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Nitrate
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{{About||nitrates in medicine|Nitrovasodilator|the ion with chemical formula {{chem|NO|2|−}}|nitrite}}{{Chembox| ImageFile1 = Nitrate-3D-balls.png| ImageAlt1 = Ball-and-stick model of the nitrate ion| ImageFileR1 = | ImageAltR1 = Space-filling model of the nitrate ion| SystematicName = Nitrate| IUPACName =| OtherNames =| Section1 = {{Chembox Identifiers| CASNo = 14797-55-8| PubChem = 943| SMILES = [N+](=O)([O-])[O-] | ChemSpiderID = 918| InChI = 1/NO3/c2-1(3)4/q-1| InChIKey = NHNBFGGVMKEFGY-UHFFFAOYAI| StdInChI = 1S/NO3/c2-1(3)4/q-1| StdInChIKey = NHNBFGGVMKEFGY-UHFFFAOYSA-N| RTECS = | MeSHName = | ChEBI = 17632}}| Section2 = {{Chembox Properties! Category !! %NO3 !! %NO3–N !! %KNO3 !! Effects
N3|-}}O=3| Appearance =| Solubility = | ConjugateAcid = Nitric acid}}| Section3 = {{Chembox Hazards| MainHazards =| FlashPt =| AutoignitionPt = }}}}Nitrate is a polyatomic ion with the molecular formula {{chem|NO|3|−}} and a molecular mass of 62.0049 u. Organic compounds that contain the nitrate ester as a functional group (RONO2) are also called nitrates.

Structure

The anion is the conjugate base of nitric acid, consisting of one central nitrogen atom surrounded by three identically bonded oxygen atoms in a trigonal planar arrangement. The nitrate ion carries a formal charge of −1. This results from a combination formal charge in which each of the three oxygens carries a −{{frac|2|3}} charge, whereas the nitrogen carries a +1 charge, all these adding up to formal charge of the polyatomic nitrate ion. This arrangement is commonly used as an example of resonance. Like the isoelectronic carbonate ion, the nitrate ion can be represented by resonance structures:
missing image!
- Nitrate-ion-resonance-2D.png -
Canonical resonance structures for the nitrate ion

Properties and diet

(File:Nitrate-ion-with-partial-charges-2D.png|thumb|150px|The nitrate ion with the partial charges shown)Almost all inorganic nitrate salts are soluble in water at standard temperature and pressure. A common example of an inorganic nitrate salt is potassium nitrate (saltpeter). A rich source of inorganic nitrate in the human body comes from diets rich in leafy green foods, such as spinach and arugula. {{chem|NO|3|−}} (inorganic nitrate) is the viable active component within beetroot juice and other vegetables.Dietary nitrate may be found in cured meats, various leafy vegetables, and drinking water; nitrite consumption is primarily determined by the amount of processed meats eaten, and the concentration of nitrates in these meats. Nitrate and water are converted in the body to nitric oxide, which could reduce hypertension. Anti-hypertensive diets, such as the DASH diet, typically contain high levels of nitrates, which are first reduced to nitrite in the saliva, as detected in saliva testing, prior to forming nitric oxide.JOURNAL, Hord NG, Tang Y, Bryan NS, Food sources of nitrates and nitrites: the physiologic context for potential health benefits, The American Journal of Clinical Nutrition, 90, 1, 1–10, July 2009, 19439460, 10.3945/ajcn.2008.27131,

Occurrence

Nitrate salts are found naturally on earth as large deposits, particularly of nitratine, a major source of sodium nitrate.Nitrates are produced by a number of species of nitrifying bacteria, and the nitrate compounds for gunpowder (see this topic for more) were historically produced, in the absence of mineral nitrate sources, by means of various fermentation processes using urine and dung.Nitrates are found in fertilizers.As a byproduct of lightning strikes in earth's nitrogen-oxygen rich atmosphere, nitric acid is produced when nitrogen dioxide reacts with water vapor.

