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Trimethylamine N-oxide (TMAO) is an organic compound with the formula (CH 3) 3 NO. It is in the class of amine oxides. Although the anhydrous compound is known, trimethylamine N-oxide is usually encountered as the dihydrate. Both the anhydrous and hydrated materials are white, water-soluble solids.
Trimethylamine N-oxide reductase has the EC number 1.7.2.3, and these components refer to the following enzyme classifications: EC 1 enzymes are oxidoreductase enzymes, where an oxidation reduction reaction occurs, and the substrate being oxidized is either an oxygen or hydrogen donor
Trimethylamine enters the body via the consumption of certain foods and supplements: [citation needed] When food is consumed that contains TMA and/or TMAO (predominately seafood; saltwater fish, shellfish, seaweed and kelp). TMAO is converted by bacteria in the lower gastrointestinal tract (gut) into TMA.
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FMO3 is the primary enzyme in humans which catalyzes the N-oxidation of trimethylamine into trimethylamine N-oxide; [8] [10] FMO1 also does this, but to a much lesser extent than FMO3. [13] [14] Genetic deficiencies of the FMO3 enzyme cause primary trimethylaminuria, also known as "fish odor syndrome".
Trimethylamine is a full agonist of human TAAR5, [13] [14] [15] a trace amine-associated receptor that is expressed in the olfactory epithelium and functions as an olfactory receptor for tertiary amines. [15] [16] One or more additional odorant receptors appear to be involved in trimethylamine olfaction in humans as well. [16]
General structure of an amine oxide. In chemistry, an amine oxide, also known as an amine N-oxide or simply N-oxide, is a chemical compound that has the chemical formula R 3 N + −O −. It contains a nitrogen-oxygen coordinate covalent bond with three additional hydrogen and/or substituent-groups attached to nitrogen.
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