Adenosine triphosphate CAS 56-65-5
Introduction：Basic information about Adenosine triphosphate CAS 56-65-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Adenosine triphosphate Basic information
| Product Name: | Adenosine triphosphate |
| Synonyms: | ATP-H;Adenosine 5'-triphosphate, sodium salt solution;((2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl tetrahydrogen triphosphate;glucobasin;myotriphos;striadyne;triadenyl;triphosaden |
| CAS: | 56-65-5 |
| MF: | C10H16N5O13P3 |
| MW: | 507.18 |
| EINECS: | 200-283-2 |
| Product Categories: | Nucleic acids;Pharmaceutical Intermediates;Pharmaceutical;NTP;56-65-5;Nucleotide |
| Mol File: | 56-65-5.mol |
Adenosine triphosphate Chemical Properties
| Melting point | 144°C (rough estimate) |
| alpha | D22 -26.7° (c = 3.095) |
| Boiling point | 951.4±75.0 °C(Predicted) |
| density | 1.0 g/mL at 20 °C |
| storage temp. | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C |
| solubility | Soluble (water), Na and K salts are easily soluble in water, Ba salts are insoluble in water |
| pka | pK2: 4.00(-1);pK3: 6.48(-2) (25°C) |
| form | lyophilized powder |
| color | White to off-white |
| PH | 7.0 ± 0.1 |
| Water Solubility | Water : ≥ 100 mg/mL (197.17 mM) |
| Cosmetics Ingredients Functions | SKIN CONDITIONING |
| Cosmetic Ingredient Review (CIR) | Adenosine triphosphate (56-65-5) |
| InChIKey | ZKHQWZAMYRWXGA-KQYNXXCUSA-N |
| SMILES | C(OP(=O)(O)OP(O)(=O)OP(O)(O)=O)[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2)[C@H](O)[C@@H]1O |
| LogP | -4.180 (est) |
| CAS DataBase Reference | 56-65-5(CAS DataBase Reference) |
| EPA Substance Registry System | Adenosine triphosphate (56-65-5) |
Safety Information
| Safety Statements | 22-24/25 |
| WGK Germany | 3 |
| TSCA | TSCA listed |
| Toxicity | dni-hmn:lym 10 mmol/L CNREA8 42,2092,82 |
| Description | Adenosine triphosphate, also known as ATP, is a molecule that carries energy within cells. It is one of the most important biological compounds because of its role in supplying energy for life. ATP is the universal energy carrier used by all organisms to supply energy for biological functions. It is often referred to as the energy currency of cells. ATP also functions as a neurotransmitter that is stored and secreted with other neurotransmitters from the pancreas. ATP is a nucleotide consisting of the nucleoside adenosine with three attached phosphate groups (see Adenine). Like other nucleotides, ATP consists of three parts: a sugar, an amine base, and a phosphate group. The central part of the molecule in ATP is the sugar ribose. The amine base adenine is attached to the ribose, forming adenosine. Opposite the adenine on the ribose is attached a chain of three phosphate groups. |
| Chemical Properties | The structure of Adenosine triphosphate has an ordered carbon compound as a backbone, but the part that is really critical is the phosphorous part - the triphosphate. Three phosphorous groups are connected by oxygens to each other, and there are also side oxygens connected to the phosphorous atoms. Under the normal conditions in the body, each of these oxygens has a negative charge, and therefore repel each other. These bunched up negative charges want to escape - to get away from each other, so there is a lot of potential energy here. If you remove just one of these phosphate groups from the end, so that there are just two phosphate groups, the molecule is much happier. This conversion from ATP to ADP is an extremely crucial reaction for the supplying of energy for life processes. Just the cutting of one bond with the accompanying rearrangement is sufficient to liberate about 7.3 kilocalories per mole = 30.6 kJ/mol. This is about the same as the energy in a single peanut. hyperphysics.phy-astr.gsu.edu |
| Originator | Atepodin ,Medix ,Spain |
| History | ATP was first isolated by the German chemist Karl Lohmann (1898–1978) from muscle tissue extracts in 1929. Alexander Todd’s (1907–1997) research helped to clarify ATP’s structure, and it was first synthesized by Todd in 1948. |
| Uses | Adenosine triphosphate (ATP) plays a critical role in the transport of macromolecules such as proteins and lipids into and out of the cell. The hydrolysis of ATP provides the required energy for active transport mechanisms to carry such molecules across a concentration gradient. |
| Synthesis | ATP is synthesized in organisms by several related mechanisms. Oxidative phosphorylation is the main process that aerobic organisms use to produce ATP. Oxidative phosphorylation produces ATP from ADP and inorganic phosphate (Pi) from the oxidation of nicotinamide adenine dinucleotide (NADH) by molecular oxygen in the cell’s mitochondria. Glycolysis is another process that generates ATP. Glycolysis converts glucose into pyruvate and in the process also forms NADH and ATP. The process can be represented as: Glucose + 2ADP + 2NAD+ + 2Pi → 2 pyruvate + 2ATP + 2NADH + 2H+. In this reaction Pi represents free inorganic phosphate. The rate of glycolysis in the body is inversely related to the amount of available ATP. Pyruvate produced by glycolysis can enter the Krebs cycle, producing more ATP. |