Uses

(File:40mm table tennis ball Celluloid.jpg|thumb|right|250px|Table tennis balls are made from celluloid, an organic nitrate.)Nitrates are mainly produced for use as fertilizers in agriculture because of their high solubility and biodegradability. The main nitrate fertilizers are ammonium, sodium, potassium, and calcium salts. Several million kilograms are produced annually for this purpose.BOOK, Wolfgang, Laue, Michael, Thiemann, Erich, Scheibler, Karl Wilhelm, Wiegand, vanc, Nitrates and Nitrites, Ullmann's Encyclopedia of Industrial Chemistry, 2006, Wiley-VCH, Weinheim, 10.1002/14356007.a17_265, 978-3527306732, The second major application of nitrates is as oxidizing agents, most notably in explosives where the rapid oxidation of carbon compounds liberates large volumes of gases (see gunpowder for an example). Sodium nitrate is used to remove air bubbles from molten glass and some ceramics. Mixtures of the molten salt are used to harden some metals.Explosives and table tennis balls are made from celluloid. In the early 20th century, most motion picture film was made of nitrocellulose, but the intense flammability of the film led to it being replaced with "safety film" by the mid-20th-century.Although nitrites are the nitrogen compound chiefly used in meat curing, nitrates are used in certain specialty curing processes where a long release of nitrite from parent nitrate stores is needed. The use of nitrates in food preservation is controversial. This is due to the potential for the formation of nitrosamines when nitrates are present in high concentrations and the product is cooked at high temperatures.WEB,weblink Curing Food, Edinformatics, 21 February 2010, The effect is seen for red or processed meat, but not for white meat or fish.JOURNAL, Kuhnle GG, Bingham SA, Dietary meat, endogenous nitrosation and colorectal cancer, Biochemical Society Transactions, 35, Pt 5, 1355–7, November 2007, 17956350, 10.1042/BST0351355, JOURNAL, Bingham SA, Hughes R, Cross AJ, Effect of white versus red meat on endogenous N-nitrosation in the human colon and further evidence of a dose response, The Journal of Nutrition, 132, 11 Suppl, 3522S–3525S, November 2002, 12421881, 10.1093/jn/132.11.3522S, The production of carcinogenic nitrosamines may be inhibited by the use of the antioxidants vitamin C and the alpha-tocopherol form of vitamin E during curing.JOURNAL, Parthasarathy DK, Bryan NS, Sodium nitrite: the "cure" for nitric oxide insufficiency, Meat Science, 92, 3, 274–9, November 2012, 22464105, 10.1016/j.meatsci.2012.03.001, Under simulated gastric conditions, nitrosothiols rather than nitrosamines are the main nitroso species being formed. The use of either compound is therefore regulated; for example, in the United States, the concentration of nitrates and nitrites is generally limited to 200 ppm or lower. They are considered irreplaceable in the prevention of botulinum poisoning from consumption of cured dry sausages by preventing spore germination.BOOK, Food Safety and Toxicity, John, De Vries, vanc, CRC Press, 1997, 978-0-8493-9488-1, 70, Research has shown that dietary nitrate supplementation delivers positive results when testing endurance exercise performance.JOURNAL, McMahon NF, Leveritt MD, Pavey TG, The Effect of Dietary Nitrate Supplementation on Endurance Exercise Performance in Healthy Adults: A Systematic Review and Meta-Analysis, Sports Medicine (Auckland, N.Z.), 47, 4, 735–756, April 2017, 27600147, 10.1007/s40279-016-0617-7,weblink

