KR930017911A - L-형태의 1:1 금속 메티오닌 복합체 - Google Patents
L-형태의 1:1 금속 메티오닌 복합체 Download PDFInfo
- Publication number
- KR930017911A KR930017911A KR1019920009096A KR920009096A KR930017911A KR 930017911 A KR930017911 A KR 930017911A KR 1019920009096 A KR1019920009096 A KR 1019920009096A KR 920009096 A KR920009096 A KR 920009096A KR 930017911 A KR930017911 A KR 930017911A
- Authority
- KR
- South Korea
- Prior art keywords
- transition metal
- complex salt
- salt according
- metal complex
- group
- Prior art date
Links
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 title claims abstract 7
- 229930182817 methionine Natural products 0.000 title claims abstract 7
- UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 title claims abstract 7
- 229910052751 metal Inorganic materials 0.000 title claims 5
- 239000002184 metal Substances 0.000 title claims 5
- 150000003839 salts Chemical class 0.000 claims abstract 15
- 229910052723 transition metal Inorganic materials 0.000 claims abstract 12
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract 10
- 150000003624 transition metals Chemical class 0.000 claims abstract 6
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 claims abstract 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract 5
- 229910052742 iron Inorganic materials 0.000 claims abstract 5
- 229910052748 manganese Inorganic materials 0.000 claims abstract 5
- 239000011572 manganese Substances 0.000 claims abstract 5
- 239000011701 zinc Substances 0.000 claims abstract 5
- 229910052725 zinc Inorganic materials 0.000 claims abstract 5
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims abstract 4
- 229910052804 chromium Inorganic materials 0.000 claims abstract 4
- 239000011651 chromium Substances 0.000 claims abstract 4
- -1 L-form transition metal Chemical class 0.000 claims 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 150000001450 anions Chemical group 0.000 claims 3
- 150000001449 anionic compounds Chemical group 0.000 claims 2
- 125000000129 anionic group Chemical group 0.000 claims 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
- 229910001412 inorganic anion Inorganic materials 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- 239000005711 Benzoic acid Substances 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- 235000011054 acetic acid Nutrition 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 235000010233 benzoic acid Nutrition 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 150000002891 organic anions Chemical group 0.000 claims 1
- 235000021317 phosphate Nutrition 0.000 claims 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000009469 supplementation Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/06—Zinc compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/50—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton
- C07C323/51—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/57—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups
- C07C323/58—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and carboxyl groups bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being further substituted by nitrogen atoms, not being part of nitro or nitroso groups with amino groups bound to the carbon skeleton
-
- 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
-
- 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
- A23K20/20—Inorganic substances, e.g. oligoelements
- A23K20/30—Oligoelements
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Animal Husbandry (AREA)
- Food Science & Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fodder In General (AREA)
- Manufacture And Refinement Of Metals (AREA)
Abstract
본 발명은 실질적으로 순수한 1:1L-형태 전이 금속 메티오닌 복합체 염에 관한 것으로, 바람직한 전이 금속은 아연, 크롬, 망간 및 철이다. 염은 순수한 L-형태 메티오닌과의 반응에 의해 형성된다. 그 결과로서, 보충을 위한 용량은 염의 라세미 혼합물에서 사용되는 양의 절반이 될 수 있다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 하기 식의 실질적으로 순수한 1:1L-형태 전이 금속 메티오닌 복합체 염:〔CH3SCH2CH2CH(NH2)COO M〕WX상기식에서, M은 아연, 크롬, 망간 및 철로 이루어지는 군으로부터 선택되는 금속이고, X는 음이온이며, w는 X의 음이온 전하와 평형을 유지하는 정수이다.
- 제1항에 있어서, M이 아연인 것을 특징으로 하는 1:1 L-형태 전이 금속 복합체 염.
- 제1항에 있어서, M이 망간인 것을 특징으로 하는 1:1 L-형태 전이 금속 복합체 염.
- 제1항에 있어서, M이 철인 것을 특징으로 하는 1:1 L-형태 전이 금속 복합체 염.
- 제1항에 있어서, M이 크롬인 것을 특징으로 하는 1:1 L-형태 전이 금속 복합체 염.
- 제1항에 있어서, X가 유기 음이온인 것을 특징으로 하는 1:1 L-형태 전이 금속 복합체 염.
- 제1항에 있어서, X가 아세트산, 프로피온산 및 벤조산으로 이루어지는 군으로부터 선택되는 유기 1 염기산 음이온인 것을 특징으로 하는 1:1 L-형태 전이 금속 복합체 염.
- 제1항에 있어서, X가 무기 음이온인 것을 특징으로 하는 1:1 L-형태 전이 금속 복합체 염.
