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Ethanolamide
Ethanolamides are chemical compounds which are amides formed from carboxylic acids and ethanolamine. Some ethanolamides are naturally occurring, such as anandamide, palmitoylethanolamide and prostamides, which play physiological roles as lipid neurotransmitters and autacoids. The crystal structure of the membrane enzyme NAPE-PLD has revealed how these endogenous ethanolamides are generated from cell membranes, and that bile acids play a role in their production. Ethanolamides can be prepared synthetically by heating esters with ethanolamine. See also * Diethanolamide * Docosatetraenoylethanolamide * Oleoylethanolamide References External links {{wiktionary inline, ethanolamide, ethanolamides Fatty acid amides ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Palmitoylethanolamide
Palmitoylethanolamide (PEA) is an endogenous fatty acid amide, and lipid modulator PEA has been studied in ''in vitro'' and ''in vivo'' systems using exogenously added or dosed compound; there is evidence that it binds to a nuclear receptor, through which it exerts a variety of biological effects, some related to chronic inflammation and pain. A main target of PEA is proposed to be the peroxisome proliferator-activated receptor alpha (PPAR-α). PEA also has affinity to cannabinoid-like G-coupled receptors GPR55 and GPR119. PEA cannot strictly be considered a classic Endocannabinoid system, endocannabinoid because it lacks affinity for the cannabinoid receptors CB1 receptor, CB1 and CB2 receptor, CB2. However, primary research supports the conclusion that the presence of PEA (or other structurally related N-acylethanolamines) enhances anandamide activity by an "entourage effect". Some primary research reports support the conclusion that PEA levels are altered and that the endocan ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Docosatetraenoylethanolamide
Docosatetraenoylethanolamide (DEA) (Adrenoyl-ethanolamide) (Adrenoyl-EA) is an endogenous ethanolamide that has been shown to act on the cannabinoid (CB1) receptor. DEA is similar in structure to anandamide (AEA, a recognized endogenous ligand for the CB1 receptor), containing docosatetraenoic acid in place of arachidonic acid. While DEA has been shown to bind to the CB1 receptor with similar potency and efficacy as AEA, its role as a cannabinergic Cannabinoidergic, or cannabinergic, means "working on the endocannabinoid neurotransmitters". As with terms such as dopaminergic and serotonergic, related proteins and cellular components involved endocannabinoid signaling, such as the cannabi ... neurotransmitter is not well understood. Docosatetraenoylethanolamide (DEA) has been found in Tropaeolum tuberosum (Mashua) and Leonotis leonurus (Wild Dagga / Lion's Tail). References Fatty acid amides Endocannabinoids Neurotransmitters {{Biochemistry-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Anandamide Skeletal
Anandamide (ANA), also known as ''N''-arachidonoylethanolamine (AEA), is a fatty acid neurotransmitter. Anandamide was the first endocannabinoid to be discovered: it participates in the body's endocannabinoid system by binding to cannabinoid receptors, the same receptors that the psychoactive compound THC in cannabis acts on. Anandamide is found in nearly all tissues in a wide range of animals. Anandamide has also been found in plants, including small amounts in chocolate. The name 'anandamide' is taken from the Sanskrit word '' ananda'', which means "joy, bliss, delight", plus amide. Anandamide is derived from the non-oxidative metabolism of arachidonic acid, an essential omega-6 fatty acid. It is synthesized from ''N''-arachidonoyl phosphatidylethanolamine by multiple pathways. It is degraded primarily by the fatty acid amide hydrolase (FAAH) enzyme, which converts anandamide into ethanolamine and arachidonic acid. As such, inhibitors of FAAH lead to elevated anandamide level ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Anandamide
Anandamide (ANA), also known as ''N''-arachidonoylethanolamine (AEA), is a fatty acid neurotransmitter. Anandamide was the first endocannabinoid to be discovered: it participates in the body's endocannabinoid system by binding to cannabinoid receptors, the same receptors that the psychoactive compound THC in cannabis acts on. Anandamide is found in nearly all tissues in a wide range of animals. Anandamide has also been found in plants, including small amounts in chocolate. The name 'anandamide' is taken from the Sanskrit word '' ananda'', which means "joy, bliss, delight", plus amide. Anandamide is derived from the non-oxidative metabolism of arachidonic acid, an essential omega-6 fatty acid. It is synthesized from ''N''-arachidonoyl phosphatidylethanolamine by multiple pathways. It is degraded primarily by the fatty acid amide hydrolase (FAAH) enzyme, which converts anandamide into ethanolamine and arachidonic acid. As such, inhibitors of FAAH lead to elevated anandamid ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Prostamide
Prostamides are a class of physiology, physiologically active, lipid-like substances chemically related to prostaglandins. They occur naturally in humans and other animals. The first prostamide, called prostamide E2, was discovered in 1997. Biochemistry Prostamides are synthesized in the body from anandamide, which is the ethanolamide of arachidonic acid (ARA). This pathway is parallel to the synthesis of prostaglandins from ARA itself. The enzymes involved are at least partly the same as those responsible for prostaglandin synthesis. It is thought that prostamides act via a specific receptor (biochemistry), receptor (or several receptors) which is distinct from the prostaglandin receptors. No such receptor has been identified . Nomenclature The names of prostamides are derived from the corresponding prostaglandin. For example, prostamide E2 is the ethanolamide of prostaglandin E2, prostaglandin E2 (dinoprostone). Clinical significance The anti-glaucoma drug bimatoprost is a der ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Ethanolamine
