JP2022514030A - 動物飼料添加剤の調製におけるグルタミン誘導体の用途 - Google Patents
動物飼料添加剤の調製におけるグルタミン誘導体の用途 Download PDFInfo
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- JP2022514030A JP2022514030A JP2021535120A JP2021535120A JP2022514030A JP 2022514030 A JP2022514030 A JP 2022514030A JP 2021535120 A JP2021535120 A JP 2021535120A JP 2021535120 A JP2021535120 A JP 2021535120A JP 2022514030 A JP2022514030 A JP 2022514030A
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- Prior art keywords
- feed
- alkyl
- aryl
- substituted
- alkylene
- 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
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- 235000019730 animal feed additive Nutrition 0.000 title claims abstract description 32
- 238000002360 preparation method Methods 0.000 title claims abstract description 26
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- 239000012453 solvate Substances 0.000 claims abstract description 33
- 125000000217 alkyl group Chemical group 0.000 claims description 72
- 125000003118 aryl group Chemical group 0.000 claims description 48
- 239000000203 mixture Substances 0.000 claims description 46
- 239000003674 animal food additive Substances 0.000 claims description 44
- 125000001072 heteroaryl group Chemical group 0.000 claims description 38
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 10
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- 235000021095 non-nutrients Nutrition 0.000 claims description 2
- 239000000126 substance Substances 0.000 abstract description 28
- 238000002474 experimental method Methods 0.000 abstract description 22
- 150000001875 compounds Chemical class 0.000 abstract description 20
- 238000004519 manufacturing process Methods 0.000 abstract description 17
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- 238000012360 testing method Methods 0.000 description 4
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- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical group [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 4
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- 230000005496 eutectics Effects 0.000 description 1
- 230000029142 excretion Effects 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000006052 feed supplement Substances 0.000 description 1
- 230000035611 feeding Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 235000013569 fruit product Nutrition 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 229940097042 glucuronate Drugs 0.000 description 1
- 229940097043 glucuronic acid Drugs 0.000 description 1
- 235000021312 gluten Nutrition 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 230000009036 growth inhibition Effects 0.000 description 1
- 231100000304 hepatotoxicity Toxicity 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
