WO2013174764A1 - Treatment of poultry, pigs or fish for reducing the feed conversion ratio or increasing their bodyweight gain - Google Patents
Treatment of poultry, pigs or fish for reducing the feed conversion ratio or increasing their bodyweight gain Download PDFInfo
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- WO2013174764A1 WO2013174764A1 PCT/EP2013/060303 EP2013060303W WO2013174764A1 WO 2013174764 A1 WO2013174764 A1 WO 2013174764A1 EP 2013060303 W EP2013060303 W EP 2013060303W WO 2013174764 A1 WO2013174764 A1 WO 2013174764A1
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- WIPO (PCT)
- Prior art keywords
- alanine
- feed
- mmol
- compound
- dry weight
- Prior art date
Links
- 230000037396 body weight Effects 0.000 title claims abstract description 42
- 238000011282 treatment Methods 0.000 title claims abstract description 32
- 238000006243 chemical reaction Methods 0.000 title claims abstract description 30
- 241000282887 Suidae Species 0.000 title claims abstract description 29
- 241000251468 Actinopterygii Species 0.000 title claims abstract description 26
- 244000144977 poultry Species 0.000 title claims abstract description 26
- UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-aminopropionic acid Natural products NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 claims abstract description 151
- 229940000635 beta-alanine Drugs 0.000 claims abstract description 108
- -1 ß-alanine compound Chemical class 0.000 claims abstract description 56
- 241001465754 Metazoa Species 0.000 claims abstract description 43
- 238000000034 method Methods 0.000 claims abstract description 18
- 230000001225 therapeutic effect Effects 0.000 claims abstract description 5
- 150000001408 amides Chemical class 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 8
- WVIVDMIARDUSDI-UHFFFAOYSA-N 3-(dibutylazaniumyl)propanoate Chemical compound CCCCN(CCCC)CCC(O)=O WVIVDMIARDUSDI-UHFFFAOYSA-N 0.000 claims description 4
- LJLLAWRMBZNPMO-UHFFFAOYSA-N N-acetyl-beta-alanine Chemical compound CC(=O)NCCC(O)=O LJLLAWRMBZNPMO-UHFFFAOYSA-N 0.000 claims description 4
- DIOYEFVIHLBWJX-UHFFFAOYSA-N 3-(diethylamino)propanoic acid Chemical compound CCN(CC)CCC(O)=O DIOYEFVIHLBWJX-UHFFFAOYSA-N 0.000 claims description 3
- PZOIRSAWTCMFEB-UHFFFAOYSA-N 3-[bis(2-methylpropyl)azaniumyl]propanoate Chemical compound CC(C)C[NH+](CC(C)C)CCC([O-])=O PZOIRSAWTCMFEB-UHFFFAOYSA-N 0.000 claims description 3
- JMOXSQYGVIXBBZ-UHFFFAOYSA-N N,N-dimethyl-beta-alanine Chemical compound CN(C)CCC(O)=O JMOXSQYGVIXBBZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000003651 drinking water Substances 0.000 claims description 2
- 235000020188 drinking water Nutrition 0.000 claims description 2
- 230000009467 reduction Effects 0.000 abstract description 4
- 241000287828 Gallus gallus Species 0.000 description 19
- CQOVPNPJLQNMDC-UHFFFAOYSA-N N-beta-alanyl-L-histidine Natural products NCCC(=O)NC(C(O)=O)CC1=CN=CN1 CQOVPNPJLQNMDC-UHFFFAOYSA-N 0.000 description 19
- CQOVPNPJLQNMDC-ZETCQYMHSA-N carnosine Chemical compound [NH3+]CCC(=O)N[C@H](C([O-])=O)CC1=CNC=N1 CQOVPNPJLQNMDC-ZETCQYMHSA-N 0.000 description 19
- QRYRORQUOLYVBU-VBKZILBWSA-N Carnosic acid Natural products CC([C@@H]1CC2)(C)CCC[C@]1(C(O)=O)C1=C2C=C(C(C)C)C(O)=C1O QRYRORQUOLYVBU-VBKZILBWSA-N 0.000 description 18
- 108010087806 Carnosine Proteins 0.000 description 18
- 229940044199 carnosine Drugs 0.000 description 18
- 235000013594 poultry meat Nutrition 0.000 description 15
- 235000005911 diet Nutrition 0.000 description 14
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 14
- 230000009469 supplementation Effects 0.000 description 13
- 230000037213 diet Effects 0.000 description 12
- 210000003205 muscle Anatomy 0.000 description 11
- 235000013330 chicken meat Nutrition 0.000 description 10
- 230000003247 decreasing effect Effects 0.000 description 10
- 235000013372 meat Nutrition 0.000 description 10
- 108010085443 Anserine Proteins 0.000 description 9
- SLRNWACWRVGMKD-UHFFFAOYSA-N L-anserine Natural products CN1C=NC(CC(NC(=O)CCN)C(O)=O)=C1 SLRNWACWRVGMKD-UHFFFAOYSA-N 0.000 description 9
- 241000210053 Potentilla elegans Species 0.000 description 9
- MYYIAHXIVFADCU-QMMMGPOBSA-N anserine Chemical compound CN1C=NC=C1C[C@H](NC(=O)CC[NH3+])C([O-])=O MYYIAHXIVFADCU-QMMMGPOBSA-N 0.000 description 9
- 210000000481 breast Anatomy 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