- 제1항에 있어서, X가 할로겐화물, 황산염 및 인산염으로 이루어지는 군으로부터 선택되는 무기 음이온인 것을 특징으로 하는 1:1 L-형태 전이 금속 복합체 염.
- (a) 순수한 L-형태의 메티오닌을 얻는 단계; (b) 상기 순수한 L-형태의 메티오닌을 아연, 망간 및 철의 수용성 금속 염들로 이루어지는 군으로부터 선택되는 수용성 금속염과 반응시키는 단계; (c) 상기 반응을 7 또는 그 이하의 pH에서 수행하는 단계; 그리고 (d) 상기 1:1 L-형태의 전이 금속 메티오닌 복합체 염을 실질적으로 순수한 고체 형태로 분리하는 단계로 이루어지는, 하기 식의 실질적으로 순수한 1:1 L-형태 전이 금속 복합체 염의 제조방법.〔CH3SCH2CH2CH(NH2)COO M〕WX상기식에서, M은 아연, 크롬, 망간 및 철로 이루어지는 군으로부터 선택되는 금속이고, X는 음이온이며, w는 X의 음이온 전하와 평형을 유지하기 위한 정수이다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/839,913 | 1992-02-21 | ||
US07/839,913 US5278329A (en) | 1992-02-21 | 1992-02-21 | L-form 1:1 metal methionine complexes |
Publications (2)
Publication Number | Publication Date |
---|---|
KR930017911A true KR930017911A (ko) | 1993-09-20 |
KR950013575B1 KR950013575B1 (ko) | 1995-11-09 |
Family
ID=25280963
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019920009096A KR950013575B1 (ko) | 1992-02-21 | 1992-05-28 | L-형태의 1:1 금속 메티오닌 복합체 |
Country Status (11)
Country | Link |
---|---|
US (1) | US5278329A (ko) |
EP (1) | EP0556498B1 (ko) |
JP (1) | JP2521215B2 (ko) |
KR (1) | KR950013575B1 (ko) |
AT (1) | ATE127786T1 (ko) |
AU (1) | AU650138B2 (ko) |
CA (1) | CA2068784C (ko) |
DE (1) | DE69204821T2 (ko) |
DK (1) | DK0556498T3 (ko) |
ES (1) | ES2081052T3 (ko) |
GR (1) | GR3018385T3 (ko) |
Families Citing this family (39)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5631031A (en) * | 1994-06-13 | 1997-05-20 | Meade; Thomas L. | Water-insoluble amino acid salt |
US5430164A (en) * | 1994-10-18 | 1995-07-04 | Zinpro Corporation | Enhanced solubilization of zinc and manganese methionine complex salts by addition of ferric ion |
US5583243A (en) * | 1995-05-19 | 1996-12-10 | Zinpro Corporation | Salts of alpha-hydroxy aliphatic carboxylic acids and uses thereof |
US5670344A (en) * | 1996-02-02 | 1997-09-23 | The Procter & Gamble Company | Preventing undesired color formation in iron fortified chocolate-flavored beverages by including edible acids or their salts |
US5698724A (en) * | 1996-04-30 | 1997-12-16 | Zinpro Corporation | Amino acid metal complexes using hydrolyzed protein as the amino acid source and methods re same |
US5707670A (en) * | 1996-08-29 | 1998-01-13 | The Procter & Gamble Company | Use of bilayer forming emulsifiers in nutritional compositions comprising divalent mineral salts to minimize off-tastes and interactions with other dietary components |
DE19707380A1 (de) * | 1997-02-25 | 1998-08-27 | Degussa | Verfahren zur Herstellung eines rieselfähigen Tierfuttermittelsupplements auf Methioninsalzbasis und das so erhältliche Granulat |
US5885610A (en) * | 1997-03-04 | 1999-03-23 | Zinpro Corporation | By-pass rumen product |
ES2141016B1 (es) * | 1997-08-07 | 2000-10-16 | Orea Laurentino Lopez | "complejos metalicos polinucleares para paliar estados carenciales de micronutrientes en seres vivos". |
US6767741B1 (en) | 1999-08-27 | 2004-07-27 | Invitrogen Corporation | Metal binding compounds and their use in cell culture medium compositions |
JP4680339B2 (ja) * | 1999-11-26 | 2011-05-11 | 日清丸紅飼料株式会社 | コクシジウム症の予防および/または治療用飼料 |
US6166071A (en) * | 2000-03-13 | 2000-12-26 | Albion International, Inc. | Zinc amino acid chelates having ligands comprised of glycine and a sulfur-containing amino acids |
US6352714B1 (en) | 2000-07-11 | 2002-03-05 | Der, Inc. | Method of producing a metal nutrient for an animal feed |
US6995166B1 (en) * | 2000-09-27 | 2006-02-07 | Everett Laboratories, Inc. | Method and composition for supplementation of nutritional deficiencies in renal patients |
