Diadenosine tetraphosphate

Base Information

• Chemical Name: Diadenosine tetraphosphate
• CAS No.: 5542-28-9
• Deprecated CAS: 117137-55-0,896506-80-2,896506-81-3,199995-60-3,88109-91-5,128113-54-2,166104-03-6
• Molecular Formula: C20H28 N10 O19 P4
• Molecular Weight: 836.393
• DSSTox Substance ID: DTXSID60203994
• Nikkaji Number: J313.703A
• Wikipedia: Ap4A
• Wikidata: Q27102391
• Pharos Ligand ID: 1JVFRAK9273N
• Metabolomics Workbench ID: 37665
• ChEMBL ID: CHEMBL339385
• Mol file: 5542-28-9.mol

Synonyms:adenosine(5')tetraphospho(5')adenosine;Ap4A;AppppA;bis(5'-adenosyl)tetraphosphate;diadenosine 5',5'''-P(1),P(4)--tetraphosphate;diadenosine tetraphosphate;P(1), P(4)-diadenosine-5'tetraphosphate

Chemical Property of Diadenosine tetraphosphate

Chemical Property:

• Boiling Point: 1250.6°Cat760mmHg
• Flash Point: 710.1°C
• PSA: 473.21000
• Density: 2.61g/cm³
• LogP: -1.28400
• XLogP3: -8.3
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 27
• Rotatable Bond Count: 14
• Exact Mass: 836.04826669
• Heavy Atom Count: 53
• Complexity: 1410

Purity/Quality:

99% ^*data from raw suppliers

AP4A 95.00% ^*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)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)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

Technology Process of Diadenosine tetraphosphate

There total 13 articles about Diadenosine tetraphosphate 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: 98.0%

ATP (56-65-5,896506-78-8) → Diadenosine tetraphosphate (5542-28-9,117137-55-0)

Guidance literature:

With LEUCINE; In various solvent(s); at 40 ℃; at pH 7.5; ATP-regenerating system of acetate kinase, adenylate kinase, PPase with acetyl phosphate;

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: 75.0%

adenosine 5'-phosphorimidazolide (20816-58-4,116273-87-1) + ATP (56-65-5,896506-78-8) → Diadenosine tetraphosphate (5542-28-9,117137-55-0)

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:

adenosine 5'-trimetaphosphate

tris(tributylammonio)-ADP

ATP

C₁₉H₁₉ClN₆O₁₀P₂

Downstream raw materials:

5'-adenosine monophosphate

adenosine 5'-diphosphate

ATP

diadenosine triphosphate

Refernces

• 1、 Douglass, James G.,Patel, Roshni I.,Yerxa, Benjamin R.,Shaver, Sammy R.,Watson, Paul S.,Bednarski, Krzysztof,Plourde, Robert,Redick, Catherine C.,Brubaker, Kurt,Jones, Arthur C.,Boyer, José L.. "Lipophilic modifications to dinucleoside polyphosphates and nucleotides that confer antagonist properties at the platelet P2Y12 receptor". . p. 1007 - 1025. Retrieved 2008/12/20.
• 2、 -. "NEW USES OF DINUCLEOTIDE POLYPHOSPHATE DERIVATIVES". Page/Page column 11. . Retrieved 2008/06/13.