Adenosine 5'-diphosphate
adenosine 5'-(trihydrogen diphosphate)
CAS: 58-64-0
Molecular Formula: C10H15N5O10P2
Adenosine 5'-diphosphate - Names and Identifiers
| Name | adenosine 5'-(trihydrogen diphosphate) |
| Synonyms | ADP 5'-ADP adp(nucleotide) ADENOSINE DIPHOSPHATE 5'-adenylphosphoricacid Adenosine 5'-diphosphate ADENOSINE 5'-DIPHOSPHATE ADENOSINE-5'-DIPHOSPHORIC ACID adenosine,5'-(trihydrogendiphosphate) Adenosine-5'-(trihydrogen diphosphate) adenosine 5'-(trihydrogen diphosphate) |
| CAS | 58-64-0 |
| EINECS | 200-392-5 |
| InChI | InChI=1/C10H13N5O4.H4O7P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10;1-8(2,3)7-9(4,5)6/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13);(H2,1,2,3)(H2,4,5,6)/t4-,6-,7-,10-;/m1./s1 |
| InChIKey | XTWYTFMLZFPYCI-KQYNXXCUSA-N |
Adenosine 5'-diphosphate - Physico-chemical Properties
| Molecular Formula | C10H15N5O10P2 |
| Molar Mass | 427.2 |
| Density | 2.49±0.1 g/cm3(Predicted) |
| Melting Point | >145oC (dec.) |
| Boling Point | 196°C |
| Solubility | Soluble in water |
| Appearance | White crystal or powder |
| Color | White to Off-White |
| Merck | 13,155 |
| BRN | 67722 |
| pKa | pK2: 4.2(-1);pK3: 7.20(-2) (25°C) |
| Storage Condition | -20°C |
| Sensitive | Easily absorbing moisture |
| MDL | MFCD00066473 |
| In vitro study | Adenosine 5'-diphosphate consists of the pyrophosphate group, the pentose sugar ribose, and the nucleobase adenine. Adenosine 5'-diphosphate is the product of ATP dephosphorylation by ATPases. ADP is converted back to ATP by ATP synthases. ATP is an important energy transfer molecule in cells. Adenosine 5'-diphosphate is utilized in a wide number of cellular processes, including respiration, biosynthetic reactions, motility, and cell division. |
Adenosine 5'-diphosphate - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | AU7467000 |
| FLUKA BRAND F CODES | 10-21 |
| HS Code | 29349990 |
Adenosine 5'-diphosphate - Reference
| Reference Show more | 1. Zhang Yuanyan, Xiao Yunfeng, Li Wenyan, Guo Na, Wang Yuhua. Effects of nutmeg -8 powder on three kinds of adenosine phosphate in myocardial tissue of rats with myocardial ischemia reperfusion injury [J]. Chinese traditional medicines, 2019,41(03):654-657. 2. Zhang Zhengmin, Yang Yilin, Li Meilin, et al. Effects of 2 4-epibrassinolide treatment on soft rot and energy metabolism of peach fruit [J]. Food science 2019 v.40;No.594(05):215-221. 3. Zhao Simin, bevenge, Bao Zeyang, Guan Feng, Yuan Yongjun. Study on the effect of fluidized ice on the preservation of large yellow croaker [J]. Science and Technology of food industry, 2021,42(01):297-303. 4. Jiang Yu, Zhang Miao, Tang Jing, Jin Peng, Zheng Yong Hua. Effects of cold shock combined with salicylic acid treatment on chilling injury and energy and proline metabolism of cucumber fruit [J]. Journal of Nuclear Agriculture, 2021,35(01):128-137. 5. Fu-Na Meng, Yi-Lun Ying, Jie Yang, and Yi-Tao long analytical Chemistry 2019 91 (15), 9910-9915DOI: 10.1021/acs. Analchem.9b 01570 6. Jin, Yanhong, et al. "Ebselen reversibly inhibit human glutamate dehydrogenase at the catalytic site." Assay and drug development technologies 16.2 (2018): 115-122.https://doi.org/10.1089/adt.2017.822 7. [IF=6.986] Fu-Na Meng et al."A Wild-Type Nanopore Sensor for Protein Kinase Activity."Anal Chem. 2019;91(15):9910-9915 8. [IF=5.548] Qian Luo et al."Portable functional hydrogels based on silver metallization for visual monitoring of fish freshness."Food Control. 2021 May;123:107824 9. [IF=5.328] Li Xin Ping et al."The signaling role of extracellular ATP in co-culture of Shiraia sp. S9 and Pseudomonas fulva SB1 for enhancing hypocrellin A production."Microb Cell Fact. 2021 Dec;20(1):1-15 10. [IF=4.113] Fengyang Li et al."Pretreatment of Indobufen and Aspirin and their Combinations with Clopidogrel or Ticagrelor Alleviates Inflammasome Mediated Pyroptosis Via Inhibiting NF-κB/NLRP3 Pathway in Ischemic Stroke."J Neuroimmune Pharm. 2021 Jan 29 |
