JPH11501658A - アルファ・ヒドロキシ脂肪族カルボン酸および食事補充のためのメチオニン源としてのその使用 - Google Patents
アルファ・ヒドロキシ脂肪族カルボン酸および食事補充のためのメチオニン源としてのその使用Info
- Publication number
- JPH11501658A JPH11501658A JP8535076A JP53507696A JPH11501658A JP H11501658 A JPH11501658 A JP H11501658A JP 8535076 A JP8535076 A JP 8535076A JP 53507696 A JP53507696 A JP 53507696A JP H11501658 A JPH11501658 A JP H11501658A
- Authority
- JP
- Japan
- Prior art keywords
- alpha
- cation
- hydroxy
- salts
- carboxylic acids
- 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
Classifications
-
- 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
- C07C323/52—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 acyclic and saturated
-
- 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
- A23K20/105—Aliphatic or alicyclic compounds
-
- 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)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Food Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Animal Husbandry (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Fodder In General (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.下記一般式を有するアルファ・ヒドロキシ脂肪族カルボン酸の塩: ここでR1はメチルまたはエチル;R2は水素原子、メチルまたはエチル;R3 は水素原子またはメチル;Mはカチオン;Xはアニオン;wはXの陰イオン電荷 と釣合う整数である。 2.該カチオンが必須微量成分からなる請求の範囲1に記載のアルファ・ヒド ロキシ脂肪族カルボン酸の塩。 3.該カチオンが亜鉛、銅、マンガン、鉄およびクロムから選ばれるものであ る請求の範囲2に記載のアルファ・ヒドロキシ脂肪族カルボン酸の塩。 4.該カチオンが亜鉛である請求の範囲2に記載のアルファ・ヒドロキシ脂肪 族カルボン酸の塩。 5.該カチオンが第一銅または第二銅である請求の範囲2に記載のアルファ・ ヒドロキシ脂肪族カルボン酸の塩。 6.該カチオンが第一鉄または第二鉄である請求の範囲2に記載のアルファ・ ヒドロキシ脂肪族カルボン酸の塩。 7.該カチオンがマンガンである請求の範囲2に記載のアルファ・ヒドロキシ 脂肪族カルボン酸の塩。 8.該アニオンが無機質アニオンである請求の範囲1に記載のアルファ・ヒド ロキシ脂肪族カルボン酸の塩。 9.該アニオンが有機質アニオンである請求の範囲1に記載のアルファ・ヒド ロキシ脂肪族カルボン酸の塩。 10.該アニオンが塩化物である請求の範囲8に記載のアルファ・ヒドロキシ 脂肪族カルボン酸の塩。 11.該カチオンが3価のカチオンである請求の範囲1に記載のアルファ・ヒ ドロキシ脂肪族カルボン酸の塩。 12.該カチオンが2価のカチオンである請求の範囲1に記載のアルファ・ヒ ドロキシ脂肪族カルボン酸の塩。 13.下記一般式を有する微量ミネラル・メチオニン錯塩: ここでXはハロゲン化物、硫酸塩、燐酸塩から選択される無機質アニオン;M は微量ミネラル・カチオン;wはXの陰イオン電荷と釣合う整数である。 14.アルファ・ヒドロキシ脂肪族カルボン酸の製造方法であって、 金属塩を当量のアルファ−ヒドロキシ−ガンマメチル−メルカプト酪酸に添加 して反応混合物を生成し、該反応混合物を室温以上該反応混合物の沸点未満の範 囲の温度にて加熱することからなる製造方法。 15.亜鉛アルファ−ヒドロキシ−ガンマメチル−メルカプト塩化酪酸。 16.銅アルファ−ヒドロキシ−ガンマメチル−メルカプト塩化酪酸。 17.第二鉄アルファ−ヒドロキシ−ガンマメチル−メルカプト塩化酪酸。 18.マンガン−亜鉛アルファ−ヒドロキシ−ガンマメチル−メルカプト塩化 酪酸。 19.反応を水の存在下で行う請求の範囲14に記載の製造方法。 20.金属塩の量とアルファ−ヒドロキシ−ガンマメチル−メルカプト酪酸の 量が等モル量である請求の範囲14に記載の製造方法。
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/444,760 | 1995-05-19 | ||
US444,760 | 1995-05-19 | ||
US08/444,760 US5583243A (en) | 1995-05-19 | 1995-05-19 | Salts of alpha-hydroxy aliphatic carboxylic acids and uses thereof |
PCT/US1996/007131 WO1996036598A1 (en) | 1995-05-19 | 1996-05-17 | Salts of alpha-hydroxy aliphatic carboxylic acids and uses thereof as a source of methionine for dietary supplementation |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH11501658A true JPH11501658A (ja) | 1999-02-09 |
JP3087079B2 JP3087079B2 (ja) | 2000-09-11 |
Family
ID=23766237
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP08535076A Expired - Lifetime JP3087079B2 (ja) | 1995-05-19 | 1996-05-17 | アルファ・ヒドロキシ脂肪族カルボン酸および食事補充のためのメチオニン源としてのその使用 |
Country Status (12)
Country | Link |
---|---|
US (1) | US5583243A (ja) |
EP (1) | EP0840723B1 (ja) |
JP (1) | JP3087079B2 (ja) |
AT (1) | ATE195512T1 (ja) |
AU (1) | AU694661B2 (ja) |
CA (1) | CA2221153C (ja) |
DE (1) | DE69609838T2 (ja) |
DK (1) | DK0840723T3 (ja) |
ES (1) | ES2150670T3 (ja) |
GR (1) | GR3034670T3 (ja) |
PT (1) | PT840723E (ja) |
WO (1) | WO1996036598A1 (ja) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010507630A (ja) * | 2006-10-27 | 2010-03-11 | テトラエドロン | 2−ヒドロキシ−4−メチルセレノ酪酸単独の製造方法、又はその硫黄含有アナログとの混合物としての製造方法、及びそれらの栄養食品としての使用、特に動物用の栄養食品としての使用 |
