Myristoleic Acid
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Myristoleic Acid
Myristoleic acid, or 9-tetradecenoic acid, is an omega-5 fatty acid. It is biosynthesized from myristic acid by the enzyme Stearoyl-CoA desaturase-1, but it is uncommon in nature. One of the major sources of this fatty acid is the seed oil from plants of the family Myristicaceae, comprising up to 30 per cent of the oil in some species. It is a constituent of ''Serenoa'' or Saw palmetto, and appears to have activity against LNCaP prostate-cancer cells. See also * Cetyl myristoleate Cetyl myristoleate is a fatty acid ester or, more specifically, a cetylated fatty acid (CFA). It is the cetyl ester of myristoleic acid. Preclinical and clinical data show potential benefits in the management of arthritis and fibromyalgia. H ... References {{Fatty acids Fatty acids Alkenoic acids ...
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Fatty Acid
In chemistry, particularly in biochemistry, a fatty acid is a carboxylic acid with an aliphatic chain, which is either saturated or unsaturated. Most naturally occurring fatty acids have an unbranched chain of an even number of carbon atoms, from 4 to 28. Fatty acids are a major component of the lipids (up to 70% by weight) in some species such as microalgae but in some other organisms are not found in their standalone form, but instead exist as three main classes of esters: triglycerides, phospholipids, and cholesteryl esters. In any of these forms, fatty acids are both important dietary sources of fuel for animals and important structural components for cells. History The concept of fatty acid (''acide gras'') was introduced in 1813 by Michel Eugène Chevreul, though he initially used some variant terms: ''graisse acide'' and ''acide huileux'' ("acid fat" and "oily acid"). Types of fatty acids Fatty acids are classified in many ways: by length, by saturation vs unsaturati ...
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Myristic Acid
Myristic acid (IUPAC name: tetradecanoic acid) is a common saturated fatty acid with the molecular formula CH3(CH2)12COOH. Its salts and esters are commonly referred to as myristates or tetradecanoates. It is named after the binomial name for nutmeg (''Myristica fragrans''), from which it was first isolated in 1841 by Lyon Playfair, 1st Baron Playfair, Lyon Playfair. Occurrence Nutmeg#Nutmeg butter, Nutmeg butter has 75% trimyristin, the triglyceride of myristic acid. Besides nutmeg, myristic acid is found in palm kernel oil, coconut oil, butterfat, 8–14% of bovine milk, and 8.6% of breast milk as well as being a minor component of many other animal fats. It is found in spermaceti, the crystallized fraction of oil from the sperm whale. It is also found in the rhizomes of the Iris (plant), Iris, including Orris root. Chemical behaviour Myristic acid acts as a Lipid-anchored protein, lipid anchor in biomembranes. Reduction (chemistry), Reduction of myristic acid yields myristy ...
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Stearoyl-CoA Desaturase-1
Stearoyl-CoA desaturase (Δ-9-desaturase) is an endoplasmic reticulum enzyme that catalyzes the rate-limiting step in the formation of monounsaturated fatty acids (MUFAs), specifically oleate and palmitoleate from stearoyl-CoA and palmitoyl-CoA. Oleate and palmitoleate are major components of membrane phospholipids, cholesterol esters and alkyl-diacylglycerol. In humans, the enzyme is encoded by the SCD gene. Stearoyl-CoA desaturase-1 is a key enzyme in fatty acid metabolism. It is responsible for forming a double bond in Stearoyl-CoA. This is how the monounsaturated fatty acid oleic acid is produced from the saturated fatty acid stearic acid. A series of redox reactions, during which two electrons flow from NADH to flavoprotein cytochrome b5, then to the electron acceptor cytochrome b5 as well as molecular oxygen introduces a single double bond within a row of methylene fatty acyl-CoA substrates. The complexed enzyme adds a single double bond between the C9 and C10 of lo ...