Adenosine 5'-diphosphate - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| high-energy phosphate compounds | Adenosine diphosphate is also called adenosine diphosphate. A high-energy phosphoric acid compound. Adenosine diphosphate (ADP) is a central component of energy storage, metabolism and signal transduction in vivo. It is the precursor of ATP, under which it is widely used in cellular processes, including respiration, biosynthetic reactions, movement and cell division. Two phosphoryl groups are linked by a pyrophosphate bond and then linked by a phosphate bond to adenosine 51-c. The structural formula is shown in Figure 1. It can be hydrolyzed to produce adenosine monophosphate (AMP) and phosphoric acid, and the standard free energy change of the reaction is -27.2 kJ · mol-1. In vivo, can be produced by adenosine triphosphate (ATP) hydrolysis or phosphoryl transfer to remove a phosphate. In general tissues, it can be phosphorylated at the substrate level and oxidative phosphorylation, and in photosynthetic tissues, it can also be transformed into ATP by photosynthetic phosphorylation. 1 shows the structural formula of adenosine diphosphate. |
| Adenosine phosphate | Adenosine phosphate, also known as adenosine phosphate, is linked to phosphate by adenine nucleoside through its ribose group, A free-occurring nucleotide synthesized in the body, the adenosine monophosphate (AMP), which contains a phosphate group of the Adenosine nucleotide, adenosine diphosphate (ADP), adenosine triphosphate (ATP), the binding bond between phosphoric acid and phosphoric acid contains high energy called high energy phosphate bonds. Each gram of high-energy phosphate bond contains about 8000 calories, and the energy stored by these high-energy phosphate bonds can be used for the needs of biological anabolism, muscle contraction and other life activities. The clinical application of adenosine triphosphate injection is suitable for a variety of diseases caused by the decrease of cell enzyme after cell injury. Commonly used in heart failure, myocarditis, myocardial infarction, cerebral arteriosclerosis and progressive muscular atrophy disease. |
| nucleotide | a nucleotide is a phosphate ester formed by condensation of a nucleoside with a phosphate. Depending on the content of ribose, they are called ribonucleotides and deoxyribonucleotides. Ribose has three free hydroxyl groups (2 ', 3', 5 'positions), so it can form three nucleotides, referred to as 2'-nucleotides, 3 '-nucleotide and 5'-nucleotide. Deoxyribose has two free hydroxyl groups, 3 'and 5', and therefore only 3 '-deoxynucleotides and 5'-deoxynucleotides. Nucleotides are the monomers that make up ribonucleic acid and deoxyribonucleic acid. Each nucleotide contains only one molecule of phosphate, which is called nucleoside monophosphate, for example, adenosine monophosphate (AMP) is also called adenosine monophosphate. If it contains two or three phosphate molecules, they are called adenosine diphosphate (ADP) and adenosine triphosphate (ATP), the latter end of the phosphate is prone to hydrolysis and cleavage and release of energy, commonly referred to as high-energy phosphate bonds. ADP is formed after ATP is dephosphorylated, and the phosphorylation of ADP in the process of cell respiration can generate ATP. Others like guanosine triphosphate (GTP), Cytidine triphosphate (CTP) and uridine triphosphate (UTP) are also indispensable substances in cell metabolism and energy transport. Some cyclic adenylic acid and guanosine monophosphate are also found in the cells, which are caused by ATP and GTP under the action of adenylate cyclase and guanylate cyclase respectively, A 3 ', 5'-nucleoside phosphate produced by the loss of a dimolecular phosphate. Cyclic adenosine monophosphate (cAMP) is a common mediator of the actions of many hormones within the cell, a "second messenger" of the action of hormones (first messengers) ". The hormone acts on the specific receptor on the cell membrane, activates adenylate cyclase, and under the action of adenylate cyclase, ATP generates cAMP, which activates protein kinase, under the action of protein kinase, the activation or generation of some enzymes is affected, and the regulation of substance metabolism is realized, thus producing the corresponding physiological function. cGMP is also an important substance in the regulation of metabolism in cells. They rely on a very fine balance between them to maintain and control the normal growth of cells. Figure 2 shows the role of various nucleotides in substance metabolism. |