Families Citing this family (26)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5856567A (en) * | 1995-06-07 | 1999-01-05 | Novus International, Inc. | Continuous hydrolysis process for preparing 2-hydroxy-4-methylthiobutanioc acid or salts thereof |
RU2179550C2 (ru) | 1995-06-07 | 2002-02-20 | Новус Интернэшнл, Инк. | Способ получения 2-гидрокси-4-метилтиомасляной кислоты или ее солей |
US6017563A (en) | 1997-07-25 | 2000-01-25 | Novus International, Inc. | Process for optimizing milk production |
EP0965269A3 (en) * | 1998-06-16 | 2000-04-12 | Hodogaya Chemical Co Ltd | Method for improving a soil nematode fauna and a soil microflora |
IT1310947B1 (it) * | 1999-03-05 | 2002-02-27 | Agristudio Srl | Integratore alimentare chelato ad uso agro-zootecnico, e metodo perl'ottenimento dello stesso. |
US6767741B1 (en) | 1999-08-27 | 2004-07-27 | Invitrogen Corporation | Metal binding compounds and their use in cell culture medium compositions |
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 |
US6579904B1 (en) | 2000-09-22 | 2003-06-17 | K.E.R. Associates, Inc. | Process for making betaine transition metal complexes for use in animal feed supplements and compositions thereof |
JP2003040784A (ja) * | 2001-01-31 | 2003-02-13 | Japan Science & Technology Corp | 血糖降下剤 |
US6541051B2 (en) | 2001-05-30 | 2003-04-01 | Zinpro Corporation | Preparation of metal complexes of amino acids obtained by hydrolysis of soy protein |
US7247328B2 (en) * | 2002-05-31 | 2007-07-24 | Zinpro Corporation | Chromium (III) alpha amino acid complexes |
US7357914B2 (en) | 2002-09-06 | 2008-04-15 | Agristudio S.R.L. | Use of metal chelates in human or animal feeding |
US7129375B2 (en) * | 2002-10-16 | 2006-10-31 | Zinpro Corporation | Metal complexes of α amino dicarboxylic acids |
US7022351B2 (en) * | 2003-01-14 | 2006-04-04 | Zinpro Corporation | Composition for supplementing animals with solutions of essential metal amino acid complexes |
ES2222106B1 (es) * | 2003-07-11 | 2006-04-01 | Norel, S.A. | Procedimiento de produccion de carboxilatos metalicos y su uso como promotores de crecimiento en alimentacion animal. |
US20070010583A1 (en) * | 2005-05-25 | 2007-01-11 | Novus International, Inc. | Methods and compositions for reducing blood homocysteine levels |
US7335248B2 (en) * | 2005-09-06 | 2008-02-26 | Novus International, Inc. | Marine antifouling coating compositions |
US20110098177A1 (en) * | 2006-03-28 | 2011-04-28 | Novus International Inc. | Methods and compositions of plant micronutrients |
CN101704774B (zh) * | 2009-10-30 | 2013-11-20 | 长沙兴加生物技术有限公司 | 羟基蛋氨酸镍及其制备方法和应用 |
US9149057B2 (en) * | 2011-03-01 | 2015-10-06 | Zinpro Corporation | Enhanced bioavailable iodine molecules |
US8741375B2 (en) | 2011-06-07 | 2014-06-03 | Zinpro Corporation | Mixed amino acid metal salt complexes |
MY164578A (en) | 2011-09-08 | 2018-01-15 | Micronutrients Usa Llc | Micronutrient supplement |
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 |
RU2020118119A (ru) * | 2017-11-17 | 2021-12-17 | Новас Интернэшнл Инк. | Композиции и способы повышения усвоения фосфора и кальция в рационе у животных |
CN110294698A (zh) * | 2019-06-12 | 2019-10-01 | 禄丰天宝磷化工有限公司 | 一种新型的绿色环保的蛋氨酸羟基类似物络合金属盐的生产方法和装置 |
Family Cites Families (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2745745A (en) * | 1952-10-30 | 1956-05-15 | Monsanto Chemicals | Poultry feed |
US3085069A (en) * | 1959-01-05 | 1963-04-09 | Du Pont | Process for purifying tetraethyllead compositions |
US3131048A (en) * | 1960-05-02 | 1964-04-28 | Leslie L Balassa | Stable metal chelate preparations |
