3-Nitrooxypropanol

Last updated
3-Nitrooxypropanol
3NOP.png
Names
Preferred IUPAC name
3-Hydroxypropyl nitrate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.225.103 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C3H7NO4/c5-2-1-3-8-4(6)7/h5H,1-3H2
    Key: PTMLFFXFTRSBJW-UHFFFAOYSA-N
  • C(CO)CO[N+](=O)[O-]
Properties
C3H7NO4
Molar mass 121.09
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

3-Nitrooxypropanol, abbreviated 3-NOP or 3NOP, is an organic compound with the formula HOCH2CH2CH2ONO2. It is the mononitrate ester of 1,3-propanediol. The compound is an inhibitor of the enzyme methyl coenzyme M reductase (MCR). MCR catalyzes the final step in methanogenesis. [1] When it is fed to ruminants, their methane production is diminished. [2]

Contents

Bovaer®

3-NOP has been commercialised as a methane inhibitor for production animals. Bovaer® is a feed additive manufactured by DSM for cattle that claims to reduce methane emission from dairy and beef cattle by 30% and 45% respectively. [3] It consists of silicon dioxide (60% w/w), propylene glycol, and 3-nitrooxypropanol (10% w/w) [4] .

In 2021 Bovaer® has been approved as a feed additive in Brazil, one of the world's largest meat exporters and also Chile. [5] In 2022, it was approved for use on dairy cows in the EU. [6] [7] Recently in 2024, Bovaer has been approved in Canada as a cattle nutrition feed additive.

On April 27th 2022 DSM and Elanco Animal Health Inc. announced a strategic alliance where Elanco would gain exclusive licensing rights to develop, manufacture, and commercialize Bovaer® in U.S.A. [8]

On June 8th 2023 Elanco US Inc requested a consultation with the CVM group of the US FDA to evaluate the drug status of Bovaer for use a methane inhibitor in dairy cows. On May 24th 2024 the FDA reported that they had finished evaluating safety and efficacy data for Bovaer. [4] They concluded the product did reduce methane production when used as labelled and is expected to pose a low risk to animals and humans under the conditions of its sale. For the US FDA Bovaer remains an unapproved drug with specific conditions on manufacturing standards and adverse event reporting.

See also

Related Research Articles

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Beef is the culinary name for meat from cattle. Beef can be prepared in various ways; cuts are often used for steak, which can be cooked to varying degrees of doneness, while trimmings are often ground or minced, as found in most hamburgers. Beef contains protein, iron, and vitamin B12. Along with other kinds of red meat, high consumption is associated with an increased risk of colorectal cancer and coronary heart disease, especially when processed. Beef has a high environmental impact, being a primary driver of deforestation with the highest greenhouse gas emissions of any agricultural product.

<span class="mw-page-title-main">Dairy farming</span> Long-term production of milk

Dairy farming is a class of agriculture for the long-term production of milk, which is processed for the eventual sale of a dairy product. Dairy farming has a history that goes back to the early Neolithic era, around the seventh millennium BC, in many regions of Europe and Africa. Before the 20th century, milking was done by hand on small farms. Beginning in the early 20th century, milking was done in large scale dairy farms with innovations including rotary parlors, the milking pipeline, and automatic milking systems that were commercially developed in the early 1990s.

<span class="mw-page-title-main">Bovine somatotropin</span> Peptide hormone produced by cows pituitary glands

Bovine somatotropin or bovine somatotrophin, or bovine growth hormone (BGH), is a peptide hormone produced by cows' pituitary glands. Like other hormones, it is produced in small quantities and is used in regulating metabolic processes. Scientists created a bacterium that produces the hormone somatotropin which is produced by the cow's body after giving birth and increases milk production by around 10 percent.

<span class="mw-page-title-main">Dairy cattle</span> Cattle bred to produce milk

Dairy cattle are cattle bred with the ability to produce large quantities of milk, from which dairy products are made. Dairy cattle generally are of the species Bos taurus.

