JPS60155195A - 新規合成ペプチド、その製法及びそれを含む医薬 - Google Patents
新規合成ペプチド、その製法及びそれを含む医薬Info
- Publication number
- JPS60155195A JPS60155195A JP59180250A JP18025084A JPS60155195A JP S60155195 A JPS60155195 A JP S60155195A JP 59180250 A JP59180250 A JP 59180250A JP 18025084 A JP18025084 A JP 18025084A JP S60155195 A JPS60155195 A JP S60155195A
- Authority
- JP
- Japan
- Prior art keywords
- cholera
- amino acids
- chain
- peptide
- subunit
- Prior art date
- Legal status (The legal status 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 status listed.)
- Pending
Links
- 108090000765 processed proteins & peptides Proteins 0.000 title claims description 42
- 238000004519 manufacturing process Methods 0.000 title claims description 25
- 239000003814 drug Substances 0.000 title claims description 4
- 150000001413 amino acids Chemical class 0.000 claims description 39
- 206010008631 Cholera Diseases 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 16
- 210000002966 serum Anatomy 0.000 claims description 16
- 208000005577 Gastroenteritis Diseases 0.000 claims description 14
- 239000000032 diagnostic agent Substances 0.000 claims description 12
- 229940039227 diagnostic agent Drugs 0.000 claims description 12
- 208000015181 infectious disease Diseases 0.000 claims description 12
- 241000510930 Brachyspira pilosicoli Species 0.000 claims description 11
- 230000002458 infectious effect Effects 0.000 claims description 11
- 239000012071 phase Substances 0.000 claims description 10
- 125000000524 functional group Chemical group 0.000 claims description 8
- 102000004196 processed proteins & peptides Human genes 0.000 claims description 7
- 229920005989 resin Polymers 0.000 claims description 7
- 239000011347 resin Substances 0.000 claims description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000003223 protective agent Substances 0.000 claims description 6
- 238000003786 synthesis reaction Methods 0.000 claims description 6
- 231100000033 toxigenic Toxicity 0.000 claims description 6
- 230000001551 toxigenic effect Effects 0.000 claims description 6
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 4
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- 239000004480 active ingredient Substances 0.000 claims description 3
- GFFGJBXGBJISGV-UHFFFAOYSA-N adenyl group Chemical group N1=CN=C2N=CNC2=C1N GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
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- 125000004122 cyclic group Chemical group 0.000 claims description 3
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- 229940079593 drug Drugs 0.000 claims description 3
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- 244000000010 microbial pathogen Species 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 239000002808 molecular sieve Substances 0.000 claims description 3
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 229960005486 vaccine Drugs 0.000 claims description 3
- 241000894006 Bacteria Species 0.000 claims description 2
- 239000004472 Lysine Substances 0.000 claims description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 2
- 238000005903 acid hydrolysis reaction Methods 0.000 claims description 2
- 239000000470 constituent Substances 0.000 claims description 2
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- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical group C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 claims description 2
- 239000002773 nucleotide Substances 0.000 claims description 2
- 125000003729 nucleotide group Chemical group 0.000 claims description 2
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- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 2
- 239000007790 solid phase Substances 0.000 claims 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 1
- 102000017434 Torsin Human genes 0.000 claims 1
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- 108010091742 peptide F Proteins 0.000 claims 1
- RJSZPKZQGIKVAU-UXBJKDEOSA-N peptide f Chemical compound C([C@@H](C(=O)N[C@@H](CCSC)C(O)=O)NC(=O)CNC(=O)CNC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@H](CCC(O)=O)NC(=O)CNC(=O)CNC(=O)[C@H](CC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCSC)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCSC)NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)CNC(=O)CNC(=O)[C@@H](N)CC=1C=CC(O)=CC=1)C(C)C)C(C)C)C1=CC=CC=C1 RJSZPKZQGIKVAU-UXBJKDEOSA-N 0.000 claims 1
- 238000005498 polishing Methods 0.000 claims 1
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- 239000012634 fragment Substances 0.000 description 12
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- 238000002347 injection Methods 0.000 description 7
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- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
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- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
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- 102000004169 proteins and genes Human genes 0.000 description 3
- 239000004474 valine Substances 0.000 description 3
