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Malvalic Acid
Malvalic acid is a cyclopropene fatty acid found in baobab seed oil and cottonseed oil. The cyclopropene ring is thought to be one of the causes of abnormalities that develop in animals that ingest cottonseed oil. Refining processes, such as hydrogenation, can remove or destroy malvalic acid. Biosynthesis The biosynthesis of malvalic acid starts with oleic acid, an 18-carbon monounsaturated fatty acid, leading to sterculic acid. An α-oxidation reaction removes one carbon from the chain to form the 17-carbon-chain structure of malvalic acid. History Wilson et al. demonstrated the co-occurrence of malvalic acid and the corresponding cyclopropane acids in several types of seeds. He suggested that methylene addition to oleic acid gave rise to dihydrosterculic acid, which was desaturated to sterculic acid, and that 8-heptadecenoic acid was similarly the precursor of dihydromalvalic acid and malvalic acid. Smith and Bu'Lock showed that in ''Hibiscus ''Hibiscus'' is a genus of flo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyclopropene Fatty Acid
Cyclopropane fatty acids (CPA) are a subgroup of fatty acids that contain a cyclopropane group. Although they are usually rare, the seed oil from lychee contains nearly 40% CPAs in the form of triglycerides. Biosynthesis CPAs are derived from unsaturated fatty acids by cyclopropanation. The methylene donor is a methyl group on S-adenosylmethionine (SAM). The conversion is catalyzed by cyclopropane-fatty-acyl-phospholipid synthase. The mechanism is proposed to involve transfer of a CH3+ group from SAM to the alkene, followed by deprotonation of the newly attached methyl group and ring closure. Cyclopropene fatty acids Cyclopropene, Cycloprop''e''ne fatty acids are even rarer than CPAs. The best-known examples are malvalic acid and sterculic acid. Sterculic acid as its triglyceride is present in sterculia oils and at low levels in Kapok tree, kapok seed oil (~12%), cottonseed oil (~1%), and in the seeds of the tree ''Sterculia foetida'' (~65-78%). These acids are highly react ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Baobab
''Adansonia'' is a genus made up of eight species of medium-to-large deciduous trees known as baobabs ( or ). They are placed in the Malvaceae family, subfamily Bombacoideae. They are native to Madagascar, mainland Africa, and Australia.Tropicos.org. Missouri Botanical Garden. 8 Jul 2020 http://www.tropicos.org The trees have also been introduced to other regions such as Asia. The generic name honours Michel Adanson, the French naturalist and explorer who described ''Adansonia digitata''. The baobab is also known as the "upside down tree", a name that originates from several myths. They are among the most long-lived of vascular plantsAdrian Patrut et al. (2018) The demise of the largest and oldest African baobabs. Nature Plants 4: 423–426. DOI: 10.1038/s41477-018-0170-5 and have large flowers that are reproductive for a maximum of 15 hours.Baum, D.A., 1995, A Systematic Revision of Adansonia (Bombacaceae). Annals of the Missouri Botanical Garden, 1995, Vol. 82, No. 3 (1995), ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cottonseed Oil
Cottonseed oil is cooking oil from the seeds of cotton plants of various species, mainly ''Gossypium hirsutum'' and ''Gossypium herbaceum'', that are grown for cotton fiber, animal feed, and oil. Cotton seed has a similar structure to other oilseeds such as sunflower seed, having an oil-bearing kernel surrounded by a hard outer hull; in processing, the oil is extracted from the kernel. Cottonseed oil is used for salad oil, mayonnaise, salad dressing, and similar products because of its flavor stability. Composition Its fatty acid profile generally consists of 70% unsaturated fatty acids (18% monounsaturated, and 52% polyunsaturated), 26% saturated fatty acids. When it is fully hydrogenated, its profile is 94% saturated fat and 2% unsaturated fatty acids (1.5% monounsaturated, and 0.5% polyunsaturated). According to the cottonseed oil industry, cottonseed oil does not need to be hydrogenated as much as other polyunsaturated oils to achieve similar results. Gossypol is a toxic ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyclopropene
Cyclopropene is an organic compound with the formula . It is the simplest cycloalkene. Because the ring is highly strained, cyclopropene is difficult to prepare and highly reactive. This colorless gas has been the subject for many fundamental studies of bonding and reactivity. It does not occur naturally, but derivatives are known in some fatty acids. Derivatives of cyclopropene are used commercially to control ripening of some fruit. Structure and bonding The molecule has a triangular structure. The reduced length of the double bond compared to a single bond causes the angle opposite the double bond to narrow to about 51° from the 60° angle found in cyclopropane. As with cyclopropane, the carbon–carbon bonding in the ring has increased p character: the alkene carbon atoms use sp2.68 hybridization for the ring. Synthesis of cyclopropene and derivatives Early syntheses The first confirmed synthesis of cyclopropene, carried out by Dem'yanov and Doyarenko, involved the the ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydrogenation
Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a Catalysis, catalyst such as nickel, palladium or platinum. The process is commonly employed to redox, reduce or Saturated and unsaturated compounds, saturate organic compounds. Hydrogenation typically constitutes the addition of pairs of hydrogen atoms to a molecule, often an alkene. Catalysts are required for the reaction to be usable; non-catalytic hydrogenation takes place only at very high temperatures. Hydrogenation reduces Double bond, double and Triple bond, triple bonds in hydrocarbons. Process Hydrogenation has three components, the Saturated and unsaturated compounds, unsaturated substrate, the hydrogen (or hydrogen source) and, invariably, a catalyst. The redox, reduction reaction is carried out at different temperatures and pressures depending upon the substrate and the activity of the catalyst. Related or competing reactions The same ca ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Biosynthesis
Biosynthesis is a multi-step, enzyme-catalyzed process where substrates are converted into more complex products in living organisms. In biosynthesis, simple compounds are modified, converted into other compounds, or joined to form macromolecules. This process often consists of metabolic pathways. Some of these biosynthetic pathways are located within a single cellular organelle, while others involve enzymes that are located within multiple cellular organelles. Examples of these biosynthetic pathways include the production of lipid membrane components and nucleotides. Biosynthesis is usually synonymous with anabolism. The prerequisite elements for biosynthesis include: precursor compounds, chemical energy (e.g. ATP), and catalytic enzymes which may require coenzymes (e.g.NADH, NADPH). These elements create monomers, the building blocks for macromolecules. Some important biological macromolecules include: proteins, which are composed of amino acid monomers joined via peptide bon ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Oleic Acid
Oleic acid is a fatty acid that occurs naturally in various animal and vegetable fats and oils. It is an odorless, colorless oil, although commercial samples may be yellowish. In chemical terms, oleic acid is classified as a monounsaturated omega-9 fatty acid, abbreviated with a lipid number of 18:1 ''cis''-9, and a main product of Δ9 desaturase. It has the formula CH3(CH2)7CH=CH(CH2)7COOH. The name derives from the Latin word ''oleum'', which means oil. It is the most common fatty acid in nature. The salts and esters of oleic acid are called oleates. Occurrence 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 triglycerides, which are the greasy materials in many natural oils. Oleic acid is the most common monounsaturated fatty acid in nature. It is found in fats (triglycerides), the phospholipids that make membranes, cholesterol esters, and wax esters. Triglycerides of oleic ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Monounsaturated Fatty Acid
Monounsaturated fats are fatty acids that have one double bond in the fatty acid chain with all of the remainder carbon atoms being single-bonded. By contrast, polyunsaturated fats have more than one double bond. Molecular description Fatty acids are long-chained molecules having an alkyl group at one end and a carboxylic acid group at the other end. Fatty acid viscosity (thickness) and melting temperature increases with decreasing number of double bonds; therefore, monounsaturated fatty acids have a higher melting point than polyunsaturated fatty acids (more double bonds) and a lower melting point than saturated fatty acids (no double bonds). Monounsaturated fatty acids are liquids at room temperature and semisolid or solid when refrigerated resulting in an isotopic lattice structure. Common monounsaturated fatty acids are palmitoleic acid (16:1 n−7), cis-vaccenic acid (18:1 n−7) and oleic acid (18:1 n−9). Palmitoleic acid has 16 carbon atoms ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sterculic Acid
Sterculic acid is a cyclopropene fatty acid. It is found in various plants of the genus ''Sterculia'', including being the main component of ''Sterculia foetida'' seed oil. Biosynthesis The biosynthesis of sterculic acid begins with the cyclopropanation of the alkene of phospholipid-bound oleic acid, an 18-carbon ''Cis–trans isomerism, cis''-monounsaturated fatty acid. This transformation involves two mechanistic steps: electrophilic methylation with S-Adenosyl methionine, ''S''-adenosyl methionine to give a carbocationic reactive intermediate, followed by cyclization via loss of Hydron (chemistry), H+ mediated by a cyclopropane-fatty-acyl-phospholipid synthase enzyme. The product, dihydrosterculic acid, is converted to sterculic acid by dehydrogenation of the ''cis''-disubstituted cyclopropane to cyclopropene. An additional step of alpha oxidation, α oxidation removes one carbon from the carboxy chain to form the 17-carbon-chain structure of malvalic acid. References F ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alpha Oxidation
Enzymatic steps of alpha oxidation, 250px Alpha oxidation (α-oxidation) is a process by which certain branched-chain fatty acids are broken down by removal of a single carbon from the carboxyl end. In humans, alpha-oxidation is used in peroxisomes to break down dietary phytanic acid, which cannot undergo beta-oxidation due to its β-methyl branch, into pristanic acid. Pristanic acid can then acquire acetyl-CoA and subsequently become beta oxidized, yielding propionyl-CoA. Pathway Alpha-oxidation of phytanic acid is believed to take place entirely within peroxisomes. #Phytanic acid is first attached to CoA to form phytanoyl-CoA. # Phytanoyl-CoA is oxidized by phytanoyl-CoA dioxygenase, in a process using Fe2+ and O2, to yield 2-hydroxyphytanoyl-CoA. #2-hydroxyphytanoyl-CoA is cleaved by 2-hydroxyphytanoyl-CoA lyase in a TPP-dependent reaction to form pristanal and formyl-CoA (in turn later broken down into formate and eventually CO2). #Pristanal is oxidized by aldehyde dehydr ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hibiscus
''Hibiscus'' is a genus of flowering plants in the mallow family, Malvaceae. The genus is quite large, comprising several hundred species that are native to warm temperate, subtropical and tropical regions throughout the world. Member species are renowned for their large, showy flowers and those species are commonly known simply as "hibiscus", or less widely known as rose mallow. Other names include hardy hibiscus, rose of sharon, and tropical hibiscus. The genus includes both annual and perennial herbaceous plants, as well as woody shrubs and small trees. The generic name is derived from the Greek name ἰβίσκος (''ibískos'') which Pedanius Dioscorides gave to ''Althaea officinalis'' ( 40–90 AD). Several species are widely cultivated as ornamental plants, notably ''Hibiscus syriacus'' and ''Hibiscus rosa-sinensis''. A tea made from hibiscus flowers is known by many names around the world and is served both hot and cold. The beverage is known for its red colour, t ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