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- 238000006460 hydrolysis reaction Methods 0.000 description 1
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- 150000002500 ions Chemical class 0.000 description 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 1
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- BQZGVMWPHXIKEQ-UHFFFAOYSA-L iron(ii) iodide Chemical compound [Fe+2].[I-].[I-] BQZGVMWPHXIKEQ-UHFFFAOYSA-L 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
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- 239000011777 magnesium Substances 0.000 description 1
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- 229910001623 magnesium bromide Inorganic materials 0.000 description 1
- 229910001629 magnesium chloride Inorganic materials 0.000 description 1
- BLQJIBCZHWBKSL-UHFFFAOYSA-L magnesium iodide Chemical compound [Mg+2].[I-].[I-] BLQJIBCZHWBKSL-UHFFFAOYSA-L 0.000 description 1
- 229910001641 magnesium iodide Inorganic materials 0.000 description 1
- 229940037627 magnesium lauryl sulfate Drugs 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- HBNDBUATLJAUQM-UHFFFAOYSA-L magnesium;dodecyl sulfate Chemical compound [Mg+2].CCCCCCCCCCCCOS([O-])(=O)=O.CCCCCCCCCCCCOS([O-])(=O)=O HBNDBUATLJAUQM-UHFFFAOYSA-L 0.000 description 1
- 229940049920 malate Drugs 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
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- IWYDHOAUDWTVEP-UHFFFAOYSA-M mandelate Chemical compound [O-]C(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-M 0.000 description 1
- 229960002510 mandelic acid Drugs 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 239000011565 manganese chloride Substances 0.000 description 1
- 235000002867 manganese chloride Nutrition 0.000 description 1
- 229940099607 manganese chloride Drugs 0.000 description 1
- QWYFOIJABGVEFP-UHFFFAOYSA-L manganese(ii) iodide Chemical compound [Mn+2].[I-].[I-] QWYFOIJABGVEFP-UHFFFAOYSA-L 0.000 description 1
- 235000012054 meals Nutrition 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M methanesulfonate group Chemical group CS(=O)(=O)[O-] AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
- 239000002366 mineral element Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 235000019691 monocalcium phosphate Nutrition 0.000 description 1
- 230000007886 mutagenicity Effects 0.000 description 1
- 231100000299 mutagenicity Toxicity 0.000 description 1
- 231100000417 nephrotoxicity Toxicity 0.000 description 1
- QMMRZOWCJAIUJA-UHFFFAOYSA-L nickel dichloride Chemical compound Cl[Ni]Cl QMMRZOWCJAIUJA-UHFFFAOYSA-L 0.000 description 1
- UQPSGBZICXWIAG-UHFFFAOYSA-L nickel(2+);dibromide;trihydrate Chemical compound O.O.O.Br[Ni]Br UQPSGBZICXWIAG-UHFFFAOYSA-L 0.000 description 1
- BFSQJYRFLQUZKX-UHFFFAOYSA-L nickel(ii) iodide Chemical compound I[Ni]I BFSQJYRFLQUZKX-UHFFFAOYSA-L 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 229950006423 nosiheptide Drugs 0.000 description 1