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- 108010016626 Dipeptides Proteins 0.000 description 5
- 235000020940 control diet Nutrition 0.000 description 5
- 229960002885 histidine Drugs 0.000 description 5
- 230000036542 oxidative stress Effects 0.000 description 5
- 210000000689 upper leg Anatomy 0.000 description 5
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 4
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 0 CN(*)CC*C(O)=O Chemical compound CN(*)CC*C(O)=O 0.000 description 3
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- 238000003307 slaughter Methods 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- 241000252210 Cyprinidae Species 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- FFDGPVCHZBVARC-UHFFFAOYSA-N N,N-dimethylglycine Chemical compound CN(C)CC(O)=O FFDGPVCHZBVARC-UHFFFAOYSA-N 0.000 description 2
- 241000286209 Phasianidae Species 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
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- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 1
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- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 1
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- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
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- WEXRUCMBJFQVBZ-UHFFFAOYSA-N pentobarbital Chemical compound CCCC(C)C1(CC)C(=O)NC(=O)NC1=O WEXRUCMBJFQVBZ-UHFFFAOYSA-N 0.000 description 1
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- QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 description 1
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Classifications
-
- 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
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/158—Fatty acids; Fats; Products containing oils or fats
-
- 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
- A23K50/70—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
-
- 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
-
- 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
Definitions
- the present invention relates to a method for the non- therapeutic treatment of animals selected from the group consisting of poultry, pigs and fish in particular for the purpose of increasing the bodyweight gain of the animals or for the purpose of reducing the conversion ratio of the feed used to feed the animals without reducing their bodyweight gain.
- WO 2007/107184 and WO 2009/033502 disclose for example the use of dimethyl glycine (DMG) for lowering the feed conversion ratio and increasing the bodyweight gain of respectively pigs and broilers.
- DMG dimethyl glycine
- carnosine ⁇ - alanyl-L-histidine
- ⁇ -alanine Carnosine, and its derivative anserine ( ⁇ -alanyl-l -methyl-L-histidine) are known to function as anti-oxidants and putative neurotransmitters. They may thus influence the brain functions and also the meat quality.
- Hu et al. (2009) have tested the effect of carnosine on growth performance, carcass characteristics, meat quality and oxidative stability in broiler chickens. Supplementation of the broiler feed with 0.5% of carnosine enabled to improve the chicken meat quantity and quality. Both the weight gain and the feed conversion ratio were improved but not statistically significantly.
- Carnosine is a dipeptide made up of ⁇ -alanine and histidine.
- ⁇ -alanine is more easy to produce industrially than carnosine, or is in other words much cheaper, it is thus advantageous to use ⁇ -alanine instead of carnosine.
- ⁇ -alanine was also supplemented to pigs, namely by Mei et al. (1998) to determine the influence thereof on the oxidative stability of pork. They found out that a supplementation of the pig diet with 0.225% of ⁇ -alanine is not an efficient method to increase the oxidative stability of pork. As to the production parameters, the feed conversion ratio was decreased somewhat by the ⁇ -alanine supplementation but the bodyweight gain also decreased somewhat. In combination with histidine, the bodyweight gain decreased even more and the feed conversion ratio increased to become higher than the control. Mei et al. therefore doesn't teach that it is possible to decrease the feed conversion ratio by means of a ⁇ -alanine compound without reducing the bodyweight gain nor that it would be possible to increase the bodyweight gain.
