WO2010072584A1 - Acides biliaires dans des aliments pour réduire la production de méthane émanant des activités digestives des ruminants - Google Patents
Acides biliaires dans des aliments pour réduire la production de méthane émanant des activités digestives des ruminants Download PDFInfo
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- WO2010072584A1 WO2010072584A1 PCT/EP2009/066893 EP2009066893W WO2010072584A1 WO 2010072584 A1 WO2010072584 A1 WO 2010072584A1 EP 2009066893 W EP2009066893 W EP 2009066893W WO 2010072584 A1 WO2010072584 A1 WO 2010072584A1
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- Prior art keywords
- feed
- acid
- animal
- methane
- chenodeoxycholic acid
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Classifications
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- 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
- A23K20/105—Aliphatic or alicyclic compounds
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P60/00—Technologies relating to agriculture, livestock or agroalimentary industries
- Y02P60/20—Reduction of greenhouse gas [GHG] emissions in agriculture, e.g. CO2
- Y02P60/22—Methane [CH4], e.g. from rice paddies
Definitions
- the present invention relates to a method for reducing the production of methane emanating from the digestive activities of ruminants by using as active compound deoxycholic acid and/or chenodeoxycholic acid and derivatives thereof.
- the present invention also relates to the use of these active compounds and derivatives thereof as components of animal feed or feed additives, as well as to compositions, feed additives and feed containing them.
- feed or feed composition means any compound, preparation, mixture, or composition suitable for, or intended for intake by an animal.
- a ruminant is a mammal of the order Artiodactyla that digests plant-based food by initially softening it within the animal's first stomach, known as the rumen, then regurgitating the semi-digested mass, now known as cud, and chewing it again.
- the process of again chewing the cud to further break down plant matter and stimulate digestion is called "ruminating". Ruminating mammals include cattle, goats, sheep, giraffes, American Bison, European bison, yaks, water buffalo, deer, camels, alpacas, llamas, wildebeest, antelope, pronghorn, and nilgai.
- AdS/09.12.09 For the present purposes, domestic cattle are the most preferred species. For the present purposes the term includes all races of domestic cattle, and all production kinds of cattle, in particular dairy cows and beef cattle.
- Rumen fermentation brings some disadvantages. Methane is produced as a natural consequence of the anaerobic fermentation, which represents an energy loss to the host animal. Carbohydrate makes up 70 - 80 % of the dry matter in a typical dairy cattle ration and in spite of this the absorption of carbohydrates from the gastro-intestinal tract is normally very limited. The reason for this is the extensive fermentation of carbohydrates in the rumen resulting in production of acetate, propionate and butyrate as the main products. These products are part of the so called volatile fatty acids, VFA.
- methane is also a greenhouse gas, which is many times more potent than CO 2 . Its concentration in the atmosphere has doubled over the last century and continues to increase alarmingly. Ruminants are the major contributors to the biogenic methane formation, and it has been estimated that the prevention of methane formation from ruminants would almost stabilize atmospheric methane concentrations.
- the assessment of the Kyoto protocol places increased priority in decreasing methane emissions as part of a multi-gas strategy.
- the most effective feed additives for reducing the formation of methane contain antibiotics and ionophores which diminish the formation of microorganisms provided H 2 to the methanogenes.
- the effect of antibiotic and ionophores on the formation of methane has some disadvantages because of rapid adaptation of the microflora and/or resistance development.
- the purpose of the present invention is to provide a feeding concept which is not of medicinal nature and which strongly reduces the formation of methane but without affecting microbial fermentation in a way that would be detrimental to the host animal.
- the present inventors surprisingly found that the compounds specified herein after have a great potential for use in animal feed in order to essentially reduce the formation of methane and still maintain the overall microbial activity on a high level.
- the present invention provides the use of deoxycholic acid and/or chenodeoxycholic acid and/or derivatives thereof for suppressing methane formation in ruminants.
- Deoxycholic acid and chenodeoxycholic acid are bile acids naturally occurring in mammals. Chenodeoxycholic acid is also known as chenodesoxycholic acid. Deoxycholic acid, also known as deoxycholate, cholanoic acid, and 3 ⁇ ,12 ⁇ - dihydroxy-5 ⁇ -cholanate is one of the secondary bile acids, which are metabolic byproducts of intestinal bacteria.