- MQWDKYHFGBWGQZ-JQTJYXGUSA-N nosiheptide Chemical compound N([C@H](C(=O)N\C(C=1SC=C(N=1)C(=O)N[C@@H]1CC(O)C(=O)OCC=2C=CC=C3NC(=C(C3=2)C)C(=O)SC[C@H](NC(=O)C=2N=C1SC=2)C=1SC=C(N=1)C1=N2)=C/C)[C@@H](C)O)C(=O)C(N=3)=CSC=3C1=CC(=O)\C2=C1/NC(C(=O)NC(=C)C(N)=O)=CS1 MQWDKYHFGBWGQZ-JQTJYXGUSA-N 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000000050 nutritive effect Effects 0.000 description 1
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- 235000019198 oils Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 229960000625 oxytetracycline Drugs 0.000 description 1
- 235000019366 oxytetracycline Nutrition 0.000 description 1
- IWVCMVBTMGNXQD-PXOLEDIWSA-N oxytetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-PXOLEDIWSA-N 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 235000020232 peanut Nutrition 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 150000004492 retinoid derivatives Chemical class 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 235000019378 salinomycin Nutrition 0.000 description 1
- 229960001548 salinomycin Drugs 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 235000019615 sensations Nutrition 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- MFBOGIVSZKQAPD-UHFFFAOYSA-M sodium butyrate Chemical compound [Na+].CCCC([O-])=O MFBOGIVSZKQAPD-UHFFFAOYSA-M 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 231100000211 teratogenicity Toxicity 0.000 description 1
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical class OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 208000014001 urinary system disease Diseases 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 239000000273 veterinary drug Substances 0.000 description 1
- 235000019373 virginiamycin Nutrition 0.000 description 1
- 229960003842 virginiamycin Drugs 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 235000015099 wheat brans Nutrition 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 229940102001 zinc bromide Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- 229940120347 zinc preparations Drugs 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
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- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/142—Amino acids; Derivatives thereof
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
-
- 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
- A23K50/30—Feeding-stuffs specially adapted for particular animals for swines
-
- 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
- A23K50/40—Feeding-stuffs specially adapted for particular animals for carnivorous animals, e.g. cats or dogs
-
- 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
- A23K50/60—Feeding-stuffs specially adapted for particular animals for weanlings