US3463858A (en) * | 1965-05-06 | 1969-08-26 | Dean R Anderson | Organic zinc feed additive and method of making same |
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 |
US4039681A (en) * | 1973-08-20 | 1977-08-02 | Zinpro Corporation | Zinc methionine complex for acne treatment |
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 |
US4000318A (en) * | 1974-08-19 | 1976-12-28 | Commonwealth Scientific And Industrial Research Organization | Amino acid supplements |
US4067994A (en) * | 1976-03-26 | 1978-01-10 | Zinpro Corporation | Iron methionine complex salts |
CH623353A5 (ja) * | 1976-09-08 | 1981-05-29 | Ciba Geigy Ag | |
US4175121A (en) * | 1978-03-20 | 1979-11-20 | Agrimel Ltd. | Methionine hydroxy analog-containing feed for lactating cows |
US4579962A (en) * | 1984-02-24 | 1986-04-01 | Monsanto Company | Enhanced 2-hydroxy-4-methylthiobutanoic acid compositions and method of preparation |
US4670269A (en) * | 1985-06-26 | 1987-06-02 | Zinpro Corporation | Cobalt complexes and their use as nutritional supplements |
US4762854A (en) * | 1986-01-24 | 1988-08-09 | Vet-A-Mix | Method of reducing urine pH |
US4678854A (en) * | 1986-11-25 | 1987-07-07 | Zinpro Corporation | Cobalt complexes and their use as nutritional supplements |
US5010103A (en) * | 1987-06-04 | 1991-04-23 | The Research Foundation Of State University Of N.Y. | Compositions and methods comprising 2-mercaptomethylglutaric acid derivatives |
US4764633A (en) * | 1987-08-31 | 1988-08-16 | Zinpro Corporation | Ferric ion catalyzed complexation of zinc and/or manganese with alpha amino acids |
ES2005784A6 (es) * | 1988-02-22 | 1989-03-16 | Desarrollo Tecnico Ind S A Soc | Un procedimiento para preparar soluciones acuosas de acido 2-hidroxi-4-metil-tiobutirico. |
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 |
US5278329A (en) * | 1992-02-21 | 1994-01-11 | Zinpro Corporation | L-form 1:1 metal methionine complexes |
-
1995
- 1995-05-19 US US08/444,760 patent/US5583243A/en not_active Expired - Lifetime
-
1996
- 1996-05-17 PT PT96914681T patent/PT840723E/pt unknown
- 1996-05-17 ES ES96914681T patent/ES2150670T3/es not_active Expired - Lifetime
- 1996-05-17 JP JP08535076A patent/JP3087079B2/ja not_active Expired - Lifetime
- 1996-05-17 CA CA002221153A patent/CA2221153C/en not_active Expired - Lifetime
- 1996-05-17 AT AT96914681T patent/ATE195512T1/de active
- 1996-05-17 WO PCT/US1996/007131 patent/WO1996036598A1/en active IP Right Grant
- 1996-05-17 DK DK96914681T patent/DK0840723T3/da active
- 1996-05-17 EP EP96914681A patent/EP0840723B1/en not_active Expired - Lifetime
- 1996-05-17 DE DE69609838T patent/DE69609838T2/de not_active Expired - Lifetime
- 1996-05-17 AU AU57966/96A patent/AU694661B2/en not_active Expired
-
2000
- 2000-10-25 GR GR20000402361T patent/GR3034670T3/el unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010507630A (ja) * | 2006-10-27 | 2010-03-11 | テトラエドロン | 2−ヒドロキシ−4−メチルセレノ酪酸単独の製造方法、又はその硫黄含有アナログとの混合物としての製造方法、及びそれらの栄養食品としての使用、特に動物用の栄養食品としての使用 |
Also Published As
Publication number | Publication date |
---|---|
WO1996036598A1 (en) | 1996-11-21 |
DE69609838T2 (de) | 2001-02-08 |
DK0840723T3 (da) | 2000-11-20 |
AU694661B2 (en) | 1998-07-23 |
CA2221153A1 (en) | 1996-11-21 |
DE69609838D1 (de) | 2000-09-21 |
ATE195512T1 (de) | 2000-09-15 |
EP0840723B1 (en) | 2000-08-16 |
GR3034670T3 (en) | 2001-01-31 |
US5583243A (en) | 1996-12-10 |
CA2221153C (en) | 2002-04-23 |
ES2150670T3 (es) | 2000-12-01 |
AU5796696A (en) | 1996-11-29 |
PT840723E (pt) | 2001-02-28 |
EP0840723A1 (en) | 1998-05-13 |
JP3087079B2 (ja) | 2000-09-11 |
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