JP5269068B2 - 第一胃内で保護されたリシン - Google Patents
第一胃内で保護されたリシン Download PDFInfo
- Publication number
- JP5269068B2 JP5269068B2 JP2010503098A JP2010503098A JP5269068B2 JP 5269068 B2 JP5269068 B2 JP 5269068B2 JP 2010503098 A JP2010503098 A JP 2010503098A JP 2010503098 A JP2010503098 A JP 2010503098A JP 5269068 B2 JP5269068 B2 JP 5269068B2
- Authority
- JP
- Japan
- Prior art keywords
- lysine
- rumen
- supplement
- amino acids
- ricin
- 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.)
- Active
Links
- 210000004767 rumen Anatomy 0.000 title claims description 43
- 108010039491 Ricin Proteins 0.000 title claims description 10
- 239000004472 Lysine Substances 0.000 claims description 48
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 42
- 241001465754 Metazoa Species 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 20
- 241000282849 Ruminantia Species 0.000 claims description 14
- 150000002466 imines Chemical class 0.000 claims description 14
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- 239000013589 supplement Substances 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 7
- 229910052739 hydrogen Inorganic materials 0.000 claims description 7
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 6
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 6
- 235000005822 corn Nutrition 0.000 claims description 6
- 238000000855 fermentation Methods 0.000 claims description 5
- 230000004151 fermentation Effects 0.000 claims description 5
- 150000002431 hydrogen Chemical class 0.000 claims description 5
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims description 5
- 235000013339 cereals Nutrition 0.000 claims description 4
- 235000005911 diet Nutrition 0.000 claims description 4
- 235000015872 dietary supplement Nutrition 0.000 claims description 4
- HKXLAGBDJVHRQG-YFKPBYRVSA-N L-lysinamide Chemical class NCCCC[C@H](N)C(N)=O HKXLAGBDJVHRQG-YFKPBYRVSA-N 0.000 claims description 3
- 239000005862 Whey Substances 0.000 claims description 3
- 102000007544 Whey Proteins Human genes 0.000 claims description 3
- 108010046377 Whey Proteins Proteins 0.000 claims description 3
- 239000012876 carrier material Substances 0.000 claims description 3
- 230000037213 diet Effects 0.000 claims description 3
- 239000000796 flavoring agent Substances 0.000 claims description 3
- 235000013312 flour Nutrition 0.000 claims description 3
- 235000013355 food flavoring agent Nutrition 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 230000001502 supplementing effect Effects 0.000 claims description 2
- 231100000252 nontoxic Toxicity 0.000 claims 5
- 230000003000 nontoxic effect Effects 0.000 claims 5
- 241000209149 Zea Species 0.000 claims 2
- 239000000376 reactant Substances 0.000 claims 2
- 229960003646 lysine Drugs 0.000 description 45
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 37
- 235000001014 amino acid Nutrition 0.000 description 23
- 229940024606 amino acid Drugs 0.000 description 23
- 150000001413 amino acids Chemical class 0.000 description 23
- 239000003797 essential amino acid Substances 0.000 description 19
- 235000020776 essential amino acid Nutrition 0.000 description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 235000018102 proteins Nutrition 0.000 description 12
- 108090000623 proteins and genes Proteins 0.000 description 12
- 102000004169 proteins and genes Human genes 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical group O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 238000000576 coating method Methods 0.000 description 10
- 210000000936 intestine Anatomy 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 9
- 241000283690 Bos taurus Species 0.000 description 8
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 8
- 239000002262 Schiff base Substances 0.000 description 8
- 150000004753 Schiff bases Chemical class 0.000 description 8
- 229930182817 methionine Natural products 0.000 description 8
- 235000013336 milk Nutrition 0.000 description 8
- 239000008267 milk Substances 0.000 description 8
- 210000004080 milk Anatomy 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- BVHLGVCQOALMSV-JEDNCBNOSA-N L-lysine hydrochloride Chemical compound Cl.NCCCC[C@H](N)C(O)=O BVHLGVCQOALMSV-JEDNCBNOSA-N 0.000 description 7
- 229960005337 lysine hydrochloride Drugs 0.000 description 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
- 235000013305 food Nutrition 0.000 description 6
- 244000005700 microbiome Species 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 239000003925 fat Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 230000000813 microbial effect Effects 0.000 description 5
- 230000009469 supplementation Effects 0.000 description 5
- 240000008042 Zea mays Species 0.000 description 4
- 230000000968 intestinal effect Effects 0.000 description 4
- NUJGJRNETVAIRJ-UHFFFAOYSA-N octanal Chemical compound CCCCCCCC=O NUJGJRNETVAIRJ-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 235000013365 dairy product Nutrition 0.000 description 3