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Myristicaceae
The Myristicaceae are a family of flowering plants native to Africa, Asia, Pacific islands, and the Americas and has been recognized by most taxonomists. It is sometimes called the "nutmeg family", after its most famous member, ''Myristica fragrans'', the source of the spices nutmeg and mace. The best known genera are ''Myristica'' in Asia and ''Virola'' in the Neotropics. The family consists of about 21 genera with about 520 species of trees, shrubs and rarely lianas ('' Pycnanthus'') found in tropical forests around the world. Most of the species are large trees that are valued in the timber industry. Description They are typically trees with reddish sap and distinctive pagoda-like growth (known as myristicaceous branching) in which horizontal branching only occurs at certain nodes along the main axis of the trunk, each node separated by a large gap where no branching occurs. All genera are dioecious, except ''Endocomia'' and some ''Iryanthera''. The inner bark is usually ...
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Serenoa
''Serenoa repens'', commonly known as saw palmetto, is the sole species currently classified in the genus ''Serenoa''. It is a small palm, growing to a maximum height around . It is endemic to the subtropical and tropical Southeastern United States, most commonly along the south Atlantic and Gulf Coastal plains and sand hills. It grows in clumps or dense thickets in sandy coastal areas, and as undergrowth in pine woods or hardwood hammocks. Description Erect stems or trunks are rarely produced, but are found in some populations. It is a hardy plant; extremely slow-growing, and long-lived, with some plants (especially in Florida) possibly being as old as 500–700 years. Saw palmetto is a fan palm, with the leaves that have a bare petiole terminating in a rounded fan of about 20 leaflets. The petiole is armed with fine, sharp teeth or spines that give the species its common name. The teeth or spines are easily capable of breaking the skin, and protection should be worn ...
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LNCaP
LNCaP cells are a cell line of human cells commonly used in the field of oncology. LNCaP cells are androgen-sensitive human prostate adenocarcinoma cells derived from the left supraclavicular lymph node metastasis from a 50-year-old caucasian male in 1977. They are adherent epithelial cells growing in aggregates and as single cells. One major obstacle to conducting the most clinically relevant prostate cancer (PCa) research has been the lack of cell lines that closely mimic human disease progression. Two hallmarks of metastatic human prostate cancer include the shift of aggressive PCa from androgen-sensitivity to an Androgen Insensitive (AI) state, and the propensity of PCa to metastasize to bone. Although the generation of AI cell lines has been quite successful as demonstrated in the “classic” cell lines DU145 and PC3, the behavior of these cells in bone does not fully mimic clinical human disease. It is well established that human PCa bone metastasis form osteoblastic le ...
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Cetyl Myristoleate
Cetyl myristoleate is a fatty acid ester or, more specifically, a cetylated fatty acid (CFA). It is the cetyl ester of myristoleic acid. Preclinical and clinical data show potential benefits in the management of arthritis and fibromyalgia. History Cetyl myristoleate was isolated for the first time by Dr. Harry Diehl at the Laboratory of Chemistry of the National Institute of Arthritis, Metabolic, and Digestive Diseases in Bethesda, Maryland. Dr. Diehl had tried to unsuccessfully induce polyarthritis in Swiss albino mice using Freund's adjuvant (heat-killed desiccated Mycobacterium butyricum) but realized that they were immune. Further investigation revealed that cetyl myristoleate was what was causing the mice to be immune to becoming arthritic. The compound was isolated and identified using thin layer chromatography. In order to validate his theory that cetyl myristoleate could prevent arthritis in rodents, Diehl injected two groups of rats with the arthritis-inducing Freund ...
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Fatty Acids
In chemistry, particularly in biochemistry, a fatty acid is a carboxylic acid with an aliphatic chain, which is either saturated or unsaturated. Most naturally occurring fatty acids have an unbranched chain of an even number of carbon atoms, from 4 to 28. Fatty acids are a major component of the lipids (up to 70% by weight) in some species such as microalgae but in some other organisms are not found in their standalone form, but instead exist as three main classes of esters: triglycerides, phospholipids, and cholesteryl esters. In any of these forms, fatty acids are both important dietary sources of fuel for animals and important structural components for cells. History The concept of fatty acid (''acide gras'') was introduced in 1813 by Michel Eugène Chevreul, though he initially used some variant terms: ''graisse acide'' and ''acide huileux'' ("acid fat" and "oily acid"). Types of fatty acids Fatty acids are classified in many ways: by length, by saturation vs unsatura ...
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