- a derivative thereof as used herein comprises compounds encompassed by formula 1 and 2, wherein independently from each other R1 is a hydro- gen, or an alkyl group, or an acid, or a sugar moiety; R2 is a hydrogen, or an alkyl group, or an acid, or a sugar moiety; R3 is OH, OR4, NH 2 , NHR5, wherein R4 and R5 independently represent an ester or an amide group of the compound and are described in more detail below.
- the preferred embodiments according to the invention are deoxycholic-acid 1 and chenodeoxycholic-acid 2 for which R1 and R2 is H and R3 is OH.
- a derivative thereof as used herein also comprises stereoisomers of deoxycholic- and chenodeoxycholic acid and salts thereof.
- Preferred cations for salt preparation may be selected from the group consisting of sodium (Na + ), potassium (K + ), lithium (Li + ), magnesium (Mg 2+ ), calcium (Ca 2+ ), barium (Ba 2+ ), strontium (Sr 2+ ), and ammonium (NH 4+ ).
- Salts may also be prepared from an alkali metal or an alkaline earth metal.
- the bile salt is sodium deoxycholate or chenodeoxycholate.
- prodrugs which may be seen as prodrugs of the compounds of the embodiments are also considered.
- the term prodrug is used for an active or inactive compound that is modified chemically through in vivo physiological action, such as hydrolysis, metabolism and the like, into a compound of the embodiments follow- ing the administration of the prodrug.
- esters can optionally include 1 -4 heteroatoms selected from oxygen, sulfur or nitrogen; alkyl groups such as methyl, ethyl, isopropyl, butyl, hexyl etc. optionally having 1 -4 heteroatoms selected from oxygen, sulfur or nitrogen; alkylphenyl groups having a total of up to 10 carbon atoms, such as, a benzyl or an 5 ethyl phenyl group optionally having 1 -4 heteroatoms at any acceptable point of substitution; and an aryl group such as a phenyl group.
- Example of amide includes, but is not limited to, hydroxamate.
- an ester or an amide of the deoxycholic- or chenodeoxycholic acid is well known in the art.
- an ester can be synthesized by a reaction of the corresponding acid with an alcohol in the presence of a mineral acid, in an estehfication reaction.
- Prodrugs of deoxycholic acid, chenodeoxycholic acid and their derivatives also in- elude epimers that may possess opposite stereochemistry from the native molecule.
- the invention further provides a method for reducing the production of methane emanating from the digestive activities of ruminants by using as active ingredients, deoxycholic acid and/or chenodeoxycholic acid and/or derivatives thereof, which are administrated to the animal.
- the present invention provides animal feed additives on the basis of a compound defined above and animal feed containing as an additive such a compound or a derivative or a metabolite thereof.
- deoxycholic acid and chenodeoxycholic acid can be isolated and purified by methods known per se, e.g. from porcine bile acids.
- Compounds according to the present invention and compositions containing them improve the performance of animals. Therefore, they can be used as feed addi- tives or for the preparation thereof and of feed by mixing or processing them with conventional animal feed or components thereof in amounts to provide the required or desired daily uptake.
- the normal daily dosage of a compound according to the invention provided to an animal by feed intake depends upon the kind of animal and its condition. Normally this dosage should be in the range of from about 50 to about 1000 mg, preferably from about 100 to about 500 mg compound per kg of feed.
- deoxycholic acid and chenodeoxycholic acid need not be that pure; it may e.g. include other compounds and derivatives.
- Deoxycholic acid and/or chenodeoxycholic acid or a derivative thereof may be used in combination with conventional ingredients present in an animal feed composition (diet) such as calcium carbonates, electrolytes such as ammonium chloride, proteins such as soya bean meal, wheat, starch, sunflower meal, corn, meat and bone meal, amino acids, animal fat, vitamins and trace minerals.
- Diet animal feed composition
- compositions of the invention are the following:
- An animal feed additive comprising (a) deoxycholic acid and/or chenodeoxycholic acid (b) at least one fat-soluble vitamin, (c) at least one water-soluble vitamin, (d) at least one trace mineral, and/or (e) at least one macro mineral; - An animal feed composition comprising deoxycholic acid or chenodeoxycholic acid and a crude protein content of 50 to 800 g/kg feed.
- premixes are examples of animal feed additives of the invention.
- a premix designates a preferably uniform mixture of one or more micro-ingredients with diluent and/or carrier. Premixes are used to facilitate uniform dispersion of micro-ingredients in a larger mix.
- the premix of the invention contains at least one fat-soluble vitamin, and/or at least one water soluble vitamin, and/or at least one trace mineral, and/or at least one macro mineral.
