SQDG Chemical Structure
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SQDG Chemical Structure
Sulfoquinovosyl diacylglycerols, abbreviated SQDG, are a class of sulfur-containing but phosphorus-free lipids (sulfolipids) found in many photosynthetic organisms. Discovery, structure and chemical properties In 1959 A. A. Benson and coworkers discovered a new sulfur-containing lipid in plants and identified it as sulfoquinovosyl diacylglycerol (SQDG). The sulfolipid structure was defined as 1,2-di-''O''-acyl-3-O-(6-deoxy-6-sulfo-α-D-glucopyranosyl)-''sn''-glycerol (SQDG). The distinctive feature of this substance is carbon bonded directly to sulfur as C-SO3. Sulfonic acids of this type are chemically stable and strong acids. Biological occurrence and functions SQDGs have been found in all photosynthetic plants, algae, cyanobacteria, purple sulfur and non-sulfur bacteria and is localised in the thylakoid membranes, being the most saturated glycolipid. SQDGs have been found to be closely associated with certain membrane proteins. In some cases the (electrostatic) interactio ...
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Sulfur
Sulfur (or sulphur in British English) is a chemical element with the symbol S and atomic number 16. It is abundant, multivalent and nonmetallic. Under normal conditions, sulfur atoms form cyclic octatomic molecules with a chemical formula S8. Elemental sulfur is a bright yellow, crystalline solid at room temperature. Sulfur is the tenth most abundant element by mass in the universe and the fifth most on Earth. Though sometimes found in pure, native form, sulfur on Earth usually occurs as sulfide and sulfate minerals. Being abundant in native form, sulfur was known in ancient times, being mentioned for its uses in ancient India, ancient Greece, China, and ancient Egypt. Historically and in literature sulfur is also called brimstone, which means "burning stone". Today, almost all elemental sulfur is produced as a byproduct of removing sulfur-containing contaminants from natural gas and petroleum.. Downloahere The greatest commercial use of the element is the production o ...
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Aster Tripolium
''Tripolium pannonicum'', called sea aster or seashore aster and often known by the synonyms ''Aster tripolium'' or ''Aster pannonicus'', is a flowering plant, native to Eurasia and northern Africa, that is confined in its distribution to salt marshes, estuaries and occasionally to inland salt works. It is a perennial growing up to 50 cm tall with fleshy lanceolate leaves and purple ray florets flowering from July to September. The plants tend to be short-lived and populations need significant new recruitment each year from new seedlings. There are rayed as well as rayless varieties and only the former have long blue or white florets. The rayless form is yellow. The plant flowers well into autumn and hence provides a valuable source of nectar for late-flying butterflies such as painted lady and red admiral. Young leaves of this plant are edible and are collected for consumption on the floodplains of the Dutch province of Zeeland , nl, Ik worstel en kom boven("I stru ...
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Lipids
Lipids are a broad group of naturally-occurring molecules which includes fats, waxes, sterols, fat-soluble vitamins (such as vitamins A, D, E and K), monoglycerides, diglycerides, phospholipids, and others. The functions of lipids include storing energy, signaling, and acting as structural components of cell membranes. Lipids have applications in the cosmetic and food industries, and in nanotechnology. Lipids may be broadly defined as hydrophobic or amphiphilic small molecules; the amphiphilic nature of some lipids allows them to form structures such as 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": ketoacyl and isoprene groups. Using this approach, lipids may be divided into eight categories: fatty acyls, glycerolipids, glycerophospholipids, sphingolipids, saccharolipids, and polyketides (derived from condensati ...
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Sulfoglycolysis
Sulfoglycolysis is a catabolic process in primary metabolism in which sulfoquinovose (6-deoxy-6-sulfonato-glucose) is metabolized to produce energy and carbon-building blocks. Sulfoglycolysis pathways occur in a wide variety of organisms, and enable key steps in the degradation of sulfoquinovosyl diacylglycerol (SQDG), a sulfolipid found in plants and cyanobacteria into sulfite and sulfate. Sulfoglycolysis converts sulfoquinovose (C6H12O8S−) into various smaller metabolizable carbon fragments such as pyruvate and dihydroxyacetone phosphate that enter central metabolism. The free energy is used to form the high-energy molecules ATP (adenosine triphosphate) and NADH (reduced nicotinamide adenine dinucleotide). Unlike glycolysis, which allows metabolism of all carbons in glucose, some sulfoglycolysis pathways convert only a fraction of the carbon content of sulfoquinovose into smaller metabolizable fragments; the remaineder is excreted as C3-sulfonates 2,3-dihydroxypropanesulfonate ( ...