Ethanolamine (2-aminoethanol, monoethanolamine, ETA, or MEA) is an organic chemical compound with the formula or . The molecule is bifunctional, containing both a primary amine and a primary alcohol. Ethanolamine is a colorless, viscous liquid with an odor reminiscent of ammonia.. ETA molecules are a component in the formation of cellular membranes and are thus a molecular building block for life. It was thought to exist only on Earth and on certain asteroids, but in 2021 evidence was found that ETA molecules exist in interstellar space. Derivatives of ethanolamine are widespread in nature; e.g., lipids, as precursor of a variety of ''N''-acylethanolamines (NAEs), that modulate several animal and plant physiological processes such as seed germination, plant–pathogen interactions, chloroplast development and flowering, as well as precursor, combined with arachidonic acid 20: 4, ω-6), to form the endocannabinoid anandamide (AEA: ; 20:4, ω-6). The ethanolamines comprise a g ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Diethanolamide
Diethanolamides are common ingredients used in cosmetics to act as a foaming agents or as emulsifiers. Chemically, they are amides formed from diethanolamine and carboxylic acids, typically 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, f ...s. Examples include: * Cocamide diethanolamine * Lauramide diethanolamine * Oleamide diethanolamine References Fatty acid amides {{organic-chemistry-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Oleoylethanolamide
Oleoylethanolamide (OEA) is an endogenous peroxisome proliferator-activated receptor alpha ( PPAR-α) agonist. It is a naturally occurring ethanolamide lipid that regulates feeding and body weight in vertebrates ranging from mice to pythons. OEA is a shorter, monounsaturated analogue of the endocannabinoid anandamide, but unlike anandamide it acts independently of the cannabinoid pathway, regulating PPAR-α activity to stimulate lipolysis. OEA is produced by the small intestine following feeding in two steps. First an ''N''-acyl transferase (NAT) activity joins the free amino terminus of phosphatidylethanolamine (PE) to the oleoyl group (one variety of acyl group) derived from ''sn''-1-oleoyl-phosphatidylcholine, which contains the fatty acid oleic acid at the sn-1 position. This produces an ''N''-acylphosphatidylethanolamine, which is then split ( hydrolyzed) by ''N''-acyl phosphatidylethanolamine-specific phospholipase D (NAPE-PLD) into phosphatidic acid and OEA. The ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Autacoid
Autacoids or "autocoids" are biological factors (molecules) which act like local hormones, have a brief duration, and act near their site of synthesis. The word ''autacoid'' comes from the Greek words "autos" (self) and "acos" (relief; i.e., drug). The effects of autacoids are primarily local, though large quantities can be produced and moved into circulation. Autacoids may thus have systemic effects by being transported via the circulation. These regulating molecules are also metabolized locally. In sum, these compounds typically are produced locally, act locally and are metabolized locally. Autacoids can have a variety of different biological actions, including modulating the activities of smooth muscles, glands, nerves, platelets and other tissues. Some autacoids are chiefly characterized by the effect they have on specific tissues, such as smooth muscle. With respect to vascular smooth muscle, there exist both vasoconstrictor and vasodilator autacoids. Vasodilator autacoids ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bile Acid
Bile acids are steroid acids found predominantly in the bile of mammals and other vertebrates. Diverse bile acids are synthesized in the liver. Bile acids are conjugated with taurine or glycine residues to give anions called bile salts. Primary bile acids are those synthesized by the liver. Secondary bile acids result from bacterial actions in the colon. In humans, taurocholic acid and glycocholic acid (derivatives of cholic acid) and taurochenodeoxycholic acid and glycochenodeoxycholic acid (derivatives of chenodeoxycholic acid) are the major bile salts. They are roughly equal in concentration. The salts of their 7-alpha-dehydroxylated derivatives, deoxycholic acid and lithocholic acid, are also found, with derivatives of cholic, chenodeoxycholic and deoxycholic acids accounting for over 90% of human biliary bile acids. Bile acids comprise about 80% of the organic compounds in bile (others are phospholipids and cholesterol). An increased secretion of bile acids produces ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Amide
In organic chemistry, an amide, also known as an organic amide or a carboxamide, is a compound with the general formula , where R, R', and R″ represent organic groups or hydrogen atoms. The amide group is called a peptide bond when it is part of the main chain of a protein, and an isopeptide bond when it occurs in a side chain, such as in the amino acids asparagine and glutamine. It can be viewed as a derivative of a carboxylic acid () with the hydroxyl group () replaced by an amine group (); or, equivalently, an acyl (alkanoyl) group () joined to an amine group. Common examples of amides are acetamide (), benzamide (), and dimethylformamide (). Amides are qualified as primary, secondary, and tertiary according to whether the amine subgroup has the form , , or , where R and R' are groups other than hydrogen. The core of amides is called the amide group (specifically, carboxamide group). Amides are pervasive in nature and technology. Proteins and important p ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Carboxylic Acid
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an R-group. The general formula of a carboxylic acid is or , with R referring to the alkyl, alkenyl, aryl, or other group. Carboxylic acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion. Examples and nomenclature Carboxylic acids are commonly identified by their trivial names. They at oftentimes have the suffix ''-ic acid''. IUPAC-recommended names also exist; in this system, carboxylic acids have an ''-oic acid'' suffix. For example, butyric acid (C3H7CO2H) is butanoic acid by IUPAC guidelines. For nomenclature of complex molecules containing a carboxylic acid, the carboxyl can be considered position one of the parent chain even if there are other substituents, such as 3-chloropropanoic acid. Alternately, it can be named as a "carboxy" or "carboxylic acid" substituent on ano ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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