Adenosine-5'-diphosphate

Base Information

• Chemical Name: Adenosine-5'-diphosphate
• CAS No.: 58-64-0
• Deprecated CAS: 84412-16-8,896506-82-4,905904-58-7
• Molecular Formula: C10H15 N5 O10 P2
• Molecular Weight: 427.204
• Hs Code.: 29349990
• European Community (EC) Number: 200-392-5
• UNII: 61D2G4IYVH
• DSSTox Substance ID: DTXSID60883210
• Nikkaji Number: J10.683F
• Wikipedia: Adenosine_diphosphate
• Wikidata: Q185253
• Pharos Ligand ID: 3AMF133WH2BX
• Metabolomics Workbench ID: 37737
• ChEMBL ID: CHEMBL14830
• Mol file: 58-64-0.mol

Synonyms:5'-Pyrophosphate, Adenosine;Adenosine 5' Pyrophosphate;Adenosine 5'-Pyrophosphate;Adenosine Diphosphate;Adenosine Pyrophosphate;ADP;ADP, Magnesium;Diphosphate, Adenosine;Magnesium ADP;MgADP;Pyrophosphate, Adenosine

Chemical Property of Adenosine-5'-diphosphate

Chemical Property:

• Boiling Point: 877.7°Cat760mmHg
• PKA: pK2: 4.2(-1);pK3: 7.20(-2) (25°C)
• Flash Point: 484.6°C
• PSA: 252.22000
• Density: 2.49g/cm³
• LogP: -1.16480
• Storage Temp.: −20°C
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly), Water (Slightly)
• XLogP3: -4.6
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 6
• Exact Mass: 427.02941569
• Heavy Atom Count: 27
• Complexity: 638

Purity/Quality:

95%,98% , ^*data from raw suppliers

Adenosine Diphosphate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=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)O)O)O)N
• Recent ClinicalTrials: Pyridoxine, P2 Receptor Antagonism, and ATP-mediated Vasodilation in Young Adults
• Uses: Adenosine-5'-diphosphate (ADP) is a central component of energy storage, metabolism, and signal transduction in vivo. It serves as a precursor for ATP and, in this capacity, is utilized in a wide number of cellular processes, including respiration, biosynthetic reactions, motility, and cell division. Adenosine 5′-diphosphate (5′-ADP or ADP) was used as a test compound for studying the endothelium-dependent vascular response in salt sensitive (DS) and salt resistant Dahl rats (DR). The product was used to study the different P2-purinergic receptor subtypes on canine vascular smooth muscle and endothelium.

Technology Process of Adenosine-5'-diphosphate

There total 99 articles about Adenosine-5'-diphosphate 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: 20.0%

bromocyane (506-68-3) + Adenosine 5'<(S)α-thio>diphosphate (59286-20-3) → 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) + adenosine 5'-diphosphate (58-64-0,905904-58-7)

Guidance literature:

With potassium hydroxide; rac-cysteine; ¹⁸O-labeled water; Mechanism; 18O and 17O labeled experiment, also with (S_P)-adenosine- 5'-O-(2-thiotriphosphate), other products;

DOI:10.1021/ja00332a048

Reference yield: 10.0%

disodium adenosine-5' triphosphate (606-67-7,987-65-5,4691-96-7,15237-44-2,20978-32-9,71997-34-7,71997-37-0,71997-53-0,71997-56-3) → 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) + adenosine 5'-diphosphate (58-64-0,905904-58-7)

Guidance literature:

hexaazadioxomacrocycle (<24>-N6O2); calcium bromide; In water; water-d2; at 70 ℃; for 0.583333h; Rate constant; Product distribution; pH 7.6; var. MBr₂ salts; standing 24 h at rt.;

DOI:10.1021/ja00312a094

Reference yield:

ATP (56-65-5,896506-78-8) → 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) + adenosine 5'-diphosphate (58-64-0,905904-58-7)

Guidance literature:

With water; at 70 ℃; Rate constant; Kinetics; Thermodynamic data; effect of pH (3.20-10.06); temperature 60-70-80 deg C; ionic strength: 0.5; ΔH(excit.), ΔS(excit.), ΔG(excit.);

DOI:10.1248/cpb.30.2926

upstream raw materials:

disodium adenosine-5' triphosphate

ATP

water

adenosine 5'-tetraphosphate

Downstream raw materials:

phosphoric acid

cAMP

diphosphoric acid mono-inosin-5'-yl ester

ATP

Refernces

• 1、 Collard, Francois,Stroobant, Vincent,Lamosa, Pedro,Kapanda, Coco N.,Lambert, Didier M.,Muccioli, Giulio G.,Poupaert, Jacques H.,Opperdoes, Fred,Van Schaftingen, Emile. "Molecular identification of N-acetylaspartylglutamate synthase and β-citrylglutamate synthase". . p. 29826 - 29833. Retrieved 2010.
• 2、 Melnikov,Tsirulnikov,Rotanova. "Coupling of proteolysis to ATP hydrolysis upon Escherichia coli Lon protease functioning: I. Kinetic aspects of ATP hydrolysis". . p. 474 - 481. Retrieved 2000.
• 3、 Bazzicalupi, Carla,Bianchi, Antonio,Giorgi, Claudia,Valtancoli, Barbara. "Zn(II) enhances nucleotide binding and dephosphorylation in the presence of a poly(ethylene imine) dendrimer". . p. 163 - 170. Retrieved 2014.
• 4、 Balzano, Deborah,Santaguida, Stefano,Musacchio, Andrea,Villa, Fabrizio. "A general framework for inhibitor resistance in protein kinases". . p. 966 - 975. Retrieved 2011.
• 5、 Lebbink, Joyce H. G.,Fish, Alexander,Reumer, Annet,Natrajan, Ganesh,Winterwerp, Herrie H. K.,Sixma, Titia K.. "Magnesium coordination controls the molecular switch function of DNA mismatch repair protein MutS". . p. 13131 - 13141. Retrieved 2010.
• 6、 LOWENSTEIN. "Transphosphorylations catalysed by bivalent metal ions.". . p. 222 - 230. Retrieved 1958.
• 7、 Hosseini, Mir Wais,Lehn, Jean-Marie,Maggiora, Linda,Mertes, Kristin Bowman,Mertes, Mathias P.. "Supramolecular catalysis in the hydrolysis of ATP facilitated by macrocyclic polyamines: mechanistic studies". . p. 537 - 544. Retrieved 1987.
• 8、 Hansen, David E.,Knowles, Jeremy R.. "N-Carboxybiotin Formation by Pyruvate Carboxylase: The Stereochemical Consequence at Phosphorus". . p. 8304 - 8305. Retrieved 1985.
• 9、 Pozza,Perez-Victoria,Sardo,Ahmed-Belkacem,Di Pietro. "Purification of breast cancer resistance protein ABCG2 and role of arginine-482". . p. 1912 - 1922. Retrieved 2006.
• 10、 Aden, Joergen,Wolf-Watz, Magnus,Verma, Abhinav,Schug, Alexander. "Modulation of a pre-existing conformational equilibrium tunes adenylate kinase activity". . p. 16562 - 16570,9. Retrieved 2012.