- the premix of the invention comprises the deoxycholic acid and/or chenodeoxycholic acid together with at least one additional component selected from the group consisting of fat-soluble vitamins, water-soluble vitamins, trace minerals, and macro minerals.
- the premix comprises the active ingredients of the invention together with at least one additional component selected from the group consisting of fat-soluble vitamins, water-soluble vitamins, and trace-minerals.
- fat-soluble vitamins are vitamin A, vitamin D3, vitamin E, and vitamin K, e.g. vitamin K3.
- water-soluble vitamins are vitamin B12, biotin and choline, vitamin B1 , vitamin B2, vitamin B6, niacin, folic acid and pantothenate, e.g. Ca-D- panthothenate.
- trace minerals are manganese, zinc, iron, copper, iodine, selenium, and cobalt.
- macro minerals are calcium, phosphorus and sodium.
- the ruminant diet is usually composed of an easily degradable fraction (named concentrate) and a fiber-rich less readily degradable fraction (named hay, forage, or roughage).
- Hay is made of dried grass, legume or whole cereals.
- Grasses include among others timothy, ryegrasses, fescues.
- Legumes include among others clover, lucerne or alfalfa, peas, beans and vetches.
- Whole cereals include among others barley, maize (corn), oat, sorghum.
- Other forage crops include sugarcane, kales, rapes, and cabbages.
- root crops such as turnips, swedes, wildlys, fodder beet, and sugar beet (including sugar beet pulp and beet molasses) are used to feed ruminants.
- Still further crops are tubers such as potatoes, cassava and sweet potato.
- Silage is an ensiled version of the fiber-rich fraction (e.g. from grasses, legumes or whole cereals) whereby material with a high water content is treated with a controlled anaerobic fermentation process (naturally-fermented or additive treated).
- the fiber-rich fraction e.g. from grasses, legumes or whole cereals
- material with a high water content is treated with a controlled anaerobic fermentation process (naturally-fermented or additive treated).
- Concentrate is largely made up of cereals (such as barley including brewers grain and distillers grain, maize, wheat, sorghum), but also often contain protein-rich feed ingredients such as soybean, rapeseed, palm kernel, cotton seed and sunflower. Cows may also be fed total mixed rations (TMR), where all the dietary components, e.g. forage, silage and concentrate, are mixed before serving.
- cereals such as barley including brewers grain and distillers grain, maize, wheat, sorghum
- protein-rich feed ingredients such as soybean, rapeseed, palm kernel, cotton seed and sunflower.
- Cows may also be fed total mixed rations (TMR), where all the dietary components, e.g. forage, silage and concentrate, are mixed before serving.
- TMR total mixed rations
- a premix is an example of a feed additive which may comprise the active compounds according to the invention. It is understood that the compounds may be administered to the animal in different other forms. For example the compounds can also be in included in a bolus that would be placed in the rumen and that would release a defined amount of the active compounds continuously in well defined dosages over a specific period of time.
- the present invention also relates to the use of deoxycholic acid and/or chenode- oxycholic acid and derivatives thereof in combination with at least one additional active substance which shows similar effects with regard to methane production in the rumen and which is selected from the group consisting of lipases, diallyl disulfide, garlic oil and allyl isothiocyanate.
- diallyl disulfide, garlic oil and allyl isothiocyanate are independently administered in dosage ranges of for example 0.01 -500 mg active substance per kg feed (ppm).
- ppm active substance per kg feed
- a lipase is an enzyme that catalyzes the hydrolysis of ester bonds in triglyceride substrates found in oils and fats from feed leading to mono and diglycerides and free fatty acids.
- the lipase is active and effective inside the digestive system of the animal (in vivo).
- the lipase can be fed to the animal before, after, or - preferably - simultaneously with the diet.
- the lipase belongs to the EC 3.1.1 -group of lipases, such as EC 3.1.1.3 (triacyl- glycerol lipase).
- the EC numbers refer to Enzyme Nomenclature 1992 from NC- IUBMB, Academic Press, San Diego, California, including supplements 1 -5 pub- lished in Eur. J. Biochem. 1994, 223, 1 - 5; Eur. J. Biochem. 1995, 232, 1 -6; Eur. J. Biochem. 1996, 237, 1 -5; Eur. J. Biochem. 1997, 250, 1 -6; and Eur. J. Biochem. 1999, 264, 610-650; respectively.
- the nomenclature is regularly supplemented and updated; see e.g. World Wide Web at http://www.chem.qmw.ac.uk/iubmb/enzyme.