Detection

The historical standard method of testing for nitrate is the Cadmium Reduction Method, which is reliable and accurate although it is dependent on a toxic metal cadmium and thus not suitable for all applications. An alternative method for nitrate and nitrite analysis is enzymatic reduction using nitrate reductase,JOURNAL, Campbell WH, Song P, Barbier GG, Nitrate reductase for nitrate analysis in water, Environmental Chemistry Letters, 28 March 2006, 4, 2, 69–73, 10.1007/s10311-006-0035-4, WEB, Patton CJ, Kryskalla JR, Analytical properties of some commercially available nitrate reductase enzymes evaluated as replacements for cadmium in automated, semiautomated, and manual colorimetric methods for determination of nitrate plus nitrite in water,weblink U.S. Geological Survey Scientific Investigations Report, Report No.: 2013–5033, 366, 2016, JOURNAL, Patton CJ, Kryskalla JR, Colorimetric determination of nitrate plus nitrite in water by enzymatic reduction, automated discrete analyzer methods, U.S. Geological Survey Techniques and Methods, 2011, 34, which has recently been proposed by the US Environmental Protection Agency as an alternate test procedure for determining nitrate.Federal Register. 2015; 80: 8962. An open source photometer has been developed for this method to accurately detect nitrate in water, soils, forage, etc.JOURNAL, Wittbrodt BT, Squires DA, Walbeck J, Campbell E, Campbell WH, Pearce JM, Open-Source Photometric System for Enzymatic Nitrate Quantification, PLOS ONE, 10, 8, e0134989, 2015, 26244342, 4526554, 10.1371/journal.pone.0134989, Free nitrate ions in solution can be detected by a nitrate ion selective electrode. Such electrodes function analogously to the pH selective electrode. This response is partially described by the Nernst equation.

Toxicity

Poisoning

Nitrate poisoning can occur through enterohepatic metabolism of nitrate due to nitrite being an intermediate.WEB, The Merck Veterinary Manual, Nitrate and Nitrite Poisoning: Introduction,weblink 2008-12-27, Nitrites oxidize the iron atoms in hemoglobin from ferrous iron(II) to ferric iron(III), rendering it unable to carry oxygen.JOURNAL, Kim-Shapiro DB, Gladwin MT, Patel RP, Hogg N, The reaction between nitrite and hemoglobin: the role of nitrite in hemoglobin-mediated hypoxic vasodilation, Journal of Inorganic Biochemistry, 99, 1, 237–46, January 2005, 15598504, 10.1016/j.jinorgbio.2004.10.034, This process can lead to generalized lack of oxygen in organ tissue and a dangerous condition called methemoglobinemia. Although nitrite converts to ammonia, if there is more nitrite than can be converted, the animal slowly suffers from a lack of oxygen.WEB,weblink Nitrate Poisoning of Livestock, North Dakota State University, May 2008, October 30, 2013, Stoltenow, Charlie, Greg, Lardy, vanc, 1–4,

