JP5306321B2 - 反芻動物用餌補完用組成物及び反芻動物餌補完方法 - Google Patents
反芻動物用餌補完用組成物及び反芻動物餌補完方法 Download PDFInfo
- Publication number
- JP5306321B2 JP5306321B2 JP2010503097A JP2010503097A JP5306321B2 JP 5306321 B2 JP5306321 B2 JP 5306321B2 JP 2010503097 A JP2010503097 A JP 2010503097A JP 2010503097 A JP2010503097 A JP 2010503097A JP 5306321 B2 JP5306321 B2 JP 5306321B2
- Authority
- JP
- Japan
- Prior art keywords
- supplement
- essential amino
- rumen
- lysine
- amino acid
- 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.)
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
-
- 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
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/10—Feeding-stuffs specially adapted for particular animals for ruminants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
- C07C251/02—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups
- C07C251/24—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton containing imino groups having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Zoology (AREA)
- Animal Husbandry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Birds (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Nutrition Science (AREA)
- Fodder In General (AREA)
- Feed For Specific Animals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
リシンハイドロクロライド(4.8g、26.3ミリモル)を35mLの水に溶解した。NaOH(1g、26.3ミリモル)を前記溶解液に添加し、アイスバスで冷却した。この混合物に、ベンズアルデヒド(2.8g、26.3ミリモル)を添加し、約10分掛けて生成物を沈殿させた。混合物を濾過し、水洗した。得られた固体を乾燥し、約5.2gの白色固体を得た。
リシンハイドロクロライド(4.2g、23ミリモル)を30mLの水に溶解した。NaOH(0.91g、23ミリモル)を前記溶解液に添加し、アイスバスで冷却した。この混合物に、トランスーシンナムアルデヒド(3.0g、23ミリモル)を添加し、約10分掛けて生成物を沈殿させた。混合物を濾過し、水洗した。得られた固体を乾燥し、約4.9gの固体を得た。
リシンハイドロクロライド(2.2g、12ミリモル)を25mLの水に溶解した。NaOH(0.48g、12ミリモル)を前記溶解液に添加し、アイスバスで冷却した。この混合物に、4−メトキシベンズアルデヒド(1.6g、12ミリモル)を添加し、約10分掛けて生成物を沈殿させた。混合物を濾過し、水洗した。得られた固体を乾燥し、約2.6gの固体を得た。
リシンハイドロクロライド(2.7g、14.8ミリモル)を100mLの水に溶解した。NaOH(0.59g、14.8ミリモル)を前記溶解液に添加し、アイスバスで冷却した。この混合物に、オクチルアルデヒド(1.9g、14.8ミリモル)を添加し、約10分掛けて生成物を沈殿させた。沈殿物は、オイル状に凝集した。溶媒をデカントし、オイル状沈殿物を減圧乾燥した。オイル状物質2.5gが得られた。
処理期間:14日間
処理:1)コントロール
2)コントロール+N−ベンジリデンーL−リシンからのリシン40g
全ての牛に同じ基本量の餌を与えた。牛は2つの処理グループのいずれかに振り分けた。(1)コントロール及び(2)コントロール+N−ベンジリデンーL−リシン(TrTA)。牛が1日に53.0ポンドの乾燥物質を消費するごとに、40gのリシンを補給できるように、N−ベンジリデンーL−リシンを与えた。コントロールの餌ではリシンが不足した。コントロールの餌及びN−ベンジリデンーL−リシンを補給した餌の授乳に対する応答を表1に示す。「P」は確率値(P値)を示す。
メチオニン(2.2g、14.7ミリモル)を100mLのMeOHに溶解した。NaOH(0.59g、14.7ミリモル)を前記液に添加し、全てが溶解するまで攪拌した。これに、ベンズアルデヒド(1.9g、17.9ミリモル)を添加し、この混合物を約10分攪拌した。この混合物を減圧濃縮し、残渣をEtOHに添加した。この溶液から生成物を結晶化させた。これを乾燥して約1.5gの固体を得た。生成物は白色固体で、窒素の含有量を分析し、理論値と比較した。理論値は、窒素5.9%で、実測値は窒素5.9%であった。