- the lipase is a bacterial or fungal lipase and according to the invention preferably derived from a strain of Bacillus, such as strains of Bacillus amyloliquefaciens.
- preferred lipases are the lipases contained in the following commercial products: LIPOLASE®, Lipex®, CALA® and No- vozym® 735.
- Example 1 Comparative analysis of Porcine bile acids, chenodeoxycholic acid and deoxycholic acid on in vitro methane and VFA production
- HFT Hohenheim Forage value Test
- VFAs Short chain fatty acids
- the feed stuff is sieved to 1 mm - usually TMR (44 % concentrate, 6 % hay, 37 % maize silage and 13 % grass silage) - and weighed exactly into 64 syringes.
- 4 of these syringes are the substrate controls, which display the gas production without the effect of the tested compounds.
- 4 other syringes are positive control, in which bromoethane sulfonate has been added to 0.1 mM.
- the remaining syringes contain the test substances, by groups of 4 syringes.
- the weighted sample is based on the dry matter of the substrate.
- the completed solution is warmed up to 39 0 C followed by the addition of 1.83 ml sodium salt solution and the addition of reduction solution at 36°C.
- the rumen liquor is added, when the indicator turns colorless.
- 750 ml of rumen liquor are added to approximately 1 ,400 ml of medium solution under continued agitation and CO2-gassing.
- the diluted rumen fluid (24 ml) is added to the glass syringe.
- the syringes are then incubated for 24h at 39 0 C under gentle agitation. After 24h, the volume of gas produced is measured, and the percentage of methane in the gas phase is determined by gas chromatography. In parallel, an aliquot of the liquid phase is taken and transferred into sulfuric acid in order to stop fermentation. From this ali- quot, the amount of short chain fatty acids is determined by HPLC.
- Porcine bile acid extract, deoxycholic acid and chenodeoxycholic acid were tested using the methodology described above.
- the food fermented was artificial TMR (44 % concentrate, 6 % hay, 37 % maize silage and 13 % grass silage). All bile acids were purchased from SIGMA.
- the bile acids were typically added to the fermentation syringes to a concentration of 2 and 0.5 % of dry matter (DM). This means that, as 300 mg of TMR were used, 1.5 to 6 mg of bile acids were used. Results are presented in the following tables.
- This bile acid decreased methane by 25-55 % and VFA by less 20 %.
- Example 2 Comparative analysis of chenodeoxycholic acid with bromoethanesulfonate on in vitro methane reduction.
- Feed used in rumen simulation was 1 gram of dry matter and composed of the following:
- Methane and hydrogen production All the gas produced during the 12 hours in each simulation vessel was individually collected from each of the 156 vessels into evacuated 2 liter infusion bottles, which had ethane pre-introduced as an internal standard. The analyses were performed by gas chromatography using thermal conductivity detector for hydrogen and flame ionization detector for methane and ethane.
- SCFAs short chain fatty acids
- the in vitro experiment was conducted using a Rusitec continuous rumen simulation system as described in detail by Soliva & Hess (2007) "In Measuring Methane Production from Ruminants", pp. 15-135.
- This in vitro system digestion of basal diets was tested at 15 g dry matter / day (DM/d) both with and without chenodeoxycholic acid supplemented at 1 % (on a DM basis) in a completely randomised design in four replicates per treatment.
- the basal diets composition is described in Table 5.
- Table 5 Composition of the dietary substrates in basal diet
- NDF Neutral detergent fibre
- Incubation fluid samples collected directly from the fermenters via a three-way valve using a syringe equipped with a plastic tube 3 hours before exchanging the feed bags, were analysed daily for redox potential and pH using the respective electrodes connected to a pH meter (model 634; Methrom AG, Herisau, Switzerland). Part of the incubation fluid samples taken were centrifuged for 5 min at 4000 rpm (Varifugew K; Heraeus, Osterode, Germany) and the supernatant fraction was stored at -20 0 C before being analysed for SCFA concentrations.
