JP2010523686A5 - - Google Patents
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- Publication number
- JP2010523686A5 JP2010523686A5 JP2010503097A JP2010503097A JP2010523686A5 JP 2010523686 A5 JP2010523686 A5 JP 2010523686A5 JP 2010503097 A JP2010503097 A JP 2010503097A JP 2010503097 A JP2010503097 A JP 2010503097A JP 2010523686 A5 JP2010523686 A5 JP 2010523686A5
- Authority
- JP
- Japan
- Prior art keywords
- residue
- composition according
- essential amino
- hydrogen
- amino 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
- 239000003797 essential amino acid Substances 0.000 claims description 11
- 235000020776 essential amino acid Nutrition 0.000 claims description 11
- 150000002466 imines Chemical class 0.000 claims description 7
- 210000004767 rumen Anatomy 0.000 claims description 4
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 claims description 3
- 241000282849 Ruminantia Species 0.000 claims description 3
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 claims description 3
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 claims description 2
- 229930182817 methionine Natural products 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 6
- 231100000252 nontoxic Toxicity 0.000 claims 6
- 230000003000 nontoxic effect Effects 0.000 claims 6
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 claims 4
- AMIMRNSIRUDHCM-UHFFFAOYSA-N Isopropylaldehyde Chemical compound CC(C)C=O AMIMRNSIRUDHCM-UHFFFAOYSA-N 0.000 claims 4
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 claims 4
- 150000001413 amino acids Chemical class 0.000 claims 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims 4
- 235000015872 dietary supplement Nutrition 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- 229910017053 inorganic salt Inorganic materials 0.000 claims 4
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 claims 4
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 claims 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 3
- 239000005862 Whey Substances 0.000 claims 3
- 102000007544 Whey Proteins Human genes 0.000 claims 3
- 108010046377 Whey Proteins Proteins 0.000 claims 3
- 239000000376 reactant Substances 0.000 claims 3
- 150000003839 salts Chemical group 0.000 claims 3
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 claims 2
- ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 2-octanone Chemical compound CCCCCCC(C)=O ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 2
- 241000209149 Zea Species 0.000 claims 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 239000012876 carrier material Substances 0.000 claims 2
- 235000013339 cereals Nutrition 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 2
- 229940117916 cinnamic aldehyde Drugs 0.000 claims 2
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 claims 2
- 235000005822 corn Nutrition 0.000 claims 2
- 125000004122 cyclic group Chemical group 0.000 claims 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims 2
- 238000000855 fermentation Methods 0.000 claims 2
- 230000004151 fermentation Effects 0.000 claims 2
- 239000000796 flavoring agent Substances 0.000 claims 2
- 235000013312 flour Nutrition 0.000 claims 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 claims 2
- 239000013589 supplement Substances 0.000 claims 2
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 claims 2
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 claims 2
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 claims 2
- 235000012141 vanillin Nutrition 0.000 claims 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims 1
- 239000004472 Lysine Substances 0.000 claims 1
- JDPQWHLMBJZURR-UHFFFAOYSA-N decan-5-one Chemical compound CCCCCC(=O)CCCC JDPQWHLMBJZURR-UHFFFAOYSA-N 0.000 claims 1
- 235000019634 flavors Nutrition 0.000 claims 1
- 235000013305 food Nutrition 0.000 claims 1
- 235000013355 food flavoring agent Nutrition 0.000 claims 1
- 125000001360 methionine group Chemical group N[C@@H](CCSC)C(=O)* 0.000 claims 1
- ZAJNGDIORYACQU-UHFFFAOYSA-N methyl n-octyl ketone Natural products CCCCCCCCC(C)=O ZAJNGDIORYACQU-UHFFFAOYSA-N 0.000 claims 1
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical compound CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 claims 1
- 230000001502 supplementing effect Effects 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/734,028 | 2007-04-11 | ||
| US11/734,028 US7704521B2 (en) | 2007-04-11 | 2007-04-11 | Rumen protected essential amino acids |
| 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 true JP2010523686A5 (enExample) | 2013-02-14 |
| JP5306321B2 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 (enExample) |
| EP (1) | EP2131671A1 (enExample) |
| JP (1) | JP5306321B2 (enExample) |
| AR (1) | AR065561A1 (enExample) |
| CA (1) | CA2684427C (enExample) |
| CL (1) | CL2008000520A1 (enExample) |
| DE (1) | DE112008000811B4 (enExample) |
| MX (1) | MX2009010453A (enExample) |
| WO (1) | WO2008127759A1 (enExample) |
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 (enExample) | 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. |
| WO1994014755A1 (fr) * | 1992-12-21 | 1994-07-07 | Ajinomoto Co., Inc. | Derive aminoacide et agent anti-oxygene actif |
| IL129035A0 (en) | 1996-09-19 | 2000-02-17 | Hoechst Marion Roussel Inc | 3-Mercaptoacetylamino-1,5-substituted-2-oxo- azepan derivatives useful as inhibitors of matrix metalloproteinase |
| 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 |
| US6486193B2 (en) | 1998-12-31 | 2002-11-26 | Aventis Pharmaceuticals Inc. | 3-substituted pyrrolidines useful as inhibitors of matrix metalloproteinases |
| US6770640B1 (en) | 1998-12-31 | 2004-08-03 | Aventis Pharmaceuticals Inc. | 1-Carboxymethyl-2-oxo-azepan derivatives useful as selective inhibitors of MMP-12 |
| 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 JP JP2010503097A patent/JP5306321B2/ja 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 WO PCT/US2008/052607 patent/WO2008127759A1/en not_active Ceased
- 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
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