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WO2025125668A1 - Nouvelle utilisation - Google Patents

Nouvelle utilisation Download PDF

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Publication number
WO2025125668A1
WO2025125668A1 PCT/EP2024/086493 EP2024086493W WO2025125668A1 WO 2025125668 A1 WO2025125668 A1 WO 2025125668A1 EP 2024086493 W EP2024086493 W EP 2024086493W WO 2025125668 A1 WO2025125668 A1 WO 2025125668A1
Authority
WO
WIPO (PCT)
Prior art keywords
animal
derivatives
nitrooxypropanol
day
linolic acid
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.)
Pending
Application number
PCT/EP2024/086493
Other languages
English (en)
Inventor
Maik Kindermann
René Tobias STEMMLER
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
DSM IP Assets BV
Original Assignee
DSM IP Assets BV
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Filing date
Publication date
Application filed by DSM IP Assets BV filed Critical DSM IP Assets BV
Publication of WO2025125668A1 publication Critical patent/WO2025125668A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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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
    • A23K20/105—Aliphatic or alicyclic compounds
    • 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
    • A23K50/10—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
    • A23K20/174—Vitamins
    • 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
    • A23K20/20—Inorganic substances, e.g. oligoelements
    • A23K20/30—Oligoelements
    • 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 the field of reduction of methane emission in ruminants. Particularly, it relates to the administration of a combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid to a ruminant for reducing the production of methane emanating from the digestive activities of said ruminant.
  • the present invention further relates to animal premix consisting essentially of (a) 3-nitroox- ypropanol and/or derivatives thereof and Linolic acid and optionally one or more of (b-1) fat soluble vitamin(s), (b-2) water soluble vitamin(s), (b-3) trace mineral(s) and (b-4) macro minerals) and (c) a carrier as well as the use of said pre-mix for reducing the production of methane emanating from the digestive activities of ruminants.
  • the temperature of the air surrounding the earth is increasing, a process referred to as global warming.
  • One of the main focuses to reduce this warming effect is to reduce the amount of greenhouse gases emitted into the atmosphere.
  • Greenhouse gases are emitted from several different sources, both natural and artificial; however, the two sources with the most emphasis are the agricultural and fossil fuel industries.
  • ruminants and in particular cattle 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.
  • Methane emission from the ruminant livestock sector a by-product from enteric fermentation of plant biomass in the ruminant digestive system — is produced by methanogenic archaea.
  • Various attempts have been made in the last decade to mitigate methane production from ruminant animals. Although the approaches vary, the most popular method so far are feed additives which act in the rumen fluid by reducing respectively inhibiting the methane production by methanogenic archaea.
  • Linoleic acid (CAS No: 60-33-73) is a polyunsaturated omega-6 fatty acid. It is a fatty acid sometimes denoted 18:2 (n-6) or 18:2 cis-9,12.
  • a linoleate is a salt or ester of this acid. It is a colorless liquid that is virtually insoluble in water but soluble in many organic solvents. It typically occurs in nature as a triglyceride (ester of glycerin) rather than as a free fatty acid.
  • the present invention provides the use of a combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid for reducing the formation of methane emanating from the digestive activities of ruminants.
  • the invention further provides a method for reducing the production of methane emanating from the digestive activities of ruminants, said method comprising orally administering to the animal a combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid, said method comprising orally administering to the animal Linolic acid in an amount of at least 0.5 g Linolic acid/ animal/ day and 3-nitrooxypropanol and/or derivatives thereof in an amount of at least 0.025 g 3-nitrooxypropanol and/or derivatives thereof / animal/ day.
  • the methane reduction by the administration of a combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid is preferably at least 10 %, more preferably at least 20 %, most preferably at least 30 % when compared to control, i.e. to ruminants not supplemented with a combination of 3- nitrooxypropanol and/or derivatives thereof and Linolic acid.
  • the present invention also relates to the use of a combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid, wherein the methane production in ruminants is reduced by at least 10 % compared to control.
  • 3-nitrooxypropanol and/or derivatives thereof is 3-nitrooxypropanol (CAS-No: 100502-66-7).
  • 3-nitrooxypropanol and/or derivatives thereof may be incorporated into the solid dosage forms according to the present invention in the form of a powderous formulation comprising the 3-nitrooxypropanol and/or derivatives thereof and a carrier (also referred to herein as powderous formulation or PDMN) before being added to a premix or animal feed.
  • the effective amount of Linolic acid to be administered to the ruminants is selected in the range from 0.5 to 200 g Linolic acid/ animal/ day, more preferably in the range from 1 to 150 g Linolic acid/ animal/ day, most preferably in the range from 5 to 100 g Linolic acid/ animal/ day, such as in the range from 10 to 100 g Linolic acid/ animal/ day, 15 to 100 g Linolic acid/ animal/ day or 20 to 100 g Linolic acid/ animal/ day.
  • 3-nitrooxypropanol and/or derivatives thereof preferably is administered to the ruminants in the range from 0.025 to 5 g 3-nitrooxypropanol and/or derivatives thereof / animal/ day, more preferably in the range from 0.05 to 4 g 3-nitrooxypropanol and/or derivatives thereof / animal/ day, most preferably in the range from 0.125 to 3 g 3-nitrooxypropanol and/or derivatives thereof / animal/ day.
  • Further suitable effective amounts are selected in the range from 0.25 to 3 g 3-nitrooxypropanol and/or derivatives thereof / animal/ day or from 0.5 to 3 g 3-nitroox- ypropanol and/or derivatives thereof I animal/ day.
  • the combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid is preferably administered either as a combination of pure (distinct) chemical compounds (i.e. each having a purity of >95% (HPLC)) or via an animal premix to the ruminant, both of which are then dispersed throughout the animal feed (diet) by any of a number of ordinary mixing techniques.
