While the spelling of orotic acid is one letter away from [[erotic]] acid, the correct way to utter the word is ''or-otic'' acid. Orotic acid and the misspelling are featured in a review of chemicals with funny or strange names which was written by Paul May and is hosted
While the spelling of orotic acid is one letter away from [[erotic]] acid, the correct way to utter the word is "or-otic" acid. Orotic acid and the misspelling are featured in a review of chemicals with funny or strange names which was written by Paul May and is hosted at the [[chemistry department]] of [[Bristol University]] <ref>http://www.chm.bris.ac.uk/sillymolecules/sillymols.htm</ref>
by [[Bristol]] <ref>http://www.chm.bris.ac.uk/sillymolecules/sillymols.htm</ref>
== Pathology ==
== Pathology ==
Revisionasof10:25,7February2023
Chemical compound synthesized in the body via a mitochondrial enzyme
Orotic acid is a Bronsted acid and its conjugate base, the orotate anion, is able bind to metals. Lithium orotate, for example, has been investigated for use in treating alcoholism,[3][4] and complexes of cobalt, manganese, nickel, and zinc are known.[5] The pentahydrate nickel orotate coordination complex converts into a polymeric trihydrate upon heating in water at 100 °C.[5][6][7] Crystals of the trihydrate can be obtained by hydrothermal treatment of nickel(II) acetate and orotic acid, when the reactions are run with bidentate nitrogen ligands such as 2,2'-bipyridine present other solids can be obtained.
Name
While the spelling of orotic acid is one letter away from erotic acid, the correct way to utter the word is "or-otic" acid. Orotic acid and the misspelling are featured in a review of chemicals with funny or strange names which was written by Paul May and is hosted at the chemistry departmentofBristol University[8]
Inornithine transcarbamylase deficiency, an X-linked inherited and the most common urea cycle disorder, excess carbamoyl phosphate is converted into orotic acid. This leads to an increased serum ammonia level, increased serum and urinary orotic acid levels and a decreased serum blood urea nitrogen level. This also leads to an increased urinary orotic acid excretion, because the orotic acid is not being properly utilized and must be eliminated. The hyperammonemia depletes alpha-ketoglutarate leading to the inhibition of the tricarboxylic acid cycle (TCA) decreasing adenosine triphosphate (ATP) production.
Orotic aciduria is a cause of megaloblastic anaemia.
^Rawls J, Knecht W, Diekert K, Lill R, Löffler M (April 2000). "Requirements for the mitochondrial import and localization of dihydroorotate dehydrogenase". European Journal of Biochemistry. 267 (7): 2079–87. doi:10.1046/j.1432-1327.2000.01213.x. PMID10727948.
^Harvey D, Ferrier D, eds. (2008). Biochemistry(PDF) (5th ed.). Lippincott, Williams & Wilkins. p. 302.
^Bach, Ina; Kumberger, Otto; Schmidbaur, Hubert (1990). "Orotate complexes. Synthesis and crystal structure of lithium orotate(−I) monohydrate and magnesium bis[orotate(−I)] octahydrate". Chemische Berichte. 123 (12): 2267–2271. doi:10.1002/cber.19901231207.
^ abPlater, M. John; Foreman, Mark R. St. J.; Skakle, Janet M. S.; Howie, R. Alan (2002). "Hydrothermal crystallisation of metal(II) orotates (M = nickel, cobalt, manganese or zinc). Effect of 2,2-bipyridyl, 2,2-dipyridyl amine, 1-methyl-3-(2-pyridyl)pyrazole, phenanthroline and 2,9-dimethyl-1,10-phenanthroline upon structure". Inorganica Chimica Acta. 332 (1): 135–145. doi:10.1016/S0020-1693(02)00728-4.
^Plater, M. John; Foreman, Mark R. St. J.; Skakle, Janet M. S.; Howie, R. Alan (2002). "CCDC 189770 – Catena-((μ2-1,2,3,6-tetrahydro-2,6-dioxopyrimidine-4-carboxylato-N,O,O')-triaqua-nickel(II))". Cambridge Crystallographic Data Centre. doi:10.5517/cc6cgmm.
Greenbaum SB (1954). "Potential Metabolic Antagonists of Orotic Acid: 6-Uracilsulfonamide and 6-Uracil Methyl Sulfone". Journal of the American Chemical Society. 76 (23): 6052–6054. doi:10.1021/ja01652a056.
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