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Fatty acid ester information


Space-filling model of methyl linoleate, or linoleic acid methyl ester, a common methyl ester produced from soybean or canola oil and methanol

Fatty acid esters (FAEs) are a type of ester that result from the combination of a fatty acid with an alcohol. When the alcohol component is glycerol, the fatty acid esters produced can be monoglycerides, diglycerides, or triglycerides. Dietary fats are chemically triglycerides.

Esters of fatty acids are colorless, although degraded samples are sometime appear to be yellow or even brown. The triglycerides are powders, flakes, coarse powders, or granular or waxy lumps, oils or liquids. They are almost odorless.

Biodiesels are typically fatty acid esters made by the transesterification of vegetable fats and oils. In this process the glycerol component is replaced with a different alcohol. The most commonly used alcohol is methanol, producing fatty acid methyl esters (FAME). When ethanol is used fatty acid ethyl esters (FAEE) are created. Other alcohols used for the production of biodiesel include butanol and isopropanol.

Fatty acid ethyl esters are biomarkers for the consumption of ethanol (alcoholic beverages).[1][2][3]

  1. ^ Pragst, F; Yegles, M (2008). "Determination of fatty acid ethyl esters (FAEE) and ethyl glucuronide (EtG) in hair: A promising way for retrospective detection of alcohol abuse during pregnancy?". Therapeutic Drug Monitoring. 30 (2): 255–63. doi:10.1097/FTD.0b013e318167d602. PMID 18367991.
  2. ^ De Giovanni, N; Donadio, G; Chiarotti, M (2007). "The reliability of fatty acid ethyl esters (FAEE) as biological markers for the diagnosis of alcohol abuse". Journal of Analytical Toxicology. 31 (2): 93–7. doi:10.1093/jat/31.2.93. PMID 17536744.
  3. ^ Cabarcos, P; Tabernero, M. J; Otero, J. L; Míguez, M; Bermejo, A. M; Martello, S; De Giovanni, N; Chiarotti, M (2014). "Quantification of fatty acid ethyl esters (FAEE) and ethyl glucuronide (EtG) in meconium for detection of alcohol abuse during pregnancy: Correlation study between both biomarkers". Journal of Pharmaceutical and Biomedical Analysis. 100: 74–78. doi:10.1016/j.jpba.2014.07.023. PMID 25137651.

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Fatty acid ester

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Fatty acid esters (FAEs) are a type of ester that result from the combination of a fatty acid with an alcohol. When the alcohol component is glycerol...

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Fatty acid methyl ester

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Fatty acid methyl esters (FAME) are a type of fatty acid ester that are derived by transesterification of fats with methanol. The molecules in biodiesel...

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Ester

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derivatives of acidic hydrogen of other acids are esters as well (e.g. amides), but not according to the IUPAC. Glycerides are fatty acid esters of glycerol;...

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Wax ester

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A wax ester (WE) is an ester of a fatty acid and a fatty alcohol. Wax esters are the main components of three commercially important waxes: carnauba wax...

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Fatty acid

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exist as three main classes of esters: triglycerides, phospholipids, and cholesteryl esters. In any of these forms, fatty acids are both important dietary...

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Triglyceride

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triacylglycerol, TAG, or triacylglyceride) is an ester derived from glycerol and three fatty acids. Triglycerides are the main constituents of body fat...

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Ethyl eicosapentaenoic acid

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blood. Ethyl eicosapentaenoic acid (E-EPA) is an ethyl ester of eicosapentaenoic acid, which is an omega-3 fatty acid. In July 2012, the US Food and...

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Sucrose esters

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Sucrose esters or sucrose fatty acid esters are a group of non-naturally occurring surfactants chemically synthesized from the esterification of sucrose...

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Linoleic acid

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18:2 cis-9,12. A linoleate is a salt or ester of this acid. Linoleic acid is a polyunsaturated, omega-6 fatty acid. It is a colorless liquid that is virtually...

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Capric acid

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Capric acid, also known as decanoic acid or decylic acid, is a saturated fatty acid, medium-chain fatty acid (MCFA), and carboxylic acid. Its formula...

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Stearic acid

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The salts and esters of stearic acid are called stearates. As its ester, stearic acid is one of the most common saturated fatty acids found in nature...

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Palmitic acid

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Palmitic acid (hexadecanoic acid in IUPAC nomenclature) is a fatty acid with a 16-carbon chain. It is the most common saturated fatty acid found in animals...

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Oleic acid

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soap. Fatty acids (or their salts) often do not occur as such in biological systems. Instead fatty acids such as oleic acid occur as their esters, commonly...

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Ethyl oleate

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Ethyl oleate is a fatty acid ester formed by the condensation of oleic acid and ethanol. It is a colorless oil although degraded samples can appear yellow...

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Fatty acid amide

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species found in Nigeria. Fatty acid ester McKinney, Michele K.; Cravatt, Benjamin F. (2005). "Structure and Function of Fatty Acid Amide Hydrolase". Annual...

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Enanthic acid

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methyl ester of ricinoleic acid, obtained from castor bean oil, is the main commercial precursor to enanthic acid. It is pyrolyzed to the methyl ester of...

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Fatty acid synthesis

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combine (by means of ester bonds) to form triglycerides (also known as "triacylglycerols" – to distinguish them from fatty "acids" – or simply as "fat")...

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Eicosapentaenoic acid

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multi-year study of Vascepa (ethyl eicosapentaenoate, the ethyl ester of the free fatty acid), a prescription drug containing only EPA, was shown to reduce...

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Diglyceride

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(DAG), is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Two possible forms exist, 1,2-diacylglycerols...

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Surfactant

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ether Pentaethylene glycol monododecyl ether Nonoxynols Triton X-100 Fatty acid ethoxylates are a class of very versatile surfactants, which combine in...

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Pelargonic acid

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Pelargonic acid, also called nonanoic acid, is an organic compound with structural formula CH3(CH2)7CO2H. It is a nine-carbon fatty acid. Nonanoic acid is a...

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Monoglyceride

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glycerides which are composed of a molecule of glycerol linked to a fatty acid via an ester bond. As glycerol contains both primary and secondary alcohol groups...

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Valeric acid

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the synthesis of its esters. Salts and esters of valeric acid are known as valerates or pentanoates. Volatile esters of valeric acid tend to have pleasant...

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Glycerophospholipid

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not ester, linkage. The linkages are more resistant to chemical attack than ester linkages are. The second (central) carbon atom has a fatty acid linked...

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List of esters

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groups, or H in the case of esters of formic acid. Glycerides, which are fatty acid esters of glycerol, are important esters in biology, being one of the...

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Ethylhexyl palmitate

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palmitate, also known as octyl palmitate, is the fatty acid ester derived from 2-ethylhexanol and palmitic acid. It is frequently utilized in cosmetic formulations...

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Lauric acid

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salts and esters of lauric acid are known as laurates. Lauric acid, as a component of triglycerides, comprises about half of the fatty-acid content in...

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