FR2656311A1 - Inhibiteurs d'enzymes lipolytiques. - Google Patents
Inhibiteurs d'enzymes lipolytiques. Download PDFInfo
- Publication number
- FR2656311A1 FR2656311A1 FR9016069A FR9016069A FR2656311A1 FR 2656311 A1 FR2656311 A1 FR 2656311A1 FR 9016069 A FR9016069 A FR 9016069A FR 9016069 A FR9016069 A FR 9016069A FR 2656311 A1 FR2656311 A1 FR 2656311A1
- Authority
- FR
- France
- Prior art keywords
- lysine
- inhibiting substance
- polypeptide
- activity
- polymerization
- 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.)
- Granted
Links
- 239000003112 inhibitor Substances 0.000 title claims abstract description 15
- 230000002366 lipolytic effect Effects 0.000 title claims description 22
- 102000004190 Enzymes Human genes 0.000 title claims description 14
- 108090000790 Enzymes Proteins 0.000 title claims description 14
- 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 38
- 102000004196 processed proteins & peptides Human genes 0.000 claims abstract description 27
- 229920001184 polypeptide Polymers 0.000 claims abstract description 24
- 101710093543 Probable non-specific lipid-transfer protein Proteins 0.000 claims abstract description 14
- 239000002532 enzyme inhibitor Substances 0.000 claims abstract description 14
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- 229940125532 enzyme inhibitor Drugs 0.000 claims abstract description 5
- 239000002778 food additive Substances 0.000 claims abstract description 4
- 239000004480 active ingredient Substances 0.000 claims abstract description 3
- 235000013373 food additive Nutrition 0.000 claims abstract description 3
- 235000021434 dietary agent Nutrition 0.000 claims abstract 5
- 230000002401 inhibitory effect Effects 0.000 claims description 32
- 239000000203 mixture Substances 0.000 claims description 27
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims description 25
- 102000004169 proteins and genes Human genes 0.000 claims description 23
- 108090000623 proteins and genes Proteins 0.000 claims description 23
- 239000004472 Lysine Substances 0.000 claims description 22
- 229960003646 lysine Drugs 0.000 claims description 22
- 229920000656 polylysine Polymers 0.000 claims description 19
- 238000006116 polymerization reaction Methods 0.000 claims description 16
- 108010033040 Histones Proteins 0.000 claims description 13
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 12
- 108010026134 purothionin Proteins 0.000 claims description 10
- 102000007327 Protamines Human genes 0.000 claims description 9
- 108010007568 Protamines Proteins 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 102000006947 Histones Human genes 0.000 claims description 7
- 108010039918 Polylysine Proteins 0.000 claims description 7
- 229940070353 protamines Drugs 0.000 claims description 7
- 229920000729 poly(L-lysine) polymer Polymers 0.000 claims description 5
- 229940048914 protamine Drugs 0.000 claims description 5
- 235000005911 diet Nutrition 0.000 claims description 4
- 230000000378 dietary effect Effects 0.000 claims description 4
- 229920001347 α-poly-L-lysine Polymers 0.000 claims description 4
- 235000013305 food Nutrition 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 16
- 239000000654 additive Substances 0.000 claims 7
- 230000000996 additive effect Effects 0.000 claims 7
- 229920000724 poly(L-arginine) polymer Polymers 0.000 claims 3
- 108010011110 polyarginine Proteins 0.000 claims 3
- 229920001338 α-poly-D-lysine Polymers 0.000 claims 3
- 208000008589 Obesity Diseases 0.000 abstract description 3
- 235000020824 obesity Nutrition 0.000 abstract description 3
- 230000002265 prevention Effects 0.000 abstract description 3
- 239000000243 solution Substances 0.000 description 47
- 239000000839 emulsion Substances 0.000 description 32
- 230000000694 effects Effects 0.000 description 26
- 108090001060 Lipase Proteins 0.000 description 24
- 102000004882 Lipase Human genes 0.000 description 24
- 239000004367 Lipase Substances 0.000 description 24
- 235000019421 lipase Nutrition 0.000 description 24
- 229940040461 lipase Drugs 0.000 description 22
- 235000018102 proteins Nutrition 0.000 description 22
- 102000019280 Pancreatic lipases Human genes 0.000 description 16
- 108050006759 Pancreatic lipases Proteins 0.000 description 16
- 229940116369 pancreatic lipase Drugs 0.000 description 16
- 238000002360 preparation method Methods 0.000 description 14
- 229940088598 enzyme Drugs 0.000 description 11
- 239000004006 olive oil Substances 0.000 description 11
- 235000008390 olive oil Nutrition 0.000 description 11
- 150000002632 lipids Chemical class 0.000 description 10
- 235000018977 lysine Nutrition 0.000 description 10
- 239000000523 sample Substances 0.000 description 9