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Sulfoquinovose
Sulfoquinovose, also known as 6-sulfoquinovose and 6-deoxy-6-sulfo-D-glucopyranose, is a monosaccharide sugar that is found as a building block in the sulfolipid sulfoquinovosyl diacylglycerol (SQDG). Sulfoquinovose is a sulfonic acid derivative of glucose, the sulfonic acid group is introduced into the sugar by the enzyme UDP-sulfoquinovose synthase UDP-sulfoquinovose synthase () is an enzyme that catalyzes the chemical reaction :UDP-glucose + sulfite \rightleftharpoons UDP-6-sulfoquinovose + H2O Thus, the two substrates of this enzyme are UDP-glucose and sulfite, whereas its two products ... (SQD1). Sulfoquinovose is degraded through a metabolic process termed sulfoglycolysis. The half-life for mutarotation of sulfoquinovose at pD 7.5 and 26C is 299 minutes. See also * Sulfolipid * Sulfoglycolysis References {{Reflist Sulfonic acids Deoxy sugars Monosaccharides Sulfate esters ...
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Membrane Lipids
Membrane lipids are a group of compounds (structurally similar to fats and oils) which form the double-layered surface of all cells (lipid bilayer). The three major classes of membrane lipids are phospholipids, glycolipids, and cholesterol. Lipids are amphiphilic: they have one end that is soluble in water ('polar') and an ending that is soluble in fat ('nonpolar'). By forming a double layer with the polar ends pointing outwards and the nonpolar ends pointing inwards membrane lipids can form a 'lipid bilayer' which keeps the watery interior of the cell separate from the watery exterior. The arrangements of lipids and various proteins, acting as receptors and channel pores in the membrane, control the entry and exit of other molecules and ions as part of the cell's metabolism. In order to perform physiological functions, membrane proteins are facilitated to rotate and diffuse laterally in two dimensional expanse of lipid bilayer by the presence of a shell of lipids closely attached ...
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Lipid
Lipids are a broad group of naturally-occurring molecules which includes fats, waxes, sterols, fat-soluble vitamins (such as vitamins A, D, E and K), monoglycerides, diglycerides, phospholipids, and others. The functions of lipids include storing energy, signaling, and acting as structural components of cell membranes. Lipids have applications in the cosmetic and food industries, and in nanotechnology. Lipids may be broadly defined as hydrophobic or amphiphilic small molecules; the amphiphilic nature of some lipids allows them to form structures such as 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": ketoacyl and isoprene groups. Using this approach, lipids may be divided into eight categories: fatty acyls, glycerolipids, glycerophospholipids, sphingolipids, saccharolipids, and polyketides (derived from condensati ...
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Sulfoglycolysis
Sulfoglycolysis is a catabolic process in primary metabolism in which sulfoquinovose (6-deoxy-6-sulfonato-glucose) is metabolized to produce energy and carbon-building blocks. Sulfoglycolysis pathways occur in a wide variety of organisms, and enable key steps in the degradation of sulfoquinovosyl diacylglycerol (SQDG), a sulfolipid found in plants and cyanobacteria into sulfite and sulfate. Sulfoglycolysis converts sulfoquinovose (C6H12O8S−) into various smaller metabolizable carbon fragments such as pyruvate and dihydroxyacetone phosphate that enter central metabolism. The free energy is used to form the high-energy molecules ATP (adenosine triphosphate) and NADH (reduced nicotinamide adenine dinucleotide). Unlike glycolysis, which allows metabolism of all carbons in glucose, some sulfoglycolysis pathways convert only a fraction of the carbon content of sulfoquinovose into smaller metabolizable fragments; the remaineder is excreted as C3-sulfonates 2,3-dihydroxypropanesulfonate ( ...