-
- 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
- A23K50/70—Feeding-stuffs specially adapted for particular animals for birds
- A23K50/75—Feeding-stuffs specially adapted for particular animals for birds for poultry
-
- 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
- A23K50/80—Feeding-stuffs specially adapted for particular animals for aquatic animals, e.g. fish, crustaceans or molluscs
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/195—Radicals derived from nitrogen analogues of carboxylic acids
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S426/00—Food or edible material: processes, compositions, and products
- Y10S426/807—Poultry or ruminant feed
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Animal Husbandry (AREA)
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- Zoology (AREA)
- Organic Chemistry (AREA)
- Marine Sciences & Fisheries (AREA)
- Insects & Arthropods (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Fodder In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
本発明に係る式(I)に示されるグルタミン誘導体の調製方法は、グルタミン酸(Gluと略記)を出発原料として、関与する化学反応には主にカルボキシルのエステル化、アミノのアシル化およびエステルのアミノリシスが含まれ、必要に応じてエステルの加水分解も含まれ得る。
本発明によって提供されるグルタミン誘導体およびそのラセミ体、立体異性体、幾何異性体、互変異性体、溶媒和物または飼料に許容される塩は動物飼料添加剤の調製に応用される。
グルタミン誘導体およびそのラセミ体、立体異性体、幾何異性体、互変異性体、溶媒和物または飼料に許容される塩の少なくとも1つおよび飼料用補助材料を含む飼料用組成物を提供し、前記飼料用補助材料は飼料用の担体、希釈剤、補助剤、溶媒またはそれらの組み合わせである。
本発明は、上記グルタミン誘導体およびそのラセミ体、立体異性体、幾何異性体、互変異性体、溶媒和物または飼料に許容される塩を含む飼料用組成物の用途に関する。
いくつかの給餌実施例では、養殖者はグルタミン誘導体およびそのラセミ体、立体異性体、幾何異性体、互変異性体、溶媒和物または飼料に許容される塩を含む飼料添加剤と飼料を動物に給餌して、動物の生産能力を顕著に改善することができる。
体重が類似した65日齢の「Duroc-landrace-yorkshire」三品種ハイブリッド痩せ型子豚480頭を選択し、ランダムに16処理組に分割し、各組に3回重複し、各重複に10頭があり、雄と雌が各半分である。実験前に豚舎および器具を減菌する。実験期間中、同一豚舎で同じ飼養管理条件下で別々の囲いに養殖する。実験期間中、実験豚は自由に飲んだり飼料摂取したりして、1日2回給餌する。各実験組はそれぞれ対照組および実験2~16組である。ただし、対照組は基礎飼料のみを与え、実験2~16組はそれぞれ基礎飼料の基礎に800ppmの異なるグルタミン誘導体が添加された飼料であり、具体的には表2に示される。
毎日平均飼料摂取量=(飼料総量-残り量)/(実験日数×重複豚の数)、
1日の平均体重増加=(実験終期平均体重-実験初期平均体重)/実験日数、
飼料対肉の比率=毎日平均飼料摂取量/1日の平均体重増加。
実験は単一因子ランダム設計を採用し、1日齢で、体重が類似した平均体重50gの黄色い羽のブロイラー720羽を選択し、ランダムに16処理組に分割し、各組に3回重複し、雄と雌が各半分で、各重複に15羽の黄色い羽のブロイラーがある。実験前に鶏舎と調理器具を滅菌する。実験期間中、同一鶏舎で同じ飼養管理条件下でケージで飼養する。基礎飼料は主にトウモロコシ-大豆粕であり、飼養プロセス全体に、他の酸化防止成分および成長促進剤が添加されなかった。各実験組はそれぞれ対照組、実験2~16組である。その内に実験1では、対照組は基礎飼料のみを与え、実験2~16組は基礎飼料にそれぞれ750ppmの異なるグルタミン誘導体が添加され、詳細は表3に示される。実験期間は20日であり、実験鶏は自由に飲んだり飼料摂取したりして、1日2回給餌する。各重複を単位で21日齢で体重を量り(12時間給餌せず、水のみを与える)、実験鶏の飼料消費量を統計し、各組の実験鶏の毎日平均飼料摂取量(ADFI、g/d*羽)、1日の平均体重増加(ADG、g/d*羽)および飼料対肉の比率(FCR)を計算した。飼料対肉の比率(FCR)は以下の式によって計算した:
飼料対肉の比率(FCR)=毎日平均飼料摂取量/1日平均体重増加。
使用する実験魚はソウギョであり、広州インセット実験場水生製品の場所で行われた。健康的で活気があり、仕様が一致するソウギョ種を、正式な養殖実験に使用する前に大きなケージで4週飼養し、実験システムはフローティングケージとした。小さなケージと一時飼養ケージとともに実験場所の3500m2の池に設置され、池の深さが約1.5mであり、池の水は完全に曝気された底水である。実験の時、1日空腹だった520匹のソウギョをランダムに13組に分け、各組に4回重複し、各重複に10匹魚があり、全体重量を量り、その後ランダムに52個のケージに入れ、それぞれ異なる実験飼料を給餌する。実験用飼料は自己調製したものであり、異なる実験組は基礎料にそれぞれ500ppmの異なるグルタミン誘導体が添加され、詳細は表4に示される。実験は人工制限給餌を採用し、給餌量は週に1回調整され、2組の給餌レベル(初期体重)は全く一致で、1日2回給餌する(7:30と15:00)、合計580g。実験期間は8週間である。