- An object of the present invention is to provide an alternative non-therapeutic treatment of poultry, pigs or fish which enables to reduce the conversion ratio of the feed used to feed these animals without reducing however the bodyweight gain, i.e. the average weight gain, or which even enables to increase the bodyweight gain.
- the present invention concerns a method for the non-therapeutic treatment of animals selected from the group consisting of poultry, pigs and fish, which treatment comprises orally administering at least one ⁇ -alanine compound to the animals in an amount of between 2 and 55 mmol/kg dry weight of said feed for the treatment of poultry and fish and between 2 and 25 mmol/kg dry weight of sa id feed for th e treatm ent of p ig s, which ⁇ -alanine compound corresponds to the following formula (I):
- the Ri and F3 ⁇ 4 groups in formula's (I) and (II) being independently hydrogen, an acetyl or a straight or branched alkyl radical containing 1 to 4 carbon atoms
- the R3 and R 4 groups in formula (II) being independently hydrogen or a straight or branched alkyl radical containing 1 to 4 carbon atoms.
- the present invention concerns the use of a ⁇ -alanine compound for reducing the conversion ratio of feed used to feed animals selected from the group consisting of poultry, pigs and fish, without lowering their bodyweight gain, which ⁇ -alanine compound is orally administered to said animals in an amount of between 2 and 55 mmol/kg dry weight of said feed for the treatment of poultry and fish and between 2 and 25 mmol/kg dry weight of said feed for the treatment of pigs, which ⁇ -alanine compound corresponds to the following formula
- the Ri and F3 ⁇ 4 groups in formula's (I) and (II) being independently hydrogen, an acetyl or a straight or branched alkyl radical containing 1 to 4 carbon atoms
- the R3 and R 4 groups in formula (II) being independently hydrogen or a straight or branched alkyl radical containing 1 to 4 carbon atoms.
- the present invention concerns the use of a ⁇ -alanine compound for increasing the bodyweight gain of the animals, i.e. the increase of the bodyweight of the animals per time unit, which ⁇ - alanine compound is orally administered to said animals in an amount of between 2 and 55 mmol/kg dry weight of said feed for the treatment of poultry and fish and between 2 and 25 mmol/kg dry weight of said feed for the treatment of pigs, which ⁇ -alanine compound corresponds to the following formula (I):
- the Ri and R 2 groups in formula's (I) and (II) being independently hydrogen, an acetyl or a straight or branched alkyl radical containing 1 to 4 carbon atoms
- the R3 and R 4 groups in formula (II) being independently hydrogen or a straight or branched alkyl radical containing 1 to 4 carbon atoms.
- the present invention concerns a feed for poultry or fish comprising between 2 and 55 mmol/kg dry weight of a ⁇ - alanine compound, or a feed for pigs comprising between 2 and 25 mmol/kg dry weight of said ⁇ -alanine compound, which ⁇ -alanine compound corresponds to the following formula (I):
- the Ri and R 2 groups in formula's (I) and (II) being independently hydrogen, an acetyl or a straight or branched alkyl radical containing 1 to 4 carbon atoms
- the R3 and R 4 groups in formula (II) being independently hydrogen or a straight or branched alkyl radical containing 1 to 4 carbon atoms.
- the ⁇ -alanine compound is ⁇ - alanine, N,N-dimethyl ⁇ -alanine, N,N-diethyl ⁇ -alanine, , N,N-di-n-propyl ⁇ -alanine , N , N-diisopropyl ⁇ -alanine, N,N-di-n-butyl ⁇ -alanine, N,N- diisobutyl ⁇ -alanine, N,N-di-tert-butyl ⁇ -alanine, 3-acetamidopropanoic acid or mixtures or salts thereof, for example a sodium, potassium, magnesium or calcium salt, the ⁇ -alanine compound being preferably ⁇ - alanine or a salt thereof.