US7696219B2 (en) * | 2000-09-27 | 2010-04-13 | Everett Laboratories, Inc. | Method and composition for supplementation of nutritional deficiences in renal patients |
JP3669988B2 (ja) * | 2001-05-09 | 2005-07-13 | 独立行政法人科学技術振興機構 | 亜鉛含有食品 |
US6541051B2 (en) | 2001-05-30 | 2003-04-01 | Zinpro Corporation | Preparation of metal complexes of amino acids obtained by hydrolysis of soy protein |
US6660293B2 (en) * | 2001-06-29 | 2003-12-09 | Everett Laboratories, Inc. | Compositions and methods for prophylactic and therapeutic supplementation of nutrition in subjects |
US7560123B2 (en) * | 2004-08-12 | 2009-07-14 | Everett Laboratories, Inc. | Compositions and methods for nutrition supplementation |
US7247328B2 (en) * | 2002-05-31 | 2007-07-24 | Zinpro Corporation | Chromium (III) alpha amino acid complexes |
US7129375B2 (en) * | 2002-10-16 | 2006-10-31 | Zinpro Corporation | Metal complexes of α amino dicarboxylic acids |
US8617617B2 (en) * | 2002-12-10 | 2013-12-31 | Everett Laboratories, Inc. | Methods and kits for co-administration of nutritional supplements |
US6814983B2 (en) * | 2002-12-10 | 2004-11-09 | Everett Laboratories, Inc. | Compositions and methods for nutrition supplementation |
US7022351B2 (en) * | 2003-01-14 | 2006-04-04 | Zinpro Corporation | Composition for supplementing animals with solutions of essential metal amino acid complexes |
US6911550B2 (en) * | 2003-02-21 | 2005-06-28 | Zinpro Corporation | Derivatives of seleno-amino acids with improved bioavailability and method for their preparation |
KR100481326B1 (ko) * | 2004-06-22 | 2005-04-07 | 주식회사 동암비티 | 유기태 킬레이트의 제조방법 |
US20080063730A9 (en) * | 2004-07-29 | 2008-03-13 | Giordano John A | Methods for prophylactic and therapeutic nutritional supplementation |
US8101587B2 (en) * | 2004-08-12 | 2012-01-24 | Everett Laboratories, Inc. | Kits for nutrition supplementation |
KR101164711B1 (ko) * | 2009-02-27 | 2012-07-11 | 씨제이제일제당 (주) | 미네랄 첨가와 산처리를 이용하여 메치오닌의 용해도를 증가시키는 방법 |
CN101941931A (zh) * | 2010-09-07 | 2011-01-12 | 湖北神舟化工有限公司 | 一种制备蛋氨酸金属螯合物的方法 |
US8741375B2 (en) | 2011-06-07 | 2014-06-03 | Zinpro Corporation | Mixed amino acid metal salt complexes |
US8183227B1 (en) | 2011-07-07 | 2012-05-22 | Chemo S. A. France | Compositions, kits and methods for nutrition supplementation |
MY164578A (en) | 2011-09-08 | 2018-01-15 | Micronutrients Usa Llc | Micronutrient supplement |
US8168611B1 (en) | 2011-09-29 | 2012-05-01 | Chemo S.A. France | Compositions, kits and methods for nutrition supplementation |
US8968807B1 (en) | 2013-09-24 | 2015-03-03 | Zinpro Corporation | Use of ethylene diamine metal complexes to deliver highly absorbable metals for animal nutrition |
US9669056B2 (en) | 2014-05-16 | 2017-06-06 | Micronutrients Usa Llc | Micronutrient supplement made from copper metal |
CN110117241A (zh) * | 2019-06-12 | 2019-08-13 | 禄丰天宝磷化工有限公司 | 一种清洁环保的α-氨基酸络合金属盐的生产方法及其装置 |
CN110143899A (zh) * | 2019-06-12 | 2019-08-20 | 禄丰天宝磷化工有限公司 | 一种清洁环保的蛋氨酸络合金属盐的生产方法和装置 |
CN115260068A (zh) * | 2022-07-20 | 2022-11-01 | 天宝动物营养科技股份有限公司 | 以羟基蛋氨酸为片基的二价金属共盐化合物及其制备方法与应用 |
Family Cites Families (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3463858A (en) * | 1965-05-06 | 1969-08-26 | Dean R Anderson | Organic zinc feed additive and method of making same |
US3647834A (en) * | 1969-08-11 | 1972-03-07 | Mead Johnson & Co | Zinc mercaptide n-acetylcysteine carboxylate salts |
US4039681A (en) * | 1973-08-20 | 1977-08-02 | Zinpro Corporation | Zinc methionine complex for acne treatment |