体重増加率(%)=(平均終期重量-平均初期重量)/ 平均初期重量*100
飼料係数=580 /(平均終期重量-平均初期重量)
異なるグルタミン誘導体の魚の生4性能に対する影響の実験結果が表4に示され、体重増加率と飼料係数の2つの側面からグルタミン誘導体のソウギョの生産性能に対する影響効果を評価する。
Claims (16)
- 動物飼料添加剤の調製における構造が以下式(I)に示されるグルタミン誘導体またはそのラセミ体、立体異性体、幾何異性体、互変異性体、溶媒和物、飼料に許容される塩の用途。
R1bおよびR2bはそれぞれ独立してC1-C20アルキル、C3-C7シクロアルキル、または任意に1、2、3、4または5つのR3で置換されたC1-C20アルキル、C3-C7シクロアルキルであり、
R3は-OH、-NH2、-CN、-SHまたは-X1であり、その内にX1はF、Cl、BrまたはIから選択され、
R1aおよびR2aはそれぞれ独立してC5-C12アリール、C5-C12ヘテロアリール、-(C1-C4アルキレン)-C5-C12アリール、-(C1-C4アルキレン)-C5-C12ヘテロアリール、または任意に1、2、3、4または5つのR4で置換されたC5-C12アリール、C5-C12ヘテロアリール、-(C1-C4アルキレン)-C5-C12アリール、-(C1-C4アルキレン)-C5-C12ヘテロアリールであり、
R4は-OH、-NH2、-NO2、-CN、-SH、-X2、-C1-C5アルコキシ、-C1-C5アルキル、またはX2で置換された-C1-C5アルキルであり、その内にX2はF、Cl、BrまたはIから選択される。) - 前記のR1はR1aC(=O)またはHであり、R2はR2aC(=O)であり、R1aおよびR2aはそれぞれ独立してC5-C12アリール、C5-C12ヘテロアリール、-(C1-C4アルキレン)-C5-C12アリール、-(C1-C4アルキレン)-C5-C12ヘテロアリール、または任意に1、2、3、4または5つのR4で置換されたC5-C12アリール、C5-C12ヘテロアリール、-(C1-C4アルキレン)-C5-C12アリール、-(C1-C4アルキレン)-C5-C12ヘテロアリールであり、R4は-OH、-NH2、-NO2、-CN、-SH、-X2、-C1-C5アルコキシ、-C1-C5アルキル、またはX2で置換された-C1-C5アルキルであり、その内にX2はF、Cl、BrまたはIから選択される、ことを特徴とする請求項1に記載の用途。
- 前記のR1はHであり、R2はR2aC(=O)であり、前記のR2aはC5-C12アリール、-(C1-C4アルキレン)-C5-C12アリール、または任意に1、2、3、4または5つのR4で置換されたC5-C12アリール、-(C1-C4アルキレン)-C5-C12アリールであり、R4は-OH、-NH2、-NO2、-CN、-SH、-X2、-C1-C5アルコキシ、-C1-C5アルキル、またはX2で置換された-C1-C5アルキルであり、その内にX2はF、Cl、BrまたはIから選択される、ことを特徴とする請求項1に記載の用途。
- 前記のR2aはC6アリール、-(C1-C4アルキレン)-C6アリール、または任意に1、2、3、4または5つのR4で置換されたC6アリール、-(C1-C4アルキレン)-C6アリールであり、R4は-OH、-NH2、-NO2、-CN、-SH、-X2、-C1-C5アルコキシ、-C1-C5アルキル、またはX2で置換された-C1-C5アルキルであり、その内にX2はF、Cl、BrまたはIから選択される、ことを特徴とする請求項1に記載の用途。
- 前記のR2aはフェニル、-(C1-C4アルキレン)-フェニル、または任意に1、2、3、4または5つのR4で置換されたフェニル、-(C1-C4アルキレン)-フェニルであり、R4は-OH、-NH2、-NO2、-CN、-SH、-X2、-C1-C5アルコキシ、-C1-C5アルキル、またはX2で置換された-C1-C5アルキルであり、その内にX2はF、Cl、BrまたはIから選択される、ことを特徴とする請求項1に記載の用途。
- 前記のR1はR1bC(=O)またはHであり、R2はR2bC(=O)であり、R1bおよびR2bはそれぞれ独立してC1-C20アルキル、C3-C6シクロアルキル、または任意に1、2、3、4または5つのR3で置換されたC1-C20アルキル、C3-C7シクロアルキル、R3は-OH、-NH2、-CN、-SHまたは-X1であり、その内にX1はF、Cl、BrまたはIから選択される、ことを特徴とする請求項1に記載の用途。
- 前記のR1はHであり、R2はR2bC(=O)であり、前記のR2bはC1-C20アルキルまたは任意に1、2、3、4または5つのR3で置換されたC1-C20アルキルであり、R3は-OH、-NH2、-CN、-SHまたは-X1であり、その内にX1はF、Cl、BrまたはIから選択される、ことを特徴とする請求項1に記載の用途。
- 前記YはOC1-C10アルキルである、ことを特徴とする請求項1に記載の用途。
- 前記のXはC4-C10窒素含有シクロアルキルである、ことを特徴とする請求項1に記載の用途。
- 前記のXはNHC1-C20アルキルである、ことを特徴とする請求項1に記載の用途。
- 前記のXはNHC1-C10アルキルである、ことを特徴とする請求項10に記載の用途。
- 請求項1~11のいずれか1項に記載の構造が式(I)に示されるグルタミン誘導体またはそのラセミ体、立体異性体、幾何異性体、互変異性体、溶媒和物、飼料に許容される塩中の少なくとも1つと飼料用補助材料を含む、ことを特徴とする飼料用組成物。
- 前記飼料用組成物は追加の動物飼料添加剤をさらに含み、前記追加の動物飼料添加剤は、栄養飼料添加剤、非栄養飼料添加剤または薬剤飼料添加剤中の少なくとも1つから選択される、ことを特徴とする請求項12に記載の飼料用組成物。
- 前記飼料用組成物は動物飼料原料をさらに含む、ことを特徴とする請求項12または13に記載の飼料用組成物。
- 動物飼料添加剤の調製における請求項12~13のいずれか1項に記載の飼料用組成物の用途。
- 動物飼料の調製における請求項12~14のいずれか1項に記載の飼料用組成物の用途。
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