- a difference with the prior art cited here above is that the reduction of the feed conversion ratio or the increase of the body weight gain is obtained with amounts of the ⁇ -alanine compound which are smaller than those used in the prior art to achieve a reduction of the feed conversion ratio, namely with amounts of the ⁇ -alanine compound which are comprised between 2 and 55 mmol/kg dry weight of the feed, when used for the treatment of poultry or fish, or between 2 and 25 mmol/kg dry weight of the feed, when used for the treatment of pigs.
- Such small amounts of the ⁇ -alanine compound do not reduce the bodyweight gain but surprisingly still enable to reduce the feed conversion ratio.
- the smaller the amount of the ⁇ -alanine compound the smaller the cost for the supplementation of the feed with this feed additive.
- the preferred amount of the ⁇ -alanine compound in the finished feed is at least 5, preferably at least 10 and more preferably at least 15 mmol/kg dry weight of said feed.
- the maximum amount of the ⁇ -alanine compound in the finished feed is preferably less than 50, preferably less than 40 and more preferably less than 30 and most preferably less than 25 or even less than 20 mmol/kg dry weight of said feed, when used for the treatment of poultry or fish, or preferably less than 22, more preferably less than 20 and most preferably less than 17 mmol/kg dry weight of said feed, when used for the treatment of pigs.
- the present invention is applicable to any type of commercial meat production operation.
- the animals are poultry (i.e. chickens or turkeys), pigs or fish.
- poultry i.e. chickens or turkeys
- pigs or fish In commercial pig and poultry production operation the herd is typically under substantial stress.
- normal industry growing conditions include substantial density in the enclosure.
- the ventilation in such commercial growing operations is often not a precisely controlled operation and the determination of appropriate ventilation including both heating and cooling is a very subjective operation.
- the life span moreover ranges from about 35 to about 49 days whilst the lifespan for turkeys ranges from 12 to 24 weeks.
- the life span for slaughter pigs is around 6 months whilst sows are usually removed after 3 rounds.
- Both for poultry and for pigs the whole operation from birth to market in conditions under which growth/reproduction is achieved is therefore very stressful.
- growers will typically push the limits of recommended industry conditions which simply increases the stress on the flock or herd.
- a higher oxidative stress is for example obtained when the feed compositions contain more unsaturated fatty acids, for example more than 2 % by dry weight or more than 3 or even or even more than 4 % by dry weight of the feed, whilst a higher metabolic stress is obtained when the animals are made to take up more calories to increase performance.
- the fatty acids contained in the feed compositions are either free fatty acids or fatty acids bound for example in di- or triglycerides.
- the ⁇ -alanine compound administered to the animals is preferably ⁇ -alanine, N,N-dimethyl ⁇ -alanine, N,N-diethyl ⁇ -alanine, N,N- di-n-propyl ⁇ -alanine, N,N-diisopropyl ⁇ -alanine, N,N-di-n-butyl ⁇ -alanine, N,N-d i i s o b u t y I ⁇ -alanine, N,N-di-tert-butyl ⁇ -alanine, 3- acetamidopropanoic acid or a salt of these compounds, for example a sodium, potassium, magnesium or calcium salt.
- the most preferred ⁇ - alanine compound is ⁇ -alanine or a salt thereof.
- the ⁇ -alanine compound When the ⁇ -alanine compound is water-soluble, such as ⁇ - alanine itself, it can be dosed in the drinking water of the animals. Most preferably, the ⁇ -alanine compound is however administered via the feed.
- the ⁇ -alanine compound can either be added directly to the feed, or to a feed supplement, in particular a so-called premix, which is usually used to prepare the feed.
- a feed supplement generally comprises at least vitamins and minerals.
- the ⁇ -alanine compound is preferably administered over a period of 7 days or longer, preferably over a period of 14 days or longer.
- the control diet was a commercial broiler diet (Vanden Avenne, Braadkip 1 14MB) with 4% corn oil added to increase the level of oxidative stress, as used in earlier studies (Kalmar et al., 201 1 ). The composition of this diet is summarized in Tables 1 and 2.
- Table 1 Ingredient composition of the experimental diet.
- Se sodium selenite
- BHT 96 mg/kg
- Table 2 Nutrient composition of the experimental diet.
- Muscle and thigh samples were analysed for their concentration of anserine, carnosine and taurine by high-performance liquid chromatography.
- Table 3 Effect of beta-alanine supplementation on histidine-containing dipeptides and taurine concentrations in thigh and breast of broiler chickens.