Human health effects

Humans are subject to nitrate toxicity, with infants being especially vulnerable to methemoglobinemia.JOURNAL, Greer FR, Shannon M, Infant methemoglobinemia: the role of dietary nitrate in food and water, Pediatrics, 116, 3, 784–6, September 2005, 16140723, 10.1542/peds.2005-1497, Methemoglobinemia in infants is known as blue baby syndrome. Methemoglobin occurs in normal people in concentrations of 0.5-3.0%.BOOK,weblink Read "Nitrate and Nitrite in Drinking Water" at NAP.edu, 10.17226/9038, 25101396, 1995, 978-0-309-08370-6, Council, National Research, Studies, Division on Earth Life, Sciences, Commission on Life, Toxicology, Committee on, Water, Subcommittee on Nitrate Nitrite in Drinking, When concentrations of methemoglobin exceed 10%, clinical symptoms of methemoglobinemia occur. Any concentration above 50% can result in death. Through the Safe Drinking Water Act, the United States Environmental Protection Agency has set a maximum contaminant level of 10 mg/L or 10 ppm of nitrates in drinking water.WEB,weblink 4. What are EPA's drinking water regulations for nitrate?, Ground Water & Drinking Water, en-US, 2018-11-13, This particular standard was set to prevent methemoglobinemia in infants.WEB,weblink Nitrate/Nitrite Toxicity 2013: U.S. Standards and Regulations for Nitrates and Nitrites Exposure {{!, ATSDR - Environmental Medicine & Environmental Health Education - CSEM|last=ATSDR|website=www.atsdr.cdc.gov|language=en-US|access-date=2018-11-15}} Infants exposed to water containing nitrates are at highest risk of developing blue baby syndrome during the first 6 months of life.JOURNAL, Knobeloch L, Salna B, Hogan A, Postle J, Anderson H, Blue babies and nitrate-contaminated well water, Environmental Health Perspectives, 108, 7, 675–8, July 2000, 10903623, 1638204, 10.1289/ehp.00108675, In the United States, it is estimated that 40,000 infants younger than 6 months live in homes with water contaminated with nitrates.JOURNAL, Preboth, Monica, 2005-12-15, AAP Clinical Report on Infant Methemoglobinemia,weblink American Family Physician, en, 72, 12, 2558, 1532-0650, This is due to low concentrations of nitrate metabolizing triglycerides during this developmental period. Private water systems, such as well water in agricultural areas, are more likely to have nitrate levels above the maximum contaminant level (MCL). Well water is not treated and tested as often as municipal water. Rural well-water near agricultural fields can become contaminated with nitrates due to manure, fertilizers, or septic tanks. Exposure commonly occurs when formula is mixed with well-water containing nitrates or infants under 6 months are fed vegetables washed with the contaminated drinking water. It is important to note that infants who are breastfed by mothers who ingest water with concentrations of nitrates (100 ppm) are not at risk of methemoglobinemia. It is recommended that foods like green beans, carrots, spinach, squash, and beets are not fed to infants under 3 months. These foods have naturally occurring nitrates which can be harmful to the infant. High levels of nitrate in fertilizer may also contribute to elevated levels of nitrate in the harvested plant.JOURNAL, Manassaram DM, Backer LC, Messing R, Fleming LE, Luke B, Monteilh CP, Nitrates in drinking water and methemoglobin levels in pregnancy: a longitudinal study, En, Environmental Health, 9, 1, 60, October 2010, 20946657, 2967503, 10.1186/1476-069x-9-60, Not only are infants under 6 months a concern for nitrate exposure, but pregnant women with altered physiological states and compromised immune systems can be at risk.JOURNAL, Tabacova S, Balabaeva L, Little RE, Maternal exposure to exogenous nitrogen compounds and complications of pregnancy, Archives of Environmental Health, 52, 5, 341–7, 1997, 9546756, 10.1080/00039899709602209, Pregnant women show a decrease in methemoglobin levels with increasing gestation.JOURNAL, Manassaram DM, Backer LC, Messing R, Fleming LE, Luke B, Monteilh CP, Nitrates in drinking water and methemoglobin levels in pregnancy: a longitudinal study, Environmental Health, 9, 60, October 2010, 20946657, 2967503, 10.1186/1476-069X-9-60, Exposure to nitrate in groundwater during pregnancy at concentrations above the MCL was associated with increased risk for anencephaly.JOURNAL, Croen LA, Todoroff K, Shaw GM, Maternal exposure to nitrate from drinking water and diet and risk for neural tube defects, American Journal of Epidemiology, 153, 4, 325–31, February 2001, 11207149, 10.1093/aje/153.4.325, A study done in Texas and Iowa found that mothers of babies with spina bifida were twice as likely to ingest 5 mg or more of nitrate daily from drinking water as mothers of babies without major birth defects. Mothers of babies with limb deficiencies, cleft palate, and cleft lip were, respectively, 1.8, 1.9 and 1.8 times more likely to ingest 5.42 mg or more of nitrate daily than mothers of babies without major birth defects.WEB,weblink Higher daily nitrate intake from drinking water during pregnancy associated with birth defects, 2014-06-02, Vital Record, en, 2018-12-06, While there is evidence that shows nitrates can affect infants and pregnant women, recent evidence shows there are significant scientific doubts as to whether there is a causal link.JOURNAL, 10.1111/j.1475-2743.2004.tb00344.x, Nitrate and human health, Soil Use and Management, 20, 2, 98–104, 2006, Addiscott, T.M., Benjamin, N., A. A. Avery: Infant Methemoglobinemia - Reexamining the Role of Drinking Water Nitrates, Environmental Health Perspectives, Volume 107, Number 7, July 1999 Blue baby syndrome now is thought to be the product of a number of other factors such as gastric upset, such as diarrheal infection, protein intolerance, heavy metal toxicity etc., with nitrates playing a minor role.Some adults may be more susceptible to the effects of nitrates than others. In these adults, the methemoglobin reductase enzyme may be under-produced or absent in certain people who have an inherited mutation in the enzyme.WEB,weblink Q&A: Nitrate in Drinking Water, Washington State Department of Health, en, es, DOH-331-214, 9 June 2013, Such individuals cannot break down methemoglobin as rapidly as those who do have the enzyme, leading to increased circulating levels of methemoglobin (the implication being that their blood is not so oxygen-rich as that of the others). Diets rich in green, leafy vegetables typically accompany an increased nitrate intake.WEB,weblink Nitrate in drinking water :: Washington State Department of Health, www.doh.wa.gov, 2018-12-06, A wide variety of medical conditions, such as food allergies, asthma, hepatitis, and gallstones, may be linked with low stomach acid; these individuals also may be highly sensitive to the effects of nitrate.WEB,weblink Heartburn and Asthma: What's the Link?, WebMD, en, 2018-12-06, Methemoglobinemia may be treated with methylene blue, which reduces ferric iron(III) back to ferrous iron(II) in affected blood cells.NEWS,weblink Methemoglobinemia, The New York Times, 25 October 2016, Another human health effects from the ingestion of nitrate is in the form of processed meat.JOURNAL, Quist AJ, Inoue-Choi M, Weyer PJ, Anderson KE, Cantor KP, Krasner S, Freeman LE, Ward MH, Jones RR, Ingested nitrate and nitrite, disinfection by-products, and pancreatic cancer risk in postmenopausal women, International Journal of Cancer, 142, 2, 251–261, January 2018, 28921575, 5788281, 10.1002/ijc.31055, This form of ingestion may increase the risk pancreatic cancer. Processed meat can be cured with nitrate-based salt to decrease bacterial growth and improve flavor. When ingested, nitrate can become N-nitroso compounds (NOC), a probable human carcinogen. In a study performed by the US Government, there was a positive correlation between nitrate intake of more than 3g/day and pancreatic cancer in men. However, there are few data points which results in only a borderline significance.