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Chlamydomonas Reinhardtii
''Chlamydomonas reinhardtii'' is a single-cell green alga about 10 micrometres in diameter that swims with two flagella. It has a cell wall made of hydroxyproline-rich glycoproteins, a large cup-shaped chloroplast, a large pyrenoid, and an eyespot that senses light. '' Chlamydomonas'' species are widely distributed worldwide in soil and fresh water. ''Chlamydomonas reinhardtii'' is an especially well studied biological model organism, partly due to its ease of culturing and the ability to manipulate its genetics. When illuminated, ''C. reinhardtii'' can grow photoautotrophically, but it can also grow in the dark if supplied with organic carbon. Commercially, ''C. reinhardtii'' is of interest for producing biopharmaceuticals and biofuel, as well being a valuable research tool in making hydrogen. History The ''C. reinhardtii'' wild-type laboratory strain c137 (mt+) originates from an isolate collected near Amherst, Massachusetts, in 1945 by Gilbert M. Smith. The species' n ...
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SQDG Synthase
Sulfoquinovosyl diacylglycerols, abbreviated SQDG, are a class of sulfur-containing but phosphorus-free lipids (sulfolipids) found in many photosynthetic organisms. Discovery, structure and chemical properties In 1959 A. A. Benson and coworkers discovered a new sulfur-containing lipid in plants and identified it as sulfoquinovosyl diacylglycerol (SQDG). The sulfolipid structure was defined as 1,2-di-''O''-acyl-3-O-(6-deoxy-6-sulfo-α-D-glucopyranosyl)-''sn''-glycerol (SQDG). The distinctive feature of this substance is carbon bonded directly to sulfur as C-SO3. Sulfonic acids of this type are chemically stable and strong acids. Biological occurrence and functions SQDGs have been found in all photosynthetic plants, algae, cyanobacteria, purple sulfur and non-sulfur bacteria and is localised in the thylakoid membranes, being the most saturated glycolipid. SQDGs have been found to be closely associated with certain membrane proteins. In some cases the (electrostatic) interactio ...
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Glycosyltransferase
Glycosyltransferases (GTFs, Gtfs) are enzymes ( EC 2.4) that establish natural glycosidic linkages. They catalyze the transfer of saccharide moieties from an activated nucleotide sugar (also known as the "glycosyl donor") to a nucleophilic glycosyl acceptor molecule, the nucleophile of which can be oxygen- carbon-, nitrogen-, or sulfur-based. The result of glycosyl transfer can be a carbohydrate, glycoside, oligosaccharide, or a polysaccharide. Some glycosyltransferases catalyse transfer to inorganic phosphate or water. Glycosyl transfer can also occur to protein residues, usually to tyrosine, serine, or threonine to give O-linked glycoproteins, or to asparagine to give N-linked glycoproteins. Mannosyl groups may be transferred to tryptophan to generate C-mannosyl tryptophan, which is relatively abundant in eukaryotes. Transferases may also use lipids as an acceptor, forming glycolipids, and even use lipid-linked sugar phosphate donors, such as dolichol phosphates in eukaryotic o ...
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UDP-sulfoquinovose Synthase
UDP-sulfoquinovose synthase () is an enzyme that catalyzes the chemical reaction :UDP-glucose + sulfite \rightleftharpoons UDP-6-sulfoquinovose + H2O Thus, the two substrates of this enzyme are UDP-glucose and sulfite, whereas its two products are UDP-6-sulfoquinovose and H2O. In a subsequent reaction catalyzed by sulfoquinovosyl diacylglycerol synthase, the sulfoquinovose portion of UDP-sulfoquinovose is combined with diacyglycerol to produce the sulfolipid sulfoquinovosyl diacylglycerol (SQDG). This enzyme belongs to the family of hydrolases, specifically those acting on carbon-sulfur bonds. The systematic name of this enzyme class is UDP-6-sulfo-6-deoxyglucose sulfohydrolase. Other names in common use include sulfite:UDP-glucose sulfotransferase, and UDP-sulfoquinovose synthase. This enzyme participates in nucleotide sugars metabolism and glycerolipid metabolism. The 3-dimensional structure of the enzyme is known from Protein Data Bank entries 1qrr (Mulichak et al ...
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