- 108010055297 Sterol Esterase Proteins 0.000 description 8
- 102000000019 Sterol Esterase Human genes 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 8
- 239000008057 potassium phosphate buffer Substances 0.000 description 8
- 239000007983 Tris buffer Substances 0.000 description 7
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 7
- 235000019766 L-Lysine Nutrition 0.000 description 6
- 108010058846 Ovalbumin Proteins 0.000 description 6
- 235000019626 lipase activity Nutrition 0.000 description 6
- 241001465754 Metazoa Species 0.000 description 5
- 241000700159 Rattus Species 0.000 description 4
- 150000001413 amino acids Chemical group 0.000 description 4
- 239000003613 bile acid Substances 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 239000003925 fat Substances 0.000 description 4
- 238000001727 in vivo Methods 0.000 description 4
- 210000002966 serum Anatomy 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- RJECHNNFRHZQKU-UHFFFAOYSA-N Oelsaeurecholesterylester Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCC=CCCCCCCCC)C2 RJECHNNFRHZQKU-UHFFFAOYSA-N 0.000 description 3
- 241000209140 Triticum Species 0.000 description 3
- 235000021307 Triticum Nutrition 0.000 description 3
- 238000002835 absorbance Methods 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 210000000941 bile Anatomy 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- RJECHNNFRHZQKU-RMUVNZEASA-N cholesteryl oleate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)C1 RJECHNNFRHZQKU-RMUVNZEASA-N 0.000 description 3
- 239000013068 control sample Substances 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 230000005764 inhibitory process Effects 0.000 description 3
- 230000000968 intestinal effect Effects 0.000 description 3
- WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 3
- NRHMKIHPTBHXPF-TUJRSCDTSA-M sodium cholate Chemical compound [Na+].C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC([O-])=O)C)[C@@]2(C)[C@@H](O)C1 NRHMKIHPTBHXPF-TUJRSCDTSA-M 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HSINOMROUCMIEA-FGVHQWLLSA-N (2s,4r)-4-[(3r,5s,6r,7r,8s,9s,10s,13r,14s,17r)-6-ethyl-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylpentanoic acid Chemical compound C([C@@]12C)C[C@@H](O)C[C@H]1[C@@H](CC)[C@@H](O)[C@@H]1[C@@H]2CC[C@]2(C)[C@@H]([C@H](C)C[C@H](C)C(O)=O)CC[C@H]21 HSINOMROUCMIEA-FGVHQWLLSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000004375 Dextrin Substances 0.000 description 2
- 229920001353 Dextrin Polymers 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 240000005979 Hordeum vulgare Species 0.000 description 2
- 235000007340 Hordeum vulgare Nutrition 0.000 description 2
- 102000008192 Lactoglobulins Human genes 0.000 description 2
- 108010060630 Lactoglobulins Proteins 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 235000001014 amino acid Nutrition 0.000 description 2
- 230000000845 anti-microbial effect Effects 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 235000019425 dextrin Nutrition 0.000 description 2
- 235000021588 free fatty acids Nutrition 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000011534 incubation Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- JQWAHKMIYCERGA-UHFFFAOYSA-N (2-nonanoyloxy-3-octadeca-9,12-dienoyloxypropoxy)-[2-(trimethylazaniumyl)ethyl]phosphinate Chemical compound CCCCCCCCC(=O)OC(COP([O-])(=O)CC[N+](C)(C)C)COC(=O)CCCCCCCC=CCC=CCCCCC JQWAHKMIYCERGA-UHFFFAOYSA-N 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 1
- 241000282472 Canis lupus familiaris Species 0.000 description 1
- 241000283086 Equidae Species 0.000 description 1
- 108090000371 Esterases Proteins 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 150000008575 L-amino acids Chemical class 0.000 description 1
- 229940127470 Lipase Inhibitors Drugs 0.000 description 1
- 229940086609 Lipase inhibitor Drugs 0.000 description 1
- 241000219823 Medicago Species 0.000 description 1
- 101710086389 Purothionin A-1 Proteins 0.000 description 1
- 108010071390 Serum Albumin Proteins 0.000 description 1
- 102000007562 Serum Albumin Human genes 0.000 description 1
- 108010073771 Soybean Proteins Proteins 0.000 description 1
- 241000282898 Sus scrofa Species 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000003674 animal food additive Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 229940098773 bovine serum albumin Drugs 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 235000013330 chicken meat Nutrition 0.000 description 1
- 235000012000 cholesterol Nutrition 0.000 description 1
- JZCCFEFSEZPSOG-UHFFFAOYSA-L copper(II) sulfate pentahydrate Chemical compound O.O.O.O.O.[Cu+2].[O-]S([O-])(=O)=O JZCCFEFSEZPSOG-UHFFFAOYSA-L 0.000 description 1
