Adenosine-5'-triphosphate

Base Information

• Chemical Name: Adenosine-5'-triphosphate
• CAS No.: 56-65-5
• Deprecated CAS: 10168-83-9,16488-07-6,51569-41-6,71800-44-7,84412-18-0,896506-78-8,1259312-93-0,917074-14-7,1259312-93-0,51569-41-6,71800-44-7,84412-18-0,896506-78-8,917074-14-7
• Molecular Formula: C10H16N5O13P3
• Molecular Weight: 507.184
• Hs Code.: HOSPHATE DISODIUM SALT, HYDRATE PRODUCT IDENTIFICATION
• European Community (EC) Number: 200-283-2,631-255-1,686-884-4
• UNII: 8L70Q75FXE
• DSSTox Substance ID: DTXSID6022559
• Nikkaji Number: J10.680A
• Wikipedia: Adenosine_triphosphate
• Wikidata: Q80863
• NCI Thesaurus Code: C209
• Pharos Ligand ID: 13MPPKL52AL3
• Metabolomics Workbench ID: 37298
• ChEMBL ID: CHEMBL14249
• Mol file: 56-65-5.mol

Synonyms:Adenosine Triphosphate;Adenosine Triphosphate, Calcium Salt;Adenosine Triphosphate, Chromium Ammonium Salt;Adenosine Triphosphate, Chromium Salt;Adenosine Triphosphate, Magnesium Chloride;Adenosine Triphosphate, Magnesium Salt;Adenosine Triphosphate, Manganese Salt;Adenylpyrophosphate;ATP;ATP MgCl2;ATP-MgCl2;Atriphos;CaATP;Chromium Adenosine Triphosphate;Cr(H2O)4 ATP;CrATP;Magnesium Adenosine Triphosphate;Manganese Adenosine Triphosphate;MgATP;MnATP;Striadyne

Chemical Property of Adenosine-5'-triphosphate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: 187 - 190oC (Decomposes)
• Boiling Point: 951.429 °C at 760 mmHg
• PKA: pK2: 4.00(-1);pK3: 6.48(-2) (25°C)
• Flash Point: 529.205 °C
• PSA: 308.56000
• Density: 2.636 g/cm³
• LogP: -1.04780
• Storage Temp.: −20°C
• XLogP3: -5.7
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 8
• Exact Mass: 506.99574658
• Heavy Atom Count: 31
• Complexity: 800

Purity/Quality:

99% ^*data from raw suppliers

Adenosine Triphosphate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N
• Recent ClinicalTrials: Functional Magnetic Resonance Imaging of ATP Cough in Chronic Cough Patients
• Recent EU Clinical Trials: Evaluating the effectiveness of the use of intravenous infusions of adenosine triphosphate (ATP) in patients with moderate Alzheimer's Disease and severe: Double-blind dose finding clinical trial.
• Recent NIPH Clinical Trials: The Multicenter Prospective Randomized Controlled Trial Evaluating Efficacy of Pharmacological Approaches to Improve Long-Term Outcome of Catheter Ablation for Atrial Fibrillation: Kansai Plus Atrial Fibrillation (KPAF) trial
• 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.
• 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.
• Therapeutic Function: Coenzyme, Vasodilator

Technology Process of Adenosine-5'-triphosphate

There total 64 articles about Adenosine-5'-triphosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

adenosine 5'-diphosphate (58-64-0,905904-58-7) → adenosine-5'-O-(3-thiotriphosphate) (35094-46-3) + ATP (56-65-5,896506-78-8)

Guidance literature:

With dihydroxyacetone phosphate; ethylenediaminetetraacetic acid; DL-dithiothreitol; NAD; trisodium thiophosphate; 2-oxo-propionic acid; magnesium chloride; phosphoglycerate kinase; immobil. triosephosphate isomerase; glyceraldehyde-3-phosphate dehydrogenase; lactate dehydrogenase; In water; for 72h; Ambient temperature; 1) pH 7.5;