- 230000029087 digestion Effects 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- -1 lysine compound Chemical class 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 235000016709 nutrition Nutrition 0.000 description 3
- 102000004196 processed proteins & peptides Human genes 0.000 description 3
- 108090000765 processed proteins & peptides Proteins 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- KJPRLNWUNMBNBZ-QPJJXVBHSA-N (E)-cinnamaldehyde Chemical compound O=C\C=C\C1=CC=CC=C1 KJPRLNWUNMBNBZ-QPJJXVBHSA-N 0.000 description 2
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 2
- 102000014171 Milk Proteins Human genes 0.000 description 2
- 108010011756 Milk Proteins Proteins 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 230000001055 chewing effect Effects 0.000 description 2
- 235000020940 control diet Nutrition 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000002183 duodenal effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000008101 lactose Substances 0.000 description 2
- 235000021243 milk fat Nutrition 0.000 description 2
- 235000021239 milk protein Nutrition 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 230000035764 nutrition Effects 0.000 description 2
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 230000000153 supplemental effect Effects 0.000 description 2
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 2
- YHOXMLBMBQHBKB-UHFFFAOYSA-N 2-amino-6-(octylideneamino)hexanoic acid Chemical compound CCCCCCCC=NCCCCC(N)C(O)=O YHOXMLBMBQHBKB-UHFFFAOYSA-N 0.000 description 1
- SQYAVWYBXVNUNZ-UHFFFAOYSA-N 2-amino-6-[(4-methoxyphenyl)methylideneamino]hexanoic acid Chemical compound COC1=CC=C(C=NCCCCC(N)C(O)=O)C=C1 SQYAVWYBXVNUNZ-UHFFFAOYSA-N 0.000 description 1
- 244000144725 Amygdalus communis Species 0.000 description 1
- 235000011437 Amygdalus communis Nutrition 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 1
- AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 1
- ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 1
- AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 description 1
- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 1
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 description 1
- UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 description 1
- 241000700159 Rattus Species 0.000 description 1
- AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 description 1
- 239000004473 Threonine Substances 0.000 description 1
- QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 description 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 235000020224 almond Nutrition 0.000 description 1
- 150000001371 alpha-amino acids Chemical class 0.000 description 1
- 235000008206 alpha-amino acids Nutrition 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 150000003935 benzaldehydes Chemical class 0.000 description 1
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 150000001607 bioavailable molecules Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- KJPRLNWUNMBNBZ-UHFFFAOYSA-N cinnamic aldehyde Natural products O=CC=CC1=CC=CC=C1 KJPRLNWUNMBNBZ-UHFFFAOYSA-N 0.000 description 1
- 229940117916 cinnamic aldehyde Drugs 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 230000000378 dietary effect Effects 0.000 description 1
- 230000001079 digestive effect Effects 0.000 description 1
- 210000001198 duodenum Anatomy 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
- AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 description 1
- 229960000310 isoleucine Drugs 0.000 description 1
- 230000006651 lactation Effects 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 150000002668 lysine derivatives Chemical class 0.000 description 1
- 125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 description 1
- 150000002680 magnesium Chemical class 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 229960003104 ornithine Drugs 0.000 description 1
- AHLPHDHHMVZTML-BYPYZUCNSA-N ornithyl group Chemical group N[C@@H](CCCN)C(=O)O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 235000019624 protein content Nutrition 0.000 description 1
- 238000001243 protein synthesis Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 description 1
- 210000000813 small intestine Anatomy 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- DKZBBWMURDFHNE-UHFFFAOYSA-N trans-coniferylaldehyde Natural products COC1=CC(C=CC=O)=CC=C1O DKZBBWMURDFHNE-UHFFFAOYSA-N 0.000 description 1
- 230000014616 translation Effects 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Classifications
-
- 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
- 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
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Food Science & Technology (AREA)
- Zoology (AREA)
- Animal Husbandry (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Birds (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nutrition Science (AREA)
- Fodder In General (AREA)
- Feed For Specific Animals (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。
Claims (8)
- 前記非毒性のキャリアが、香味料である請求項1に記載の組成物。
- 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に記載の組成物。
