Diadenosine triphosphate

Base Information

• Chemical Name: Diadenosine triphosphate
• CAS No.: 5959-90-0
• Molecular Formula: C20H27 N10 O16 P3
• Molecular Weight: 756.413
• Nikkaji Number: J398.258K
• Wikidata: Q27074473
• Metabolomics Workbench ID: 51453
• ChEMBL ID: CHEMBL407938
• Mol file: 5959-90-0.mol

Synonyms:5'Ap3A;adenosine 5'-triphosphate 5'-adenosine;adenosine(3)triphosphate adenosine;adenosine(5')triphospho(5')adenosine;Ap3A;ApppA;diadenosine triphosphate;P(1),(P3)-bis(5'-adenosyl)triphosphate

Chemical Property of Diadenosine triphosphate

Chemical Property:

• Boiling Point: 1192.8±75.0 °C(Predicted)
• PKA: 0.94±0.50(Predicted)
• PSA: 416.87000
• Density: 2.53±0.1 g/cm3(Predicted)
• LogP: -1.40100
• XLogP3: -7.2
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 24
• Rotatable Bond Count: 12
• Exact Mass: 756.08193580
• Heavy Atom Count: 49
• Complexity: 1240

Purity/Quality:

97% ^*data from raw suppliers

P1-(5'-Adenosyl) P3-(5'-adenosyl) triphosphate sodium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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)OCC4C(C(C(O4)N5C=NC6=C(N=CN=C65)N)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)OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=NC6=C(N=CN=C65)N)O)O)O)O)N
• Uses: Adenosine-(5'')-triphospho-(5'')-adenosine is a protein compound and used in methods for treating Pathological calcification and ossification.Also, is used in identification of potent inhibitors for chromodomain-helicase- DNA-binding protein 1.

Technology Process of Diadenosine triphosphate

There total 12 articles about Diadenosine 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: 90.0%

α,β-methylene-guanosine 5'-triphosphate sodium salt + adenosine 5'-triphosphate sodium salt (4691-96-7) → AppCH2ppG sodium salt + Diadenosine triphosphate (5959-90-0,158700-26-6) + Diadenosine tetraphosphate (5542-28-9,117137-55-0)

Guidance literature:

With L-lysine; pyrophosphatase; In water; at 38 ℃; pH=8.0; Tris-HCl-buffer; Enzymatic reaction;

Reference yield: 80.0%

5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) → Diadenosine triphosphate (5959-90-0,158700-26-6)

Guidance literature:

With pyridine; 1-methyl-pyrrolidin-2-one; N,N,N,N,N,N-hexamethylphosphoric triamide; tributyl-amine; S,S'-bis(4-chlorophenyl) phosphorodithioate; silver nitrate; at 0 - 20 ℃; for 7h;

DOI:10.1246/cl.1994.499

Reference yield: 76.0%

adenosine 5'-phosphorimidazolide (20816-58-4,116273-87-1) + adenosine 5'-diphosphate (58-64-0,905904-58-7) → Diadenosine triphosphate (5959-90-0,158700-26-6)

Guidance literature:

With H₉₆F-Fhit; magnesium chloride; In various solvent(s); at 20 ℃; for 1h; pH=5.5;

DOI:10.1021/ja0400640

upstream raw materials:

5'-adenosine monophosphate

adenosine 5'-diphosphate

ATP

lysyl adenylate

Downstream raw materials:

cAMP

5'-adenosine monophosphate

adenosine 5'-diphosphate

adenine

Refernces

• 1、 Ahmadibeni, Yousef,Parang, Keykavous. "Solid-phase synthesis of symmetrical 5′,5′-dinucleoside mono-, di-, tri-, and tetraphosphodiesters". . p. 4483 - 4486. Retrieved 2008/03/12.
• 2、 Huang, Kaisheng,Frey, Perry A.. "Engineering human FHIT, a diadenosine triphosphate hydrolase, into an efficient dinucleoside polyphosphate synthase". . p. 9548 - 9549. Retrieved 2007/10/03.