  • premixes are well known to a person skilled in the art.
  • such premixes comprise the active ingredient, i.e. the combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid, a carrier, and optionally further nutritional ingredients selected from the group consisting of such as vitamins, trace minerals and macro minerals.
  • a premix designates a preferably uniform mixture of one or more micro-ingredients with diluents and/or carrier. Premixes are used to facilitate uniform dispersion of micro-ingredients in a larger mix.
  • Particular advantageous premixes according to the present invention consist essentially of (a) a combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid and optionally of one or more of (b-1) fat soluble vitamin(s), (b-2) water soluble vitamin(s), (b-3) trace mineral(s) and (b-4) macro mineral(s) and (c) a carrier Usual carriers employed in the art are soy grits, clays, (corn) sugars, silica, starch and similar products.
  • Said pre-mix may be prepared by methods known per se in the art.
  • compositions are still novel.
  • further aspects of the present invention are (ruminant) premix comprising a combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid as well as the use thereof in all uses and methods according to the present invention.
  • Preferred animal premixes are animal premixes comprising a combination of 3-nitrooxypro- panol and/or derivatives thereof and Linolic acid, a carrier, and optionally one or more ingredients selected from the group consisting of vitamins, trace minerals and macro minerals.
  • the premixes of the present invention consist essentially of (a) a combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid, a carrier and one or more of (b-1) fat soluble vitamin(s), (b-2) water soluble vitamin(s), (b-3) trace mineral(s) and (b-4) macro mineral(s).
  • the premix is a mineral premix, a vitamin premix including vitamins and optionally minerals or a bolus.
  • the premix of the invention preferably 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 combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic 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 a combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid with at least one additional component selected from the group consisting of fatsoluble 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 panthothenate, e.g. Ca-D-panthothenate.
  • trace minerals are manganese, zinc, iron, copper, iodine, selenium, manganese, and cobalt.
  • macro minerals are calcium, phosphorus, potassium, magnesium and sodium.
  • a premix is an example of a feed additive. It is understood that the combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid may be administered to the animal in different other forms.
  • the combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid can also be included in a bolus that would be placed in the rumen and that would release a defined amount ofthe combination of 3-nitrooxypropa- nol and/or derivatives thereof and Linolic acid continuously in the defined dosages over a specific period of time.
  • Methane emission by ruminants can easily be measured in individual animals in metabolic chambers by methods known in the art (Grainger et al., 2007 J. Dairy Science; 90: 2755- 2766). Moreover, it can also be assessed at barn level by an emerging technology using laser beam (McGinn et al., 2009, Journal of Environmental Quality; 38: 1796-1802) or Sulfur hexafluoride or just SF6 or GreenFeed system. Alternatively, methane produced by a dairy ruminant can also be assessed by measurement of fatty acid profiles in milk according to WO 2009/156453.
  • the present invention also relates to the use of a feed additive according to the present invention which feed additive comprises one or more additional active substance which shows similar effects with regard to methane formation in the rumen and which is selected from the group consisting of diallyl disulfide, garlic oil, allyl isothiocyanate, deoxycholic acid, che- nodeoxycholic acid and derivatives thereof.
  • Further components that could be given together with the combination of 3-nitrooxypropanol and/or derivatives thereof and Linolic acid are for example yeasts, oregano extracts, tannins and tannic acids and essential oils e.g. thymol, 3-methylphenol, limonene, vanillin, guajacol and eugenol. It is at present contemplated that diallyl disulfide, garlic oil, allyl isothiocyanate deoxycholic acid, chenodeoxycholic acid and derivatives thereof are independently administered in dosage ranges of for example 0.01-500 mg active substance per kg feed (ppm). These compounds are either commercially available or can easily be prepared by a skilled person using processes and methods well-known in the prior art.
  • Ruminating mammals include cattle, goats, sheep, giraffes, American Bison, European bison, yaks, water buffalo, deer, camels, alpacas, llamas, wildebeest, antelope, pronghorn, and Nilgai.
  • domestic cattle, sheep and goat are the more preferred species.
  • most preferred species are domestic cattle.
  • the term includes all races of domestic cattle, and all production kinds of cattle, in particular dairy cows and beef cattle. It is well understood, that the term dairy cows and beef cattle encompasses animals in all ages and physiological stage of life and production systems such as confined, semi-confined and grazing.
  • HFT HFT
  • a composition of rumen liquor a composition of rumen liquor and an appropriate mixture of buffers.
  • the solution is incubated at 39°C. After 8 hours the quantity (and composition) of gas phase produced is measured and put into a formula for conversion.
  • the feed stuff i.e. TMR (44 % concentrate, 6 % hay, 37 % maize silage and 13 % grass silage) is sieved to 1 mm 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. The remaining syringes contain the test substances, by groups of 4 syringes.
  • the components are mixed in a Woulff bottle in following order:
  • the completed solution is warmed up to 39 °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 colourless.
  • the diluted rumen fluid (24 ml) is added to the glass syringe.
  • the syringes are then incubated for 8 hours at 39 °C under gentle agitation. After 8 hours, the volume of gas produced is measured, and the percentage of methane in the gas phase is determined by gas chromatography.
  • the food fermented was artificial TMR (44 % concentrate, 6 % hay, 37 % maize silage and 13 % grass silage). Linolic acid was used at a concentration of 100 pM. 3-nitrooxy propanol (3-NOP) was used at two different concentrations 3.5 pM and 5 pM.
  • Table 1 Effect on Methane reduction resulting from linolic acid, 3-nitrooxy propanol, or combination of both.