| Definition | Adenosine triphosphate (ATP) is the source of energy for use and storage at the cellular level. It is an adenosine 5'-phosphate in which the 5'-phosphate is a triphosphate group. It is involved in the transportation of chemical energy during metabolic pathways. |
| Manufacturing Process | With a solution of 0.29 part by weight of well dried 1,3-dicyclohexylguanidinium adenosine 5'-phosphoramidate in 5 parts by volumeof ortho-chlorophenol is admixed a solution of 0.95 part by weight of bistriethylammoniumpyrophosphate in a mixed solvent composed of 1 part byvolume of ortho-chlorophenol and 2 parts by volume of acetonitrile. Themixture is left standing at 20°C for 2 days. Then 30 parts by volume of wateris added to the mixture. After washing with three 15 parts by weight volumeportionsof diethyl ether, the aqueous layer is separated, and the remainingdiethyl ether in the aqueous layer is removed under reduced pressure. Fiveparts by weight of activated charcoal is added to the aqueous layer and themixture is stirred for 30 minutes. The activated charcoal is filtered and further1 part by weight of activated charcoal is added to the filtrate. After 20minutes agitation, the activated charcoal is taken out by filtration. Thecombined activated charcoal is washed with a little water, and eluted twicewith respective 300 and 200 parts by volume-portions of 50% (volume)ethanol containing 2% (volume) of concentrated aqueous ammonia. Theeluate is concentrated to 40 parts by volume, then is passed through acolumn packed with 20 parts by volume of a strongly basic anion exchangeresin in bead form (chloric type) (polystyrene trimethylbenzyl ammonium typeresin sold under the name of Dowex-1 from Dow Chemical Company, Mich.USA). Then, the column is washed with 750 parts by volume of an acidaqueous saline solution containing 0.01 normal hydrochloric acid and 0.02normal sodium chloride and then eluted with 600 parts by volume of an acidaqueous saline solution composed of 0.01 normal hydrochloric acid and 0.2normal sodium chloride. After neutralizing with a diluted sodium hydroxidesolution, the eluate is treated with activated charcoal to adsorb ATP as itssodium salt. The separated activated charcoal is washed with water and elutedwith 60% (volume) ethanol containing 2% (volume) of concentrated aqueousammonia. The eluate is concentrated to 0.5 part by volume, then 5 parts byvolume of ethanol is added. The precipitate thus deposited is centrifuged anddried at low temperature to obtain 0.155 part by weight of tetra-sodium saltof ATP containing 4 mols of water of crystallization as a colorless crystallinepowder. The yield is 47% relative to the theoretical. |
| Therapeutic Function | Coenzyme, Vasodilator |
| Agricultural Uses | Adenosine triphosphate (ATP) is a nucleotide offundamental importance as a carrier of chemical energyin all living organisms. The most important function ofphosphorus in a plant system is to store and transferenergy. During biochemical processes, ATPgets synthesized to store releasable energy with thebreakdown of ATP to adenosine triphosphate (ADP)and to phosphate ion by dephosphorylation. Here, ADPand ATP act as energy currency within the plant. |
| Safety Profile | Poison by intraperitoneal route.Human mutation data reported. When heated todecomposition it emits toxic fumes of POx and NOx. |
| Purification Methods | ATP is purified by precipitating it as the barium salt on adding excess barium acetate solution to a 5% solution of ATP in water. The precipitate is filtered off, washed with distilled water, dissolved in 0.2M HNO3 and again precipitated with barium acetate. The precipitate, after several washings with distilled water, is redissolved in 0.2M HNO3, and slightly more than an equivalent of 0.2M H2SO4 is added to precipitate all the barium as BaSO4 which is filtered off. The ATP is then precipitated by addition of a large excess of 95% ethanol. It is filtered off, washed several times with 100% EtOH and finally with dry diethyl ether. It is dried in vacuo. [Kashiwagi & Rabinovitch J Phys Chem 59 498 1955, Beilstein 26 III/IV 3654.] |
Adenosine triphosphate Preparation Products And Raw materials
| Raw materials | ATPαS-->2',3'-DI-O-ACETYLADENOSINE-->5'-Tosyladenosine |
| Preparation Products | UTP-->guanosine 5'-(tetrahydrogen triphosphate)-->6-amino-9-[3-hydroxy-5-[(hydroxy-sulfooxy-phosphoryl)oxymethyl]-4-phosphonooxy-oxolan-2-yl]-purine-->ADP-->NADPH-->5'-DEOXY-S-ADENOSYL-L-HOMOCYSTEINE-->[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] 5-[(6S)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-6-yl]pentanoate |
