
| JPH11512442A (ja) | 1999-10-26 |
| GB9519197D0 (en) | 1995-11-22 |
| KR19990063645A (ko) | 1999-07-26 |
| RU2175261C2 (ru) | 2001-10-27 |
| WO1997010887A1 (en) | 1997-03-27 |
| EP0959975A1 (en) | 1999-12-01 |
| DE69634142T2 (de) | 2005-12-29 |
| CA2232626A1 (en) | 1997-03-27 |
| ES2236748T3 (es) | 2005-07-16 |
| KR100537386B1 (ko) | 2006-04-21 |
| ZA967917B (en) | 1997-03-20 |
| DE69634142D1 (de) | 2005-02-03 |
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