<span class="mw-page-title-main">Cattle feeding</span> Description of husbandry practice

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<span class="mw-page-title-main">DSM (company)</span> Dutch multinational corporation

Koninklijke DSM N.V., was a Dutch multinational corporation active in the fields of health, nutrition and materials. Headquartered in Heerlen, at the end of 2017 DSM employed 21,054 people in approximately 50 countries and posted net sales of €8.632 billion in 2018 and €9.204 billion in 2021. In May 2023 it merged with the Swiss company Firmenich to form a new entity named dsm-firmenich.

<span class="mw-page-title-main">Enteric fermentation</span> Digestive process that emits methane

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<span class="mw-page-title-main">Center for Veterinary Medicine</span> US FDA branch that regulates animal feed and medications

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<span class="mw-page-title-main">Beef cattle</span> Breed of cattle

Beef cattle are cattle raised for meat production. The meat of mature or almost mature cattle is mostly known as beef. In beef production there are three main stages: cow-calf operations, backgrounding, and feedlot operations. The production cycle of the animals starts at cow-calf operations; this operation is designed specifically to breed cows for their offspring. From here the calves are backgrounded for a feedlot. Animals grown specifically for the feedlot are known as feeder cattle, the goal of these animals is fattening. Animals not grown for a feedlot are typically female and are commonly known as replacement heifers. While the principal use of beef cattle is meat production, other uses include leather, and beef by-products used in candy, shampoo, cosmetics, and insulin.

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<span class="mw-page-title-main">Animal feed</span> Food for various animals

Animal feed is food given to domestic animals, especially livestock, in the course of animal husbandry. There are two basic types: fodder and forage. Used alone, the word feed more often refers to fodder. Animal feed is an important input to animal agriculture, and is frequently the main cost of the raising or keeping of animals. Farms typically try to reduce cost for this food, by growing their own, grazing animals, or supplementing expensive feeds with substitutes, such as food waste like spent grain from beer brewing.

<span class="mw-page-title-main">Coenzyme-B sulfoethylthiotransferase</span> Class of enzymes

In enzymology, coenzyme-B sulfoethylthiotransferase, also known as methyl-coenzyme M reductase (MCR) or most systematically as 2-(methylthio)ethanesulfonate:N-(7-thioheptanoyl)-3-O-phosphothreonine S-(2-sulfoethyl)thiotransferase is an enzyme that catalyzes the final step in the formation of methane. It does so by combining the hydrogen donor coenzyme B and the methyl donor coenzyme M. Via this enzyme, most of the natural gas on earth was produced. Ruminants produce methane because their rumens contain methanogenic prokaryotes (Archaea) that encode and express the set of genes of this enzymatic complex.

<span class="mw-page-title-main">Low-carbon diet</span> Diet to reduce greenhouse gas emissions

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Karen Beauchemin is a federal scientist in Canada who is recognized as an international authority on methane emissions and ruminant nutrition. Her research helps develop farming techniques that improve how we raise cattle for meat and milk, while reducing the environmental impacts of livestock production.

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References

  1. Hristov, A. N., et al., "An inhibitor persistently decreased enteric methane emission from dairy cows with no negative effect on milk production", Proc. Natl. Acad. Sci. U. S. A. 2015, volume 112, 10663-10668. doi : 10.1073/pnas.1504124112
  2. "List of Publications" (PDF).
  3. "Bovaer® How cows can help us fight climate change. The proven solution to immediately reduce enteric methane from dairy and beef cattle".
  4. 1 2 "CVM File: G-150438".
  5. "DSM secures approval for methane-busting feed additive in Brazil, Chile". AFN. 2021-09-10. Retrieved 2021-09-16.
  6. "DSM gets EU market approval for its methane-reducing feed additive". 2022-02-24.
  7. "DSM receives landmark EU market approval for its methane-reducing feed additive Bovaer®".
  8. "Elanco and Royal DSM Announce Strategic Alliance in U.S. for Bovaer® – A Revolutionary, Methane-Reducing Feed Additive for Cattle | DSM". @corporate. Retrieved 2024-05-29.