- the birds in the ⁇ -alanine group tended to have a higher bodyweight at slaughter, and indeed tended to grow faster, i.e. tended to have a higher bodyweight gain.
- Table 4 Effect of beta-alanine supplementation on broiler chicken performance between 24 and 42 days of age.
- a group of 24 carps were distributed over 12 aquaria with 2 fish each. All fish were previously housed in identical conditions, and fed the same diet as the control group in the trial. Every other aquarium was attributed to either a control diet or that control diet supplemented with 500 mg ⁇ -alanine per kg. Feeding was done at 1 .5% of the body weight, during 2 feeding times/day. To increase the level of oxidative stress, the carps were kept at 27°C ( 4°C above the advised temperature).
- Table 5 Effect of beta-alanine supplementation on carp performance during 14 day experiment.
- Table 7 Nutrient composition of the experimental diet.
- Table 8 demonstrates that ⁇ -alanine increases the overall growth of the piglets. They tend to have a higher bodyweight at slaughter and grow faster, i.e. tended to have a higher bodyweight gain.
- Table 8 Effect of beta-alanine supplementation on pig performance between 9 and 15 weeks of age.
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WO2019175175A1 (en) | 2018-03-13 | 2019-09-19 | Taminco Bvba | Methods of stabilizing and purifying aqueous compositions of alkali metal salts of amino acids comprising alkali metal hydroxide |
US11524931B2 (en) | 2018-03-13 | 2022-12-13 | Taminco Bv | Process for drying N,N-dimethyl glycinate salte |
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US20170087108A1 (en) * | 2015-09-25 | 2017-03-30 | Natural Alternatives International, Inc. | Methods of improving physiological conditions related to pregnancy through dietary supplementation |
CN106107195A (en) * | 2016-06-28 | 2016-11-16 | 中国农业科学院饲料研究所 | A kind of additive package promoting growth of meat chicken and application thereof |
KR20210090688A (en) * | 2018-11-13 | 2021-07-20 | 시엔펑 펑 | Application of acylated derivatives of amino acids in the manufacture of animal feed additives |
WO2020143040A1 (en) * | 2019-01-11 | 2020-07-16 | 黄华成 | Tryptophan derivative and use thereof |
CN110679773A (en) * | 2019-10-31 | 2020-01-14 | 华南农业大学 | Application of pioglitazone hydrochloride and L-carnosine in preparation of chicken feed or additive thereof |
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Cited By (2)
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WO2019175175A1 (en) | 2018-03-13 | 2019-09-19 | Taminco Bvba | Methods of stabilizing and purifying aqueous compositions of alkali metal salts of amino acids comprising alkali metal hydroxide |
US11524931B2 (en) | 2018-03-13 | 2022-12-13 | Taminco Bv | Process for drying N,N-dimethyl glycinate salte |
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CA2871209C (en) | 2020-09-29 |
CL2014003119A1 (en) | 2015-06-12 |
ES2578004T3 (en) | 2016-07-20 |
EP2852293A1 (en) | 2015-04-01 |
PH12014502423A1 (en) | 2015-01-12 |
HUE029517T2 (en) | 2017-03-28 |
PH12014502423B1 (en) | 2015-01-12 |
EP2666365A1 (en) | 2013-11-27 |
MX2014013965A (en) | 2015-05-15 |
CA2871209A1 (en) | 2013-11-28 |
TWI580354B (en) | 2017-05-01 |
TW201402010A (en) | 2014-01-16 |
EP2852293B1 (en) | 2016-03-30 |
CN104427884A (en) | 2015-03-18 |
DK2852293T3 (en) | 2016-07-04 |
JP2015518717A (en) | 2015-07-06 |
ZA201407774B (en) | 2016-08-31 |
KR102112351B1 (en) | 2020-05-19 |
MX353966B (en) | 2018-02-06 |
EP2852293B9 (en) | 2016-09-28 |
RU2014145889A (en) | 2016-07-20 |
PL2852293T3 (en) | 2017-01-31 |
UA112894C2 (en) | 2016-11-10 |
CN104427884B (en) | 2017-03-01 |
US20150126603A1 (en) | 2015-05-07 |
KR20150008880A (en) | 2015-01-23 |
BR112014028621A2 (en) | 2017-06-27 |
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US20200404950A1 (en) | 2020-12-31 |
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