Aquatic toxicity

File:WOA09 sea-surf NO3 AYool.png|right|thumb|Sea surface nitrate from the World Ocean AtlasWorld Ocean AtlasIn freshwater or estuarine systems close to land, nitrate can reach concentrations that can potentially cause the death of fish. While nitrate is much less toxic than ammonia,JOURNAL, Romano N, Zeng C, Acute toxicity of sodium nitrate, potassium nitrate, and potassium chloride and their effects on the hemolymph composition and gill structure of early juvenile blue swimmer crabs(Portunus pelagicus Linnaeus, 1758) (Decapoda, Brachyura, Portunidae), Environmental Toxicology and Chemistry, 26, 9, 1955–62, September 2007, 17705664, 10.1897/07-144r.1, levels over 30 ppm of nitrate can inhibit growth, impair the immune system and cause stress in some aquatic species.WEB,weblink Nitrates in the Aquarium, About.com, October 30, 2013, Sharpe, Shirlie, However, in light of inherent problems with past protocols on acute nitrate toxicity experiments, the extent of nitrate toxicity has been the subject of recent debate.JOURNAL, Romano N, Zeng C, Effects of potassium on nitrate mediated alterations of osmoregulation in marine crabs, Aquatic Toxicology, 85, 3, 202–8, December 2007, 17942166, 10.1016/j.aquatox.2007.09.004, In most cases of excess nitrate concentrations in aquatic systems, the primary source is surface runoff from agricultural or landscaped areas that have received excess nitrate fertilizer. This will contribute to eutrophication and can lead to algae blooms which may result in anoxia and the formation of dead zones, these blooms may cause other changes to ecosystem function, favouring some groups of organisms over others. As a consequence, as nitrate forms a component of total dissolved solids, they are widely used as an indicator of water quality.

Domestic animal feed

Symptoms of nitrate poisoning in domestic animals include increased heart rate and respiration; in advanced cases blood and tissue may turn a blue or brown color. Feed can be tested for nitrate; treatment consists of supplementing or substituting existing supplies with lower nitrate material. Safe levels of nitrate for various types of livestock are as follows:WEB,weblink$department/deptdocs.nsf/all/faq8911, Nitrate Risk in Forage Crops - Frequently Asked Questions, Government of Alberta, Agriculture and Rural Development, October 30, 2013, {| class="wikitable"
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