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Animal Husbandry (AREA)
  • Zoology (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Birds (AREA)
  • Fodder In General (AREA)
  • Feed For Specific Animals (AREA)

Abstract

La présente invention concerne le domaine de la réduction de l'émission de méthane chez les ruminants. En particulier, l'invention concerne l'administration d'une combinaison de 3-nitrooxypropanol et/ou de ses dérivés et d'acide linolique à un ruminant pour réduire la production de méthane émanant des activités digestives dudit ruminant.
PCT/EP2024/086493 2023-12-14 2024-12-16 Nouvelle utilisation Pending WO2025125668A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP23216926.8 2023-12-14
EP23216926 2023-12-14

Publications (1)

Publication Number Publication Date
WO2025125668A1 true WO2025125668A1 (fr) 2025-06-19

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2024/086493 Pending WO2025125668A1 (fr) 2023-12-14 2024-12-16 Nouvelle utilisation

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WO (1) WO2025125668A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20060019062A (ko) * 2004-08-26 2006-03-03 진주산업대학교 산학협력단 반추동물의 메탄 생성량을 억제하기 사료조성물
WO2009156453A1 (fr) 2008-06-25 2009-12-30 Valorisation Par Extrusion Procédé d'évaluation de la quantité de méthane produite par un ruminant laitier et procédé pour diminuer et contrôler cette quantité
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
CN109832444A (zh) * 2017-11-28 2019-06-04 周骏枫 一种山羊的饲料配方
WO2022221925A1 (fr) * 2021-04-23 2022-10-27 DIT AgTech Limited Procédé de réduction de la production de méthane chez un ruminant

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20060019062A (ko) * 2004-08-26 2006-03-03 진주산업대학교 산학협력단 반추동물의 메탄 생성량을 억제하기 사료조성물
WO2009156453A1 (fr) 2008-06-25 2009-12-30 Valorisation Par Extrusion Procédé d'évaluation de la quantité de méthane produite par un ruminant laitier et procédé pour diminuer et contrôler cette quantité
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
CN109832444A (zh) * 2017-11-28 2019-06-04 周骏枫 一种山羊的饲料配方
WO2022221925A1 (fr) * 2021-04-23 2022-10-27 DIT AgTech Limited Procédé de réduction de la production de méthane chez un ruminant

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
A ROMERO-PEREZ ET AL: "The potential of 3-nitrooxypropanol to lower enteric methane emissions from beef cattle", J. ANIM. SCI., vol. 92, no. 10, 1 October 2014 (2014-10-01), pages 4682 - 4693, XP055447744, DOI: 10.2527/jas2014-7573 *
DUANQIN WU ET AL: "Supplementation of increasing amounts of linoleic acid to Leymus chinensis decreases methane production and improves fatty acid composition in vitro", EUROPEAN JOURNAL OF LIPID SCIENCE TECHNOLOGY, WILEY VCH VERLAG, WEINHEIM, DE, vol. 117, no. 7, 9 February 2015 (2015-02-09), pages 945 - 953, XP072140298, ISSN: 1438-7697, DOI: 10.1002/EJLT.201400370 *
GRAINGER ET AL., J. DAIRY SCIENCE, vol. 90, no. 100502-66-7, 2007, pages 2755 - 2766
MCGINN ET AL., JOURNAL OF ENVIRONMENTAL QUALITY, vol. 38, 2009, pages 1796 - 1802
ZHANG C M ET AL: "Effect of octadeca carbon fatty acids on microbial fermentation, methanogenesis and microbial flora in vitro", ANIMAL FEED SCIENCE AND TECHNOLOGY, ELSEVIER, AMSTERDAM, NL, vol. 146, no. 3-4, 15 October 2008 (2008-10-15), pages 259 - 269, XP025432590, ISSN: 0377-8401, [retrieved on 20080304], DOI: 10.1016/J.ANIFEEDSCI.2008.01.005 *

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