DOI:10.1021/jo00182a009

Reference yield: 72.0%

5'-tosyladenosine (5135-30-8) → ATP (56-65-5,896506-78-8)

Guidance literature:

With tetrakis(tetra-n-butylammonium) hydrogen triphosphate; In acetonitrile; for 48h; Ambient temperature;

DOI:10.1016/S0040-4039(01)90180-7

Reference yield: 65.0%

adenosine 5'-<α-thio>triphosphate (29220-54-0) → ATP (56-65-5,896506-78-8)

Guidance literature:

With dihydrogen peroxide;

DOI:10.1021/ol050617r

upstream raw materials:

fructose-1,6-bisphosphate

5'-adenosine monophosphate

Phosphocreatine

adenosine

Downstream raw materials:

adenosine 5'-diphosphate

Diadenosine triphosphate

cytidine triphosphate

coenzyme A

Refernces

• 1、 Abril, Obsidiana,Crans, Debbie C.,Whitesides, George M.. "Practical Enzymatic Synthesis of Adenosine 5'-O-(3-Thiotriphosphate) (ATP-γ-S)". . p. 1360 - 1364. Retrieved 1984.
• 2、 Xing, Xiaojing,Liu, Xueguo,Zhou, Ying,Xu, Dangdang,Pang, Daiwen,Tang, Hongwu. "Graphene oxide enhanced specificity at aptamer and its application to multiplexed enzymatic activity sensing". . p. 11815 - 11821. Retrieved 2016.
• 3、 Moosavi-Movahedi, Ali A.,Hakimelahi, Shahram,Chamani, Jamshid,Khodarahmi, Ghadam Ali,Hassanzadeh, Farshid,Luo, Fen-Tair,Ly, Tai Wei,Shia, Kak-Shan,Yen, Chi-Feng,Jain, Moti L.,Kulatheeswaran, Ramasamy,Xue, Cuihua,Pasdar, Manijeh,Hakimelahi, Gholam Hossein. "Design, synthesis, and anticancer activity of phosphonic acid diphosphate derivative of adenine-containing butenolide and its water-soluble derivatives of paclitaxel with high antitumor activity". . p. 4303 - 4313. Retrieved 2003.
• 4、 Donovan, Katherine A.,Zhu, Shaolong,Liuni, Peter,Peng, Fen,Kessans, Sarah A.,Wilson, Derek J.,Dobson, Renwick C.J.. "Conformational dynamics and allostery in pyruvate kinase". . p. 9244 - 9256. Retrieved 2016.
• 5、 Wieland,Aquila. "Thiazolidone as mediator in an oxidative phosphorylation of adenosine monophosphate and -diphosphate". . p. 3031 - 3036. Retrieved 1968.
• 6、 Tabushi, Iwao,Imuta, Jun-ichi. "Biomimetic One-Pot Synthesis of Nucleotide Phosphates". . p. 5415 - 5418. Retrieved 1982.
• 7、 Zoraghi, Roya,See, Raymond H.,Gong, Huansheng,Lian, Tian,Swayze, Rick,Finlay, B. Brett,Brunham, Robert C.,McMaster, William R.,Reiner, Neil E.. "Functional analysis, overexpression, and kinetic characterization of pyruvate kinase from methicillin-resistant staphylococcus aureus". . p. 7733 - 7747. Retrieved 2010.
• 8、 Rathenow,Rumberg. "STOICHIOMETRY OF PROTON TRANSLOCATION DURING PHOTOSYNTHESIS.". . p. 1059 - 1062. Retrieved 1980.
• 9、 Robbins,Greenhaw,Connelly,Fridland. "Metabolic pathways for activation of the antiviral agent 9-(2- phosphonylmethoxyethyl)adenine in human lymphoid cells". . p. 2304 - 2308. Retrieved 1995.
• 10、 TANAKA,MANO,SHIMAZONO. "Preparation of [beta-32P]ATP and [gamma-32P]ATP.". . p. 642 - 643. Retrieved 1958.