アデノシン-5'-三りん酸

MSDS Information

• [(2R,3S,4R,5R)-5-(6-Aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl (hydroxy-phosphonooxyphosphoryl) hydrogen phosphate

アデノシン-5'-三りん酸 化学特性,用途語,生産方法

• 定義

  本品は、アデノシン(*)の誘導体であり、次の化学式で表される。
  参照表示名称：アデノシン

• 性質

  無色晶．pKa ＜1，4.0，6.0～6.9．〔α〕D22 -26.7˚(c 3.095)．λmax 257 nm (ε 14700)，230 nm (ε 3500) (pH 2)．λmax 259 nm (ε 15400)，227 nm (ε 2500) (pH 7～12)．低温で比較的安定．塩基中でAMPに分解

• 解説

  アデノシン三リン酸，すべての生物に存在する化学物質でアデニン、リボース、3分子のリン酸により構成される。ATP（adenosine triphosphate）と略記する。

• 生物学的性質

  高エネルギーリン酸の転移により，また酸化的リン酸化反応(呼吸の電子伝達反応)でADPと無機リン酸から生成．各種基質のリン酸化，ピロリン酸化，アデニル酸化，アデノシル化に供与体として作用，またリガーゼ反応においては分解してエネルギーを与え新しい結合を生成する．RNA合成の基質

• 化粧品の成分用途

  皮膚コンディショニング剤

• 効能

  血管拡張薬

• 作用

  ATP分子の3個のリン酸基のうち、端の2個は高エネルギーリン酸結合をしており、ここに化学エネルギーの形でエネルギーが蓄えられている。そのATPが加水分解されてADP（アデノシン二リン酸）と1分子のリン酸へ、あるいはAMP（アデニル酸）と2分子のリン酸へ変化すると、蓄えられていたエネルギーが放出され、生物の行っている無数の仕事の原動力となる。このエネルギーは熱として発散することは少なく、多くの場合、次のような2通りの道筋によって高い効率で利用されている。

• 説明

  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.

• 分布

  広く存在．哺乳類筋肉より抽出

• 化学的特性

  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

• 来歴

  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.

• 使用

  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.

• 合成

  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.

• 定義

  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.
  

• 农业用途

  Adenosine triphosphate (ATP) is a nucleotide of fundamental importance as a carrier of chemical energy in all living organisms. The most important function of phosphorus in a plant system is to store and transfer energy. During biochemical processes, ATP gets synthesized to store releasable energy with the breakdown of ATP to adenosine triphosphate (ADP) and to phosphate ion by dephosphorylation. Here, ADP and ATP act as energy currency within the plant.

• 安全性プロファイル

  Poison by intraperitoneal route.Human mutation data reported. When heated todecomposition it emits toxic fumes of POx and NOx.

• 純化方法

  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.]

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アデノシン-5'-三りん酸 スペクトルデータ(¹HNMR)

56-65-5, アデノシン-5'-三りん酸 キーワード