- Short chain fatty acids mmol/d 116 117 2.9
- Entodiniomorphs ( ⁇ 10 3 /ml) 2.37 0 0.603
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Abstract
La présente invention concerne un procédé de réduction de la production de méthane émanant des activités digestives d'un ruminant en utilisant, en tant que composé actif, de l'acide désoxycholique et/ou de l'acide chénodésoxycholique et/ou un de leurs dérivés, qui est administré à l'animal. L'invention concerne également l'utilisation de ces ingrédients dans des aliments et des additifs alimentaires en tant que pré-mélanges, concentrés et ration mélangée totale (RMT) ou sous la forme d'un bolus.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08172804.0 | 2008-12-23 | ||
| EP08172804 | 2008-12-23 | ||
| EP09150641.0 | 2009-01-15 | ||
| EP09150641 | 2009-01-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2010072584A1 true WO2010072584A1 (fr) | 2010-07-01 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2009/066893 Ceased WO2010072584A1 (fr) | 2008-12-23 | 2009-12-11 | Acides biliaires dans des aliments pour réduire la production de méthane émanant des activités digestives des ruminants |
Country Status (1)
| Country | Link |
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| WO (1) | WO2010072584A1 (fr) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011070133A1 (fr) | 2009-12-11 | 2011-06-16 | Dsm Ip Assets B.V. | Acides nitrooxy-alcanoïques et dérivés de ceux-ci en tant qu'aliment pour réduire l'émission de méthane chez des ruminants, et/ou pour améliorer les performances des ruminants |
| WO2012084629A1 (fr) | 2010-12-20 | 2012-06-28 | Dsm Ip Assets B.V. | Utilisation de molécules organiques nitrooxy dans l'alimentation animale pour réduire l'émission de méthane chez les ruminants, et/ou pour améliorer la performance des ruminants |
| WO2012160191A3 (fr) * | 2011-05-26 | 2013-01-31 | Dsm Ip Assets B.V. | Utilisation d'une composition alimentaire pour animaux pour réduire les émissions de méthane par les ruminants, et/ou améliorer le rendement des ruminants |
| EP2644038A1 (fr) | 2012-03-26 | 2013-10-02 | DSM IP Assets B.V. | Utilisation de dérivés para nitro aminés dans des aliments pour réduire l'émission de méthane chez les ruminants |
| WO2018153702A1 (fr) | 2017-02-21 | 2018-08-30 | Dsm Ip Assets B.V. | Utilisation d'une composition alimentaire pour animaux pour réduire les émissions de méthane chez les ruminants, et/ou améliorer le rendement des ruminants |
| WO2021147092A1 (fr) * | 2020-01-23 | 2021-07-29 | 徐州新奥生物科技有限公司 | Composition de graisse, graisse pour aliment, procédé de préparation et utilisation associés |
| WO2021163148A1 (fr) * | 2020-02-11 | 2021-08-19 | Locus Ip Company, Llc | Procédés et compositions pour réduire les gaz atmosphériques entériques délétères chez les animaux d'élevage |
| WO2022218967A1 (fr) * | 2021-04-15 | 2022-10-20 | Dsm Ip Assets B.V. | Utilisation de gossypol et d'un inhibiteur de méthane pour réduire la formation de méthane émanant des activités digestives de ruminants |
| CN117179150A (zh) * | 2023-10-08 | 2023-12-08 | 中国农业大学 | 鹅去氧胆酸在改善母猪健康和提高母猪繁殖性能中的应用 |
| CN117730956A (zh) * | 2024-01-17 | 2024-03-22 | 天津科技大学 | 一种罗氏沼虾饲料添加剂 |
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Cited By (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011070133A1 (fr) | 2009-12-11 | 2011-06-16 | Dsm Ip Assets B.V. | Acides nitrooxy-alcanoïques et dérivés de ceux-ci en tant qu'aliment pour réduire l'émission de méthane chez des ruminants, et/ou pour améliorer les performances des ruminants |
| US20140147529A1 (en) * | 2010-12-20 | 2014-05-29 | Dsm Ip Assets B.V. | Use of nitrooxy organic molecules in feed for reducing methane emission in ruminants, and/or to improve ruminant performance |