ヒスチジンモノハイドロクロライド一水和物(5.3g、25.3ミリモル)を100mLのMeOHに溶解した。NaOH(2.0g、50ミリモル)を前記液に添加し、攪拌した。ヒスチジンは完全には溶解しなかったので、全てが溶解するまで水を加えた。この混合物に、ベンズアルデヒド(2.6g、25ミリモル)を添加し、この混合物を約10分攪拌した。この混合物を減圧濃縮し、残渣をEtOHに添加した。生成物を濾過し、EtOHで洗浄した。これを乾燥して約3.7gの白色固体を得た。
Claims (8)
- 前記非毒性のキャリアが、香味料である請求項1に記載した組成物。
- 前記非毒性のキャリアが、糖、発酵可溶分、供給穀物、軸付きとうもろこしの粉、乳清及び他のセルロース性キャリア物質から成る群から選択される請求項1又は2に記載した組成物。
- 前記餌補完として効果的な量が、1動物1日に、1gから50gのアミノ酸を補給するために十分な量である請求項1〜3のいずれか1項に記載した組成物。
- 前記必須アミノ酸のイミン誘導体を、香味料である非毒性のキャリアと混合することを更に含む請求項5に記載した方法。
- 前記非毒性のキャリアが、糖、発酵可溶分、供給穀物、軸付きとうもろこしの粉、乳清及び他のセルロース性キャリア物質から成る群から選択される請求項6に記載した方法。
- 前記餌補完として効果的な量が、1動物1日に、1gから50gのアミノ酸を補給するために十分な量である請求項5〜7のいずれか1項に記載した方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/734,028 US7704521B2 (en) | 2007-04-11 | 2007-04-11 | Rumen protected essential amino acids |
US11/734,028 | 2007-04-11 | ||
PCT/US2008/052607 WO2008127759A1 (en) | 2007-04-11 | 2008-01-31 | Rumen protected essential amino acids |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2010523686A JP2010523686A (ja) | 2010-07-15 |
JP2010523686A5 JP2010523686A5 (ja) | 2013-02-14 |
JP5306321B2 true JP5306321B2 (ja) | 2013-10-02 |
Family
ID=39399318
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2010503097A Active JP5306321B2 (ja) | 2007-04-11 | 2008-01-31 | 反芻動物用餌補完用組成物及び反芻動物餌補完方法 |
Country Status (9)
Country | Link |
---|---|
US (2) | US7704521B2 (ja) |
EP (1) | EP2131671A1 (ja) |
JP (1) | JP5306321B2 (ja) |
AR (1) | AR065561A1 (ja) |
CA (1) | CA2684427C (ja) |
CL (1) | CL2008000520A1 (ja) |
DE (1) | DE112008000811B4 (ja) |
MX (1) | MX2009010453A (ja) |
WO (1) | WO2008127759A1 (ja) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7704521B2 (en) * | 2007-04-11 | 2010-04-27 | Zinpro Corporation | Rumen protected essential amino acids |
US20080255234A1 (en) * | 2007-04-11 | 2008-10-16 | Zinpro Corporation | Rumen protected lysine |
US9149057B2 (en) | 2011-03-01 | 2015-10-06 | Zinpro Corporation | Enhanced bioavailable iodine molecules |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1807604A1 (de) * | 1968-11-07 | 1970-06-11 | Diamalt Ag | Futtermittelzusatz |
GB1380274A (en) | 1971-10-01 | 1975-01-08 | Wyeth John & Brother Ltd | Amino acid derivatives |
CH591918A5 (ja) | 1974-03-05 | 1977-10-14 | Nestle Sa | |
US4147873A (en) * | 1977-07-01 | 1979-04-03 | Merrell Toraude Et Compagnie | α-Vinyl derivatives of α-amino acids |
US5061815A (en) | 1988-07-06 | 1991-10-29 | Zinpro Corporation | Metal lysine complexes and method for producing metal lysine complexes |
NL9201230A (nl) | 1992-07-09 | 1994-02-01 | Dsm Nv | Werkwijze voor de bereiding van optisch aktief methionineamide. |
US5594012A (en) * | 1992-12-21 | 1997-01-14 | Ajinomoto Co., Inc. | Amino acid derivatives and anti-active oxygen agents |