- IVOMOUWHDPKRLL-KQYNXXCUSA-N Cyclic adenosine monophosphate Chemical compound C([C@H]1O2)OP(O)(=O)O[C@H]1[C@@H](O)[C@@H]2N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-KQYNXXCUSA-N 0.000 description 2
- 206010012735 Diarrhoea Diseases 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 241000699670 Mus sp. Species 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- IVOMOUWHDPKRLL-UHFFFAOYSA-N UNPD107823 Natural products O1C2COP(O)(=O)OC2C(O)C1N1C(N=CN=C2N)=C2N=C1 IVOMOUWHDPKRLL-UHFFFAOYSA-N 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 210000004899 c-terminal region Anatomy 0.000 description 2
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- 239000003480 eluent Substances 0.000 description 2
- 230000002255 enzymatic effect Effects 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 230000001965 increasing effect Effects 0.000 description 2
- 238000001802 infusion Methods 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 230000010534 mechanism of action Effects 0.000 description 2
- 229920001184 polypeptide Polymers 0.000 description 2
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- 230000000717 retained effect Effects 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- 238000010532 solid phase synthesis reaction Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 230000000638 stimulation Effects 0.000 description 2
- 239000003053 toxin Substances 0.000 description 2
- 231100000765 toxin Toxicity 0.000 description 2
- SZXBQTSZISFIAO-ZETCQYMHSA-N (2s)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid Chemical compound CC(C)[C@@H](C(O)=O)NC(=O)OC(C)(C)C SZXBQTSZISFIAO-ZETCQYMHSA-N 0.000 description 1
- ZQXCQTAELHSNAT-UHFFFAOYSA-N 1-chloro-3-nitro-5-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(Cl)=CC(C(F)(F)F)=C1 ZQXCQTAELHSNAT-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- KYARBIJYVGJZLB-UHFFFAOYSA-N 7-amino-4-hydroxy-2-naphthalenesulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(N)=CC=C21 KYARBIJYVGJZLB-UHFFFAOYSA-N 0.000 description 1
- 208000010444 Acidosis Diseases 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 241001235572 Balantioides coli Species 0.000 description 1
- 238000011735 C3H mouse Methods 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 238000009007 Diagnostic Kit Methods 0.000 description 1
- 241000588722 Escherichia Species 0.000 description 1
- GVGLGOZIDCSQPN-PVHGPHFFSA-N Heroin Chemical compound O([C@H]1[C@H](C=C[C@H]23)OC(C)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4OC(C)=O GVGLGOZIDCSQPN-PVHGPHFFSA-N 0.000 description 1
- 101000701575 Homo sapiens Spartin Proteins 0.000 description 1
- 206010062023 Intestinal cyst Diseases 0.000 description 1
- 206010027417 Metabolic acidosis Diseases 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- 102100026459 POU domain, class 3, transcription factor 2 Human genes 0.000 description 1
- 101710133394 POU domain, class 3, transcription factor 2 Proteins 0.000 description 1
- 102100030537 Spartin Human genes 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 241000282898 Sus scrofa Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000000890 antigenic effect Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
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- 230000002183 duodenal effect Effects 0.000 description 1
- 210000000990 duodenal loop Anatomy 0.000 description 1
- 239000000147 enterotoxin Substances 0.000 description 1
- 231100000655 enterotoxin Toxicity 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000002270 gangliosides Chemical class 0.000 description 1
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- 210000002490 intestinal epithelial cell Anatomy 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000010255 intramuscular injection Methods 0.000 description 1
- 239000007927 intramuscular injection Substances 0.000 description 1
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- 229910052742 iron Inorganic materials 0.000 description 1
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- 238000002955 isolation Methods 0.000 description 1
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- 230000001717 pathogenic effect Effects 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- WCNLCIJMFAJCPX-UHFFFAOYSA-N pethidine hydrochloride Chemical compound Cl.C=1C=CC=CC=1C1(C(=O)OCC)CCN(C)CC1 WCNLCIJMFAJCPX-UHFFFAOYSA-N 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
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- 229910052698 phosphorus Inorganic materials 0.000 description 1
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- 239000011780 sodium chloride Substances 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/195—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria
- C07K14/28—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Vibrionaceae (F)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/195—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria
- C07K14/24—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from bacteria from Enterobacteriaceae (F), e.g. Citrobacter, Serratia, Proteus, Providencia, Morganella, Yersinia