| Energy metabolism | Energy Metabolism refers to the process of energy production and consumption in the process of material metabolism (metabolism). The direct source of energy for muscle activity is the breakdown of adenosine triphosphate (ATP), and the ultimate source is the breakdown of sugar or fat. ATP in muscle is rapidly decomposed into adenosine diphosphate (ADP) and inorganic phosphate under the action of enzymes, and energy is released at the same time. This energy is the only direct energy source for muscle contraction (activity). But the muscle's ATP reserve is very small, so it must be decomposed and synthesized, in order to make the muscle activity lasting. In fact, as soon as adenosine triphosphate is decomposed, it is synthesized immediately from other products. When adenosine diphosphate is present in the muscle, another high-energy phosphate compound in the muscle, creatine phosphate (CP), is immediately broken down into phosphate and creatine releases energy for adenosine diphosphate to synthesize adenosine triphosphate. However, creatine phosphate in muscle is also limited and must be continuously synthesized. The energy required for the re-synthesis of creatine phosphate is derived from the decomposition of sugar. The decomposition of sugar depends on the condition of oxygen supply in the body at that time. When oxygen supply is sufficient, it comes directly from the aerobic oxidation of sugar or fat; When oxygen supply is insufficient, it comes from anaerobic glycolysis of sugar, and lactic acid is formed as a result. When the oxygen supply is sufficient, part of the lactic acid continues to oxidize and release energy, but most (4/5) resynthesize liver glycogen. The energy conversion in the body is very complex, and the energy generated is not all rapidly converted into thermal energy. There are 20 ~ 25% into the mechanical work, a small part of the conversion of electrical energy, most of the heat in the form of emission. However, when the body completes any work, any form of energy is eventually converted to thermal energy. The heat released by the body is the precise scale of the energy consumption of the whole body, so the measurement of the energy released during the thermal reaction is called calorimetry. But the direct measurement of the body's heat is very inconvenient. Later, it was found that there was a precise correlation between the heat released by the body and the amount of carbon dioxide and oxygen consumed. Therefore, in the actual work, it is common to use the gas metabolism method to determine the energy consumption value indirectly. This method, called indirect calorimetry, has the advantages of portable instrument, simple operation and accuracy. |
| biological activity | Adenosine 5 '-diphosphate (Adenosine diphosphate) is a nucleoside diphosphate, it is the product of ATP dephosphorylation by ATPase. Adenosine 5 '-diprospate induces human platelet aggregation and inhibits stimulated adenylate cyclase through action on the p2t-purine receptor. |
| category | toxic substances |
| toxicity grade | poisoning |
| Acute toxicity | intraperitoneal-mouse LD50: 3333 mg/kg |
| flammability hazard characteristics | flammability; Combustion releases toxic oxides of nitrogen and phosphorus fumes |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; Stored separately from food raw materials |
| extinguishing agent | dry powder, foam, sand, carbon dioxide, water mist |
Last Update：2024-04-09 20:45:29
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Adenosine 5'-diphosphate
N-(2-羟基乙基)氨基甲酸苄酯
2-氟-6-氯苯甲酸酰胺
3-异丙基-5-异恶唑羧酸甲酯
N-[(1S,3R)-3-(羟甲基)环戊基]氨基甲酸叔丁酯
Calcium hydroxide mixt. with calcium peroxide
2-(2-(2-吗啉乙氧基)乙氧基)乙醇
十二烷基甲基二羟乙基溴化铵
4-硝基三氟乙酸苯酯
3-[二乙氧基(甲基)甲硅烷基]甲基丙烯酸丙酯
N-(2-羟基乙基)氨基甲酸苄酯
2-氟-6-氯苯甲酸酰胺
3-异丙基-5-异恶唑羧酸甲酯
N-[(1S,3R)-3-(羟甲基)环戊基]氨基甲酸叔丁酯
Calcium hydroxide mixt. with calcium peroxide
2-(2-(2-吗啉乙氧基)乙氧基)乙醇
十二烷基甲基二羟乙基溴化铵
4-硝基三氟乙酸苯酯
3-[二乙氧基(甲基)甲硅烷基]甲基丙烯酸丙酯