BR9713207A (pt) | 1996-09-19 | 2000-04-04 | Hoechst Marion Roussel Inc | Derivados de 3-mercaptoacetilamino-1,5-substituìdo-2-oxo-azepan uteis como inibidores de metaloproteinase de matriz |
US5885610A (en) | 1997-03-04 | 1999-03-23 | Zinpro Corporation | By-pass rumen product |
FR2785773B1 (fr) * | 1998-11-13 | 2001-04-20 | Rhone Poulenc Nutrition Animal | Utilisation d'esters de methionine en nutrition animale |
US6770640B1 (en) | 1998-12-31 | 2004-08-03 | Aventis Pharmaceuticals Inc. | 1-Carboxymethyl-2-oxo-azepan derivatives useful as selective inhibitors of MMP-12 |
US6486193B2 (en) | 1998-12-31 | 2002-11-26 | Aventis Pharmaceuticals Inc. | 3-substituted pyrrolidines useful as inhibitors of matrix metalloproteinases |
FR2863620B1 (fr) | 2003-12-16 | 2007-05-25 | Roquette Freres | Utilisation d'au moins un cetose de 3 a 5 atomes de carbone comme substitut d'agents reticulants de proteines |
AU2005200875A1 (en) * | 2004-07-06 | 2006-02-02 | Agr Science & Technology Pty Ltd | Non-protein nitrogen stock feed |
US20080255234A1 (en) * | 2007-04-11 | 2008-10-16 | Zinpro Corporation | Rumen protected lysine |
US7704521B2 (en) | 2007-04-11 | 2010-04-27 | Zinpro Corporation | Rumen protected essential amino acids |
DE102008042932A1 (de) * | 2008-10-17 | 2010-04-22 | Evonik Degussa Gmbh | Herstellung und Verwendung von Methionylmethionin als Futtermitteladditiv für Fische und Krustentiere |
-
2007
- 2007-04-11 US US11/734,028 patent/US7704521B2/en active Active
-
2008
- 2008-01-31 EP EP08728674A patent/EP2131671A1/en not_active Withdrawn
- 2008-01-31 DE DE112008000811.6T patent/DE112008000811B4/de active Active
- 2008-01-31 MX MX2009010453A patent/MX2009010453A/es active IP Right Grant
- 2008-01-31 CA CA2684427A patent/CA2684427C/en active Active
- 2008-01-31 JP JP2010503097A patent/JP5306321B2/ja active Active
- 2008-01-31 WO PCT/US2008/052607 patent/WO2008127759A1/en active Application Filing
- 2008-02-20 CL CL200800520A patent/CL2008000520A1/es unknown
- 2008-02-29 AR ARP080100858A patent/AR065561A1/es unknown
-
2009
- 2009-05-19 US US12/468,161 patent/US7846471B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
US20090232960A1 (en) | 2009-09-17 |
DE112008000811B4 (de) | 2014-10-16 |
EP2131671A1 (en) | 2009-12-16 |
JP2010523686A (ja) | 2010-07-15 |
WO2008127759A1 (en) | 2008-10-23 |
US20080255219A1 (en) | 2008-10-16 |
AR065561A1 (es) | 2009-06-17 |
MX2009010453A (es) | 2009-10-19 |
CA2684427C (en) | 2012-05-01 |
DE112008000811T5 (de) | 2010-01-14 |
CL2008000520A1 (es) | 2008-07-04 |
US7846471B2 (en) | 2010-12-07 |
CA2684427A1 (en) | 2008-10-23 |
US7704521B2 (en) | 2010-04-27 |
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