- C07K14/245—Escherichia (G)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S424/00—Drug, bio-affecting and body treating compositions
- Y10S424/832—Drug, bio-affecting and body treating compositions involving bacterial toxin that has modified amino acid sequence
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/81—Packaged device or kit
-
- Y—GENERAL 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/975—Kit
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Gastroenterology & Hepatology (AREA)
- Peptides Or Proteins (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8313828 | 1983-08-29 | ||
FR8313828A FR2551088B1 (en, 2012) | 1983-08-29 | 1983-08-29 |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS60155195A true JPS60155195A (ja) | 1985-08-15 |
Family
ID=9291849
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP59180250A Pending JPS60155195A (ja) | 1983-08-29 | 1984-08-29 | 新規合成ペプチド、その製法及びそれを含む医薬 |
Country Status (10)
Country | Link |
---|---|
US (2) | US4686281A (en, 2012) |
EP (1) | EP0139555B1 (en, 2012) |
JP (1) | JPS60155195A (en, 2012) |
AT (1) | ATE24918T1 (en, 2012) |
DE (1) | DE3462040D1 (en, 2012) |
ES (1) | ES8608046A1 (en, 2012) |
FR (1) | FR2551088B1 (en, 2012) |
GR (1) | GR80230B (en, 2012) |
MA (1) | MA20214A1 (en, 2012) |
OA (1) | OA07802A (en, 2012) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01268644A (ja) * | 1987-04-15 | 1989-10-26 | K Teichmann Reihard | 抗原性物質を含有する医薬組成物 |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2224697A1 (en) | 1995-06-14 | 1997-01-03 | Peng Tian | Rotavirus enterotoxin nsp4 and methods of using same |
US6673355B1 (en) | 1995-06-14 | 2004-01-06 | Baylor College Of Medicine | Rotavirus enterotoxin NSP4 and methods of using same |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2825619A1 (de) * | 1977-06-22 | 1979-01-11 | Sandoz Ag | Vakzinen gegen ferkel-colibacillose und verfahren zu ihrer herstellung |
DE2919592A1 (de) * | 1979-05-15 | 1981-01-15 | Max Planck Gesellschaft | Verfahren zur herstellung von thymosin- alpha 1 und derivaten davon |
DE3163469D1 (en) * | 1980-05-12 | 1984-06-14 | Choay Sa | Oligopeptides with specific inhibiting properties of collagen induced aggregation, process for preparing the same and pharmaceutical compositions containing them |
US4520016A (en) * | 1980-06-17 | 1985-05-28 | Kabigen Ab | Bacteriolytic proteins |
DE3117934A1 (de) * | 1981-05-06 | 1982-12-09 | Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V., 3400 Göttingen | Neues peptid, verfahren zu seiner gewinnung und dieses enthaltendes arzneimittel |
US4415558A (en) * | 1981-06-08 | 1983-11-15 | The Salk Institute For Biological Studies | CRF And analogs |
NL8102856A (nl) * | 1981-06-15 | 1983-01-03 | Unilever Nv | Werkwijze ter bereiding van bloedceleiwit en haem uit haemoglobine. |
US4392997A (en) * | 1981-07-06 | 1983-07-12 | Northwestern University | Antigenic peptide compounds |
FR2525592B1 (en, 2012) * | 1982-04-26 | 1984-09-14 | Pasteur Institut | |
ZA838780B (en) * | 1982-11-26 | 1985-01-30 | Nyegaard & Co As | Peptide compounds |
US4410514A (en) * | 1982-12-06 | 1983-10-18 | The Salk Institute For Biological Studies | GnRH Agonists |
US4504414A (en) * | 1983-03-28 | 1985-03-12 | Board Of Regents, The University Of Texas System | Synthetic pyridyl-alanyl decapeptides having antiovulatory activity |
US4504415A (en) * | 1983-04-04 | 1985-03-12 | Hoffman-La Roche Inc. | Synthesis of thymosin α1 and desacetyl thymosin α1 |
US4478827A (en) * | 1983-05-09 | 1984-10-23 | The General Hospital Corporation | Renin inhibitors |
US4515920A (en) * | 1984-04-30 | 1985-05-07 | The Rockefeller University | Synthesis of peptides and proteins |
-
1983
- 1983-08-29 FR FR8313828A patent/FR2551088B1/fr not_active Expired
-
1984
- 1984-08-24 US US06/643,955 patent/US4686281A/en not_active Expired - Fee Related
- 1984-08-27 EP EP84401720A patent/EP0139555B1/fr not_active Expired
- 1984-08-27 DE DE8484401720T patent/DE3462040D1/de not_active Expired
- 1984-08-27 MA MA20438A patent/MA20214A1/fr unknown
- 1984-08-27 AT AT84401720T patent/ATE24918T1/de not_active IP Right Cessation
- 1984-08-28 ES ES535471A patent/ES8608046A1/es not_active Expired
- 1984-08-28 GR GR80230A patent/GR80230B/el unknown
- 1984-08-29 OA OA58377A patent/OA07802A/xx unknown
- 1984-08-29 JP JP59180250A patent/JPS60155195A/ja active Pending
-
1987
- 1987-01-20 US US07/004,416 patent/US4898815A/en not_active Expired - Fee Related
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01268644A (ja) * | 1987-04-15 | 1989-10-26 | K Teichmann Reihard | 抗原性物質を含有する医薬組成物 |
Also Published As
Publication number | Publication date |
---|---|
ATE24918T1 (de) | 1987-01-15 |
FR2551088A1 (en, 2012) | 1985-03-01 |
GR80230B (en) | 1985-01-02 |
FR2551088B1 (en, 2012) | 1985-12-06 |
OA07802A (fr) | 1986-11-20 |
EP0139555B1 (fr) | 1987-01-14 |
US4686281A (en) | 1987-08-11 |
US4898815A (en) | 1990-02-06 |
DE3462040D1 (en) | 1987-02-19 |
ES535471A0 (es) | 1986-06-16 |
MA20214A1 (fr) | 1985-04-01 |
ES8608046A1 (es) | 1986-06-16 |
EP0139555A1 (fr) | 1985-05-02 |
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