- 餌補完として効果的な量が、1動物1日当たり、1gから50 gのリシン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項に記載の組成物。
- 香味料である非毒性のキャリアを、前記リシンイミンとともに使用する請求項5に記載の方法。
- 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非毒性のキャリアを、前記リシンイミンとともに使用する請求項5に記載の方法。
- 餌補完として効果的な量が、1動物1日当たり、1gから50 gのリシン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項に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/734,009 US20080255234A1 (en) | 2007-04-11 | 2007-04-11 | Rumen protected lysine |
US11/734,009 | 2007-04-11 | ||
PCT/US2008/052618 WO2008127760A1 (en) | 2007-04-11 | 2008-01-31 | Rumen protected lysine |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2010523151A JP2010523151A (ja) | 2010-07-15 |
JP5269068B2 true JP5269068B2 (ja) | 2013-08-21 |
Family
ID=39684231
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2010503098A Active JP5269068B2 (ja) | 2007-04-11 | 2008-01-31 | 第一胃内で保護されたリシン |
Country Status (9)
Country | Link |
---|---|
US (2) | US20080255234A1 (ja) |
EP (1) | EP2131672A1 (ja) |
JP (1) | JP5269068B2 (ja) |
AR (1) | AR065562A1 (ja) |
CA (1) | CA2684431C (ja) |
CL (1) | CL2008000519A1 (ja) |
DE (1) | DE112008000794B4 (ja) |
MX (1) | MX2009010455A (ja) |
WO (1) | WO2008127760A1 (ja) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070255169A1 (en) * | 2001-11-19 | 2007-11-01 | Dune Medical Devices Ltd. | Clean margin assessment tool |
US7704521B2 (en) * | 2007-04-11 | 2010-04-27 | Zinpro Corporation | Rumen protected essential amino acids |
TW201021852A (en) * | 2008-11-17 | 2010-06-16 | Enzon Pharmaceuticals Inc | Releasable fusogenic lipids for nucleic acids delivery systems |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 | |
US5061815A (en) * | 1988-07-06 | 1991-10-29 | Zinpro Corporation | Metal lysine complexes and method for producing metal lysine complexes |
JP3448936B2 (ja) * | 1993-02-16 | 2003-09-22 | 味の素株式会社 | 反芻動物における泌乳量を増大させる方法 |
AU718055B2 (en) * | 1996-09-19 | 2000-04-06 | Aventisub Ii 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 |
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 |
US20020042536A1 (en) * | 1999-10-08 | 2002-04-11 | Prasad S. Raje | Preparation of amino-protected lysine derivatives |
EP1545464B1 (en) * | 2002-08-01 | 2020-09-02 | The Regents of The University of California | Method and compositions for preparing and delivering rumen protected lipids, other nutrients and medicaments |
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 |
SE0400996D0 (sv) * | 2004-04-16 | 2004-04-16 | Alltech Ireland Inc | Use of plants, plant extracts and nature-identical components from plants to affect the rumen fermentation and to improve the energy and protein retention of ruminants |
AU2005200875A1 (en) * | 2004-07-06 | 2006-02-02 | Agr Science & Technology Pty Ltd | Non-protein nitrogen stock feed |
US7704521B2 (en) * | 2007-04-11 | 2010-04-27 | Zinpro Corporation | Rumen protected essential amino acids |
-
2007
- 2007-04-11 US US11/734,009 patent/US20080255234A1/en not_active Abandoned
-
2008
- 2008-01-31 JP JP2010503098A patent/JP5269068B2/ja active Active
- 2008-01-31 MX MX2009010455A patent/MX2009010455A/es active IP Right Grant
- 2008-01-31 CA CA2684431A patent/CA2684431C/en active Active
- 2008-01-31 DE DE112008000794.2T patent/DE112008000794B4/de active Active
- 2008-01-31 WO PCT/US2008/052618 patent/WO2008127760A1/en active Application Filing
- 2008-01-31 EP EP08728685A patent/EP2131672A1/en not_active Withdrawn
- 2008-02-20 CL CL200800519A patent/CL2008000519A1/es unknown
- 2008-02-29 AR ARP080100859A patent/AR065562A1/es unknown
-
2009
- 2009-05-19 US US12/468,141 patent/US7883730B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
US7883730B2 (en) | 2011-02-08 |
CA2684431C (en) | 2012-05-01 |
EP2131672A1 (en) | 2009-12-16 |
US20090226559A1 (en) | 2009-09-10 |
MX2009010455A (es) | 2009-10-19 |
DE112008000794T5 (de) | 2010-04-08 |
JP2010523151A (ja) | 2010-07-15 |
DE112008000794B4 (de) | 2014-10-16 |
AR065562A1 (es) | 2009-06-17 |
US20080255234A1 (en) | 2008-10-16 |
CL2008000519A1 (es) | 2008-05-30 |
CA2684431A1 (en) | 2008-10-23 |
WO2008127760A1 (en) | 2008-10-23 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6403697B2 (ja) | 飼料添加剤としてのジペプチド | |
US5885610A (en) | By-pass rumen product | |
EP1583430A1 (en) | Process for manufacture of a composition for supplementing animals with solutions of esential metal amino acid complexes | |
CA2731281A1 (en) | Additive for livestock feed and feed composition for livestock | |
JP6106610B2 (ja) | 強化された生体内利用可能なヨウ素分子 | |
JP5269068B2 (ja) | 第一胃内で保護されたリシン | |
JP5306321B2 (ja) | 反芻動物用餌補完用組成物及び反芻動物餌補完方法 | |
CN108077592A (zh) | 一种用于反刍动物饲料的pva包被瘤胃缓释尿素 | |
NZ614841B2 (en) | Enhanced bioavailable iodine molecules |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20120418 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20120522 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20120814 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20130416 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20130507 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 5269068 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |