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Glycerol-3-phosphate
''sn''-Glycerol 3-phosphate is the organic ion with the formula HOCH2CH(OH)CH2OPO32-. It is one of two stereoisomers of the ester of dibasic phosphoric acid (HOPO32-) and glycerol. It is a component of bacterial and eukaryotic glycerophospholipids. From a historical reason, it is also known as -glycerol 3-phosphate, -glycerol 1-phosphate, -α-glycerophosphoric acid. Biosynthesis Glycerol 3-phosphate is synthesized by reducing dihydroxyacetone phosphate (DHAP), an intermediate in glycolysis. The reduction is catalyzed by glycerol-3-phosphate dehydrogenase. DHAP and thus glycerol 3-phosphate can also be synthesized from amino acids and citric acid cycle intermediates via the glyceroneogenesis pathway. : + NAD(P)H + H+ → + NAD(P)+ It is also synthesized by the phosphorylation of glycerol, which is generated by hydrolysis of fats. This esterification is catalyzed by glycerol kinase. : + ATP → + ADP Metabolism and biological function Glycerol 3-phosphate is a starti ...
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Glycerol-3-phosphate Dehydrogenase
Glycerol-3-phosphate dehydrogenase (GPDH) is an enzyme that catalyzes the reversible redox conversion of dihydroxyacetone phosphate (a.k.a. glycerone phosphate, outdated) to sn-glycerol 3-phosphate. Glycerol-3-phosphate dehydrogenase serves as a major link between carbohydrate metabolism and lipid metabolism. It is also a major contributor of electrons to the electron transport chain in the mitochondria. Older terms for glycerol-3-phosphate dehydrogenase include ''alpha glycerol-3-phosphate dehydrogenase'' (alphaGPDH) and ''glycerolphosphate dehydrogenase'' (GPDH). However, glycerol-3-phosphate dehydrogenase is not the same as glyceraldehyde 3-phosphate dehydrogenase (GAPDH), whose substrate is an aldehyde not an alcohol. Metabolic function GPDH plays a major role in lipid biosynthesis. Through the reduction of dihydroxyacetone phosphate into glycerol 3-phosphate, GPDH allows the prompt dephosphorylation of glycerol 3-phosphate into glycerol. Additionally, GPDH is one of the ...
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Glycerol-3-phosphate O-acyltransferase
In enzymology, a glycerol-3-phosphate O-acyltransferase () is an enzyme that catalyzes the chemical reaction :acyl-CoA + sn-glycerol 3-phosphate \rightleftharpoons CoA + 1-acyl-sn-glycerol 3-phosphate Thus, the two substrates of this enzyme are acyl-CoA and sn-glycerol 3-phosphate, whereas its two products are CoA and 1-acyl-sn-glycerol 3-phosphate. This enzyme belongs to the family of transferases, specifically those acyltransferases transferring groups other than aminoacyl groups. The systematic name of this enzyme class is acyl-CoA:sn-glycerol-3-phosphate 1-O-acyltransferase. Other names in common use include alpha-glycerophosphate acyltransferase, 3-glycerophosphate acyltransferase, ACP:sn-glycerol-3-phosphate acyltransferase, glycerol 3-phosphate acyltransferase, glycerol phosphate acyltransferase, glycerol phosphate transacylase, glycerophosphate acyltransferase, glycerophosphate transacylase, sn-glycerol 3-phosphate acyltransferase, and sn-glycerol-3-phosphate acyltra ...
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Dihydroxyacetone Phosphate
Dihydroxyacetone phosphate (DHAP, also glycerone phosphate in older texts) is the anion with the formula HOCH2C(O)CH2OPO32-. This anion is involved in many metabolic pathways, including the Calvin cycle in plants and glycolysis.Nelson, D. L.; Cox, M. M. "Lehninger, Principles of Biochemistry" 3rd Ed. Worth Publishing: New York, 2000. . It is the phosphate ester of dihydroxyacetone. Role in glycolysis Dihydroxyacetone phosphate lies in the glycolysis metabolic pathway, and is one of the two products of breakdown of fructose 1,6-bisphosphate, along with glyceraldehyde 3-phosphate. It is rapidly and reversibly isomerised to glyceraldehyde 3-phosphate. ''The numbering of the carbon atoms indicates the fate of the carbons according to their position in fructose 6-phosphate.'' Role in other pathways In the Calvin cycle, DHAP is one of the products of the sixfold reduction of 1,3-bisphosphoglycerate by NADPH. It is also used in the synthesis of sedoheptulose 1,7-bispho ...
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Glycerol-1-phosphatase
The enzyme glycerol-1-phosphatase (EC 3.1.3.21) catalyzes the reaction :glycerol 1-phosphate + H2O \rightleftharpoons glycerol + phosphate This enzyme belongs to the family of hydrolases, specifically those acting on phosphoric monoester bonds. The systematic name is glycerol-1-phosphate phosphohydrolase. Other names in common use include α-glycerophosphatase, α-glycerol phosphatase, glycerol 3-phosphatase, glycerol-3-phosphate phosphatase, and glycerol 3-phosphate phosphohydrolase. This enzyme participates in glycerolipid metabolism. Among the organisms that have been shown to express this enzymatic activity are '' A. thaliana'' (plant) via the ''AtSgpp'' and ''AtGpp'' gene products; '' D. salina'' (alga); '' S. cerevisiae'' (fungus) via the ''GPP1/RHR2/YIL053W'' and ''GPP2/HOR2/YER062C'' gene products; '' C. albicans'' (fungus) via the ''GPP1'' gene product; ''M. tuberculosis'' (bacteria) via the ''rv1692'' gene product; and C57BL/6N mice and Wistar rat Laboratory rat ...
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Glycolysis
Glycolysis is the metabolic pathway that converts glucose () into pyruvic acid, pyruvate and, in most organisms, occurs in the liquid part of cells (the cytosol). The Thermodynamic free energy, free energy released in this process is used to form the high-energy molecules adenosine triphosphate (ATP) and NADH, reduced nicotinamide adenine dinucleotide (NADH). Glycolysis is a sequence of ten reactions catalyzed by enzymes. The wide occurrence of glycolysis in other species indicates that it is an ancient metabolic pathway. Indeed, the reactions that make up glycolysis and its parallel pathway, the pentose phosphate pathway, can occur in the Great Oxygenation Event, oxygen-free conditions of the Archean oceans, also in the absence of enzymes, catalyzed by metal ions, meaning this is a plausible prebiotic pathway for abiogenesis. The most common type of glycolysis is the ''Embden–Meyerhof–Parnas (EMP) pathway'', which was discovered by Gustav Embden, Otto Meyerhof, and Jakub Kar ...
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Citric Acid Cycle
The citric acid cycle—also known as the Krebs cycle, Szent–Györgyi–Krebs cycle, or TCA cycle (tricarboxylic acid cycle)—is a series of chemical reaction, biochemical reactions that release the energy stored in nutrients through acetyl-CoA Redox, oxidation. The energy released is available in the form of Adenosine triphosphate, ATP. The Hans Krebs (biochemist), Krebs cycle is used by organisms that generate energy via Cellular respiration, respiration, either anaerobic respiration, anaerobically or aerobic respiration, aerobically (organisms that Fermentation, ferment use different pathways). In addition, the cycle provides precursor (chemistry), precursors of certain amino acids, as well as the reducing agent nicotinamide adenine dinucleotide, NADH, which are used in other reactions. Its central importance to many Metabolic pathway, biochemical pathways suggests that it was one of the earliest metabolism components. Even though it is branded as a "cycle", it is not necessa ...
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Glycerophospholipid
Glycerophospholipids or phosphoglycerides are glycerol-based phospholipids. They are the main component of biological membranes in eukaryotic cells. They are a type of lipid, of which its composition affects membrane structure and properties. Two major classes are known: those for bacteria and eukaryotes and a separate family for archaea. Structures Glycerophospholipids are derived from glycerol-3-phosphate in a de novo pathway. The term glycerophospholipid signifies any derivative of glycerophosphoric acid that contains at least one ''O''- acyl, or ''O''-alkyl, or ''O''-alk-1'-enyl residue attached to the glycerol moiety. The phosphate group forms an ester linkage to the glycerol. The long-chained hydrocarbons are typically attached through ester linkages in bacteria/eukaryotes and by ether linkages in archaea. In bacteria and procaryotes, the lipids consist of diesters commonly of C16 or C18 fatty acids. These acids are straight-chained and, especially for the C18 membe ...
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Glycerolipid
Lipids are a broad group of organic compounds which include fats, waxes, sterols, fat-soluble vitamins (such as vitamins Vitamin A, A, Vitamin D, D, Vitamin E, E and Vitamin K, K), monoglycerides, diglycerides, phospholipids, and others. The functions of lipids include storing energy, lipid signaling, signaling, and acting as structural components of cell membranes. Lipids have applications in the Cosmetic industry, cosmetic and Food industry, food industries, and in nanotechnology. Lipids are broadly defined as Hydrophobe, hydrophobic or Amphiphile, amphiphilic small molecules; the amphiphilic nature of some lipids allows them to form structures such as vesicle (biology), vesicles, multilamellar/unilamellar liposomes, or membranes in an aqueous environment. Biological lipids originate entirely or in part from two distinct types of biochemical subunits or "building-blocks": :wikt:ketoacyl, ketoacyl and isoprene groups. Using this approach, lipids may be divided into eight catego ...
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Glycerol
Glycerol () is a simple triol compound. It is a colorless, odorless, sweet-tasting, viscous liquid. The glycerol backbone is found in lipids known as glycerides. It is also widely used as a sweetener in the food industry and as a humectant in pharmaceutical formulations. Because of its three hydroxyl groups, glycerol is miscible with water and is Hygroscopy, hygroscopic in nature. Modern use of the word glycerine (alternatively spelled glycerin) refers to commercial preparations of less than 100% purity, typically 95% glycerol. Structure Although chirality, achiral, glycerol is prochirality, prochiral with respect to reactions of one of the two primary alcohols. Thus, in substituted derivatives, the Glycerophospholipid#Nomenclature and stereochemistry, stereospecific numbering labels the molecule with a ''sn''- prefix before the stem name of the molecule. Production Natural sources Glycerol is generally obtained from plant and animal sources where it occurs in triglycerides, est ...
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Glycerophospholipid
Glycerophospholipids or phosphoglycerides are glycerol-based phospholipids. They are the main component of biological membranes in eukaryotic cells. They are a type of lipid, of which its composition affects membrane structure and properties. Two major classes are known: those for bacteria and eukaryotes and a separate family for archaea. Structures Glycerophospholipids are derived from glycerol-3-phosphate in a de novo pathway. The term glycerophospholipid signifies any derivative of glycerophosphoric acid that contains at least one ''O''- acyl, or ''O''-alkyl, or ''O''-alk-1'-enyl residue attached to the glycerol moiety. The phosphate group forms an ester linkage to the glycerol. The long-chained hydrocarbons are typically attached through ester linkages in bacteria/eukaryotes and by ether linkages in archaea. In bacteria and procaryotes, the lipids consist of diesters commonly of C16 or C18 fatty acids. These acids are straight-chained and, especially for the C18 membe ...
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Glycerin Skelett2
Glycerol () is a simple triol compound. It is a colorless, odorless, sweet-tasting, viscous liquid. The glycerol backbone is found in lipids known as glycerides. It is also widely used as a sweetener in the food industry and as a humectant in pharmaceutical formulations. Because of its three hydroxyl groups, glycerol is miscible with water and is hygroscopic in nature. Modern use of the word glycerine (alternatively spelled glycerin) refers to commercial preparations of less than 100% purity, typically 95% glycerol. Structure Although achiral, glycerol is prochiral with respect to reactions of one of the two primary alcohols. Thus, in substituted derivatives, the stereospecific numbering labels the molecule with a ''sn''- prefix before the stem name of the molecule. Production Natural sources Glycerol is generally obtained from plant and animal sources where it occurs in triglycerides, esters of glycerol with long-chain carboxylic acids. The hydrolysis, saponification, or trans ...
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Phospholipid
Phospholipids are a class of lipids whose molecule has a hydrophilic "head" containing a phosphate group and two hydrophobic "tails" derived from fatty acids, joined by an alcohol residue (usually a glycerol molecule). Marine phospholipids typically have omega-3 fatty acids EPA and DHA integrated as part of the phospholipid molecule. The phosphate group can be modified with simple organic molecules such as choline, ethanolamine or serine. Phospholipids are a key component of all cell membranes. They can form lipid bilayers because of their amphiphilic characteristic. In eukaryotes, cell membranes also contain another class of lipid, sterol, interspersed among the phospholipids. The combination provides fluidity in two dimensions combined with mechanical strength against rupture. Purified phospholipids are produced commercially and have found applications in nanotechnology and materials science. The first phospholipid identified in 1847 as such in biological tissues w ...
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