| WO2012084629A1 (fr) | 2010-12-20 | 2012-06-28 | Dsm Ip Assets B.V. | Utilisation de molécules organiques nitrooxy dans l'alimentation animale pour réduire l'émission de méthane chez les ruminants, et/ou pour améliorer la performance des ruminants |
| US9902685B2 (en) | 2010-12-20 | 2018-02-27 | Dsm Ip Assets B.V. | Use of nitrooxy organic molecules in feed for reducing methane emission in ruminants, and/or to improve ruminant performance |
| CN103260424A (zh) * | 2010-12-20 | 2013-08-21 | 帝斯曼知识产权资产管理有限公司 | 硝基氧基有机分子在饲料中减少反刍动物中甲烷排放和/或改善反刍动物性能的用途 |
| CN103260424B (zh) * | 2010-12-20 | 2016-05-11 | 帝斯曼知识产权资产管理有限公司 | 硝基氧基有机分子在饲料中减少反刍动物中甲烷排放和/或改善反刍动物性能的用途 |
| US9266814B2 (en) | 2010-12-20 | 2016-02-23 | Dsm Ip Assets B.V. | Use of nitrooxy organic molecules in feed for reducing methane emission in ruminants, and/or to improve ruminant performance |
| CN103561586A (zh) * | 2011-05-26 | 2014-02-05 | 帝斯曼知识产权资产管理有限公司 | 饲料组合物用于减少反刍动物的甲烷排放和/或改善反刍动物表现的用途 |
| RU2591451C2 (ru) * | 2011-05-26 | 2016-07-20 | ДСМ АйПи АССЕТС Б.В. | Применение кормовой композиции для снижения выделения метана и/или для улучшения показателей продуктивности и состояния жвачных животных |
| JP2014515930A (ja) * | 2011-05-26 | 2014-07-07 | ディーエスエム アイピー アセッツ ビー.ブイ. | 反芻動物のメタン排出を低減するため、および/または反芻動物の能力を改善するための飼料組成物の使用 |
| US10154981B2 (en) | 2011-05-26 | 2018-12-18 | Dsm Ip Assets B.V. | Use of a feed composition for reducing methane emission in ruminants, and/or to improve ruminant performance |
| WO2012160191A3 (fr) * | 2011-05-26 | 2013-01-31 | Dsm Ip Assets B.V. | Utilisation d'une composition alimentaire pour animaux pour réduire les émissions de méthane par les ruminants, et/ou améliorer le rendement des ruminants |
| US20140088161A1 (en) * | 2011-05-26 | 2014-03-27 | Dsm Ip Assets B.V. | Use of a feed composition for reducing methane emission in ruminants, and/or to improve ruminant performance |
| CN103561586B (zh) * | 2011-05-26 | 2016-05-04 | 帝斯曼知识产权资产管理有限公司 | 饲料组合物用于减少反刍动物的甲烷排放和/或改善反刍动物表现的用途 |
| WO2013144786A1 (fr) | 2012-03-26 | 2013-10-03 | Dsm Ip Assets B.V. | Utilisation de dérivés de para nitro amino dans l'alimentation pour réduire les émissions de méthane chez les ruminants |
| EP2644038A1 (fr) | 2012-03-26 | 2013-10-02 | DSM IP Assets B.V. | Utilisation de dérivés para nitro aminés dans des aliments pour réduire l'émission de méthane chez les ruminants |
| JP2015512637A (ja) * | 2012-03-26 | 2015-04-30 | ディーエスエム アイピー アセッツ ビー.ブイ. | 反芻動物におけるメタン排出を低減するための飼料中のパラニトロアミノ誘導体の使用 |
| US20150064305A1 (en) * | 2012-03-26 | 2015-03-05 | Dsm Ip Assets B.V. | Use of para nitro amino derivatives in feed for reducing meth-ane emission in ruminants |
| WO2018153702A1 (fr) | 2017-02-21 | 2018-08-30 | Dsm Ip Assets B.V. | Utilisation d'une composition alimentaire pour animaux pour réduire les émissions de méthane chez les ruminants, et/ou améliorer le rendement des ruminants |
| WO2021147092A1 (fr) * | 2020-01-23 | 2021-07-29 | 徐州新奥生物科技有限公司 | Composition de graisse, graisse pour aliment, procédé de préparation et utilisation associés |
| WO2021163148A1 (fr) * | 2020-02-11 | 2021-08-19 | Locus Ip Company, Llc | Procédés et compositions pour réduire les gaz atmosphériques entériques délétères chez les animaux d'élevage |
| WO2022218967A1 (fr) * | 2021-04-15 | 2022-10-20 | Dsm Ip Assets B.V. | Utilisation de gossypol et d'un inhibiteur de méthane pour réduire la formation de méthane émanant des activités digestives de ruminants |
| CN117119897A (zh) * | 2021-04-15 | 2023-11-24 | 帝斯曼知识产权资产管理有限公司 | 棉酚和甲烷抑制剂用于减少从反刍动物的消化活动产生的甲烷的形成的用途 |
| CN117179150A (zh) * | 2023-10-08 | 2023-12-08 | 中国农业大学 | 鹅去氧胆酸在改善母猪健康和提高母猪繁殖性能中的应用 |
| CN117730956A (zh) * | 2024-01-17 | 2024-03-22 | 天津科技大学 | 一种罗氏沼虾饲料添加剂 |
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