US4021569A (en) * | 1973-08-20 | 1977-05-03 | Zinpro Corporation | Method of nutritional supplementation for zinc and methionine by ingesting 1:1 zinc methionine complexes |
US3941818A (en) * | 1973-08-20 | 1976-03-02 | Zinpro Corporation | 1:1 Zinc methionine complexes |
US3925433A (en) * | 1973-09-10 | 1975-12-09 | Zinpro Corp | 1:1 And 2:1 chromium, alpha amino acid complex salts |
US3950372A (en) * | 1974-07-03 | 1976-04-13 | Zinpro Corporation | 1:1 Manganese alpha amino acid complexes |
US4067984A (en) * | 1975-11-05 | 1978-01-10 | Smith Kline & French Laboratories Limited | Pyridylbutylamino ethylene compounds |
US4067994A (en) * | 1976-03-26 | 1978-01-10 | Zinpro Corporation | Iron methionine complex salts |
US4216143A (en) * | 1977-10-20 | 1980-08-05 | Ashmead H H | Soluble non-ferrous metal proteinates |
US4172072A (en) * | 1977-10-20 | 1979-10-23 | Ashmead H H | Buffered enzymatically produced metal proteinates |
DE3230292C2 (de) * | 1982-08-14 | 1986-12-18 | Lohmann Tierernährung GmbH, 2190 Cuxhaven | Teilchenförmiges Futterzusatzmittel für Wiederkäuer und Verfahren zu seiner Herstellung |
US4670269A (en) * | 1985-06-26 | 1987-06-02 | Zinpro Corporation | Cobalt complexes and their use as nutritional supplements |
US4678854A (en) * | 1986-11-25 | 1987-07-07 | Zinpro Corporation | Cobalt complexes and their use as nutritional supplements |
US4764633A (en) * | 1987-08-31 | 1988-08-16 | Zinpro Corporation | Ferric ion catalyzed complexation of zinc and/or manganese with alpha amino acids |
US5061815A (en) * | 1988-07-06 | 1991-10-29 | Zinpro Corporation | Metal lysine complexes and method for producing metal lysine complexes |
US4956188A (en) * | 1988-10-20 | 1990-09-11 | Zinpro Corporation | Copper complexes with alpha hydroxy organic acids and their use as nutritional supplements |
US4948594A (en) * | 1989-01-03 | 1990-08-14 | Zinpro Corporation | Copper complexes of alpha-amino acids that contain terminal amino groups, and their use as nutritional supplements |
US4900561A (en) * | 1989-01-03 | 1990-02-13 | Zinpro Corporation | Copper complexes of alpha-amino acids that contain terminal amino groups, and their use as nutritional supplements |
-
1992
- 1992-02-21 US US07/839,913 patent/US5278329A/en not_active Expired - Lifetime
- 1992-05-15 CA CA002068784A patent/CA2068784C/en not_active Expired - Lifetime
- 1992-05-26 AU AU17153/92A patent/AU650138B2/en not_active Expired
- 1992-05-28 AT AT92304816T patent/ATE127786T1/de active
- 1992-05-28 KR KR1019920009096A patent/KR950013575B1/ko not_active IP Right Cessation
- 1992-05-28 EP EP92304816A patent/EP0556498B1/en not_active Expired - Lifetime
- 1992-05-28 DE DE69204821T patent/DE69204821T2/de not_active Expired - Lifetime
- 1992-05-28 ES ES92304816T patent/ES2081052T3/es not_active Expired - Lifetime
- 1992-05-28 DK DK92304816.9T patent/DK0556498T3/da active
- 1992-06-10 JP JP4176177A patent/JP2521215B2/ja not_active Expired - Fee Related
-
1995
- 1995-12-13 GR GR950403521T patent/GR3018385T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
DE69204821T2 (de) | 1996-05-23 |
JPH06287173A (ja) | 1994-10-11 |
EP0556498A2 (en) | 1993-08-25 |
KR950013575B1 (ko) | 1995-11-09 |
DK0556498T3 (da) | 1996-02-05 |
ATE127786T1 (de) | 1995-09-15 |
JP2521215B2 (ja) | 1996-08-07 |
EP0556498A3 (en) | 1993-09-08 |
CA2068784A1 (en) | 1993-08-22 |
GR3018385T3 (en) | 1996-03-31 |
EP0556498B1 (en) | 1995-09-13 |
US5278329A (en) | 1994-01-11 |
AU1715392A (en) | 1993-08-26 |
CA2068784C (en) | 1996-08-20 |
AU650138B2 (en) | 1994-06-09 |
DE69204821D1 (de) | 1995-10-19 |
ES2081052T3 (es) | 1996-02-16 |
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