- 239000002285 corn oil Substances 0.000 description 1
- 235000005687 corn oil Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 230000002496 gastric effect Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 230000031891 intestinal absorption Effects 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 230000004130 lipolysis Effects 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 210000000496 pancreas Anatomy 0.000 description 1
- 244000144977 poultry Species 0.000 description 1
- 235000013594 poultry meat Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000004952 protein activity Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229940001941 soy protein Drugs 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 210000003462 vein Anatomy 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/142—Amino acids; Derivatives thereof
- A23K20/147—Polymeric derivatives, e.g. peptides or proteins
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/17—Amino acids, peptides or proteins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/005—Enzyme inhibitors
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Zoology (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Husbandry (AREA)
- Mycology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Immunology (AREA)
- Medicinal Chemistry (AREA)
- Nutrition Science (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP33288489 | 1989-12-25 | ||
| JP7560090 | 1990-03-27 | ||
| JP2194782A JP2960947B2 (ja) | 1989-12-25 | 1990-07-25 | 脂質分解酵素阻害剤 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2656311A1 true FR2656311A1 (fr) | 1991-06-28 |
| FR2656311B1 FR2656311B1 (enrdf_load_stackoverflow) | 1995-04-07 |
Family
ID=27301886
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR9016069A Granted FR2656311A1 (fr) | 1989-12-25 | 1990-12-21 | Inhibiteurs d'enzymes lipolytiques. |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE4040874A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2656311A1 (enrdf_load_stackoverflow) |
| GB (1) | GB2239455B (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2758724A1 (fr) * | 1997-01-24 | 1998-07-31 | Javenech | Composition topique a base de protamine pour le traitement de la cellulite et des surcharges ponderales |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU653009B2 (en) * | 1991-04-08 | 1994-09-15 | Ohta's Isan Co., Ltd. | Food supplement for improved meat production |
| CA2098167C (en) * | 1992-06-24 | 2006-12-19 | Dorothea Isler | Foodstuffs and feedstuffs containing a lipase inhibitor |
| JPH0825891B2 (ja) * | 1993-06-25 | 1996-03-13 | 株式会社薬理学中央研究所 | 脱脂米胚芽由来のリパーゼインヒビター |
| CA2716780A1 (en) * | 2008-02-25 | 2009-09-03 | National University Corporation Hokkaido University | Prophylactic or therapeutic agent for diabetes or obesity |
| CN115925854B (zh) * | 2022-12-26 | 2023-08-25 | 中国农业大学 | 两种抑制胰脂肪酶和胆固醇酯酶活性的小米醇溶蛋白肽 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0288965A2 (de) * | 1987-04-29 | 1988-11-02 | Hoechst Aktiengesellschaft | Peptide mit Phospholipase A2- hemmender Wirkung |
-
1990
- 1990-12-17 GB GB9027268A patent/GB2239455B/en not_active Expired - Fee Related
- 1990-12-20 DE DE4040874A patent/DE4040874A1/de not_active Ceased
- 1990-12-21 FR FR9016069A patent/FR2656311A1/fr active Granted
Non-Patent Citations (4)
| Title |
|---|
| BIOLOGICAL ABSTRACTS, vol. 80, no. 3, 1985, page AB-721, résumé no. 24791, Philadelphia, PA, US; J. HARENBERG et al.: "Inhibition of low molecular weight heparin by protamine chloride in vivo", & THROMB. RES., 38(1): 11-20, 1985 * |
| CHEMICAL ABSTRACTS, vol. 103, no. 7, 19 août 1985, page 243, résumé no. 50279p, Columbus, Ohio, US; A.N. KLIMOV et al.: "Inhibition of lipoprotein lipolysis by polyarginine and study of the mechanism of its interaction with lipoprotein lipase", & BIOKHIMIYA (MOSCOW) 1985, 50(5), 804-13 * |
| J. AGRIC. FOOD CHEM., vol. 37, no. 4, 1989, pages 873-877, Washington, DC, US; D. BERCOVICI et al.: "Poly-L-lysine and multioligo(L-methionyl)poly-L-lysine as nutritional sources of essential amino acids" * |
| S. BUDAVARI et al.: "The Merck Index", édition no. 11, 1989, Merck & Co., Rahway, NJ, US * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2758724A1 (fr) * | 1997-01-24 | 1998-07-31 | Javenech | Composition topique a base de protamine pour le traitement de la cellulite et des surcharges ponderales |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2656311B1 (enrdf_load_stackoverflow) | 1995-04-07 |
| GB9027268D0 (en) | 1991-02-06 |
| GB2239455B (en) | 1993-12-15 |
| GB2239455A (en) | 1991-07-03 |
| DE4040874A1 (de) | 1991-06-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CD | Change of name or company name | ||
| ST | Notification of lapse |
Effective date: 20081020 |