Adenosine-2'-5'-diphosphate

Base Information

• Chemical Name: Adenosine-2'-5'-diphosphate
• CAS No.: 3805-37-6
• Molecular Formula: C10H15 N5 O10 P2
• Molecular Weight: 427.204
• DSSTox Substance ID: DTXSID70959011
• Nikkaji Number: J79.857F
• Wikidata: Q27074060
• Pharos Ligand ID: VVH9PGDVRKJK
• Metabolomics Workbench ID: 68643
• ChEMBL ID: CHEMBL1161861
• Mol file: 3805-37-6.mol

Synonyms:2',5'-ADP;2'-phospho-AMP;2'-phosphoadenosine 5'-phosphate;adenosine 2',5'-bisphosphate;adenosine 2',5'-diphosphate;Ado(2',5')P2

Chemical Property of Adenosine-2'-5'-diphosphate

Chemical Property:

• Boiling Point: 924.3°Cat760mmHg
• Flash Point: 512.8°C
• PSA: 252.22000
• Density: 2.49g/cm³
• LogP: -1.16480
• 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: 632

Purity/Quality:

99%min ^*data from raw suppliers

ADENOSINE-2',5'-DIPHOSPHATE 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)O)O)OP(=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)O)O)OP(=O)(O)O)N

Technology Process of Adenosine-2'-5'-diphosphate

There total 4 articles about Adenosine-2'-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:

NADPH (53-57-6,27751-34-4,80658-03-3) → O5'-trihydroxydiphosphoryl-O2'-phosphono-adenosine (4457-01-6) + C15H22N5O16P3 + C15H24N5O17P3 + C21H30N7O18P3 + nicotinamide (98-92-0,1255150-40-3) + cAMP (60-92-4) + NADP (53-59-8,25158-33-2,56486-99-8) + adenosine 2'-monophosphate (130-49-4) + nicotinamide adenine dinucleotide (58-68-4,443892-10-2) + adenosine 3',5'-diphosphate (3805-37-6)

Guidance literature:

at 95 ℃; for 16h; Neat (no solvent);

DOI:10.1016/j.molcatb.2010.09.005

Reference yield:

NADPH (53-57-6,27751-34-4,80658-03-3) → O5'-trihydroxydiphosphoryl-O2'-phosphono-adenosine (4457-01-6) + C15H24N5O17P3 + nicotinamide (98-92-0,1255150-40-3) + nicotinamide adenine dinucleotide (58-68-4,443892-10-2) + adenosine 3',5'-diphosphate (3805-37-6)

Guidance literature:

In water; at 50 ℃; for 16h;

DOI:10.1016/j.molcatb.2010.09.005

Reference yield:

5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) → O2',O3'-hydroxyphosphoryl-O5'-phosphono-adenosine (4527-92-8) + 3'-phosphoadenosine-5'-phosphate (1053-73-2) + adenosine 3',5'-diphosphate (3805-37-6)

Guidance literature:

With sodium hydroxide; Sodium trimetaphosphate; In water; Product distribution; Mechanism; Ambient temperature; reaction time, temperature, and rate of educts;

DOI:10.1246/bcsj.64.490

upstream raw materials:

dibenzyl phosphochloridate

adenosine

5'-adenosine monophosphate

NADPH

Downstream raw materials:

NADP

Refernces

• 1、 Tsuhako, Mitsutomo,Kunitomi, Rumi,Baba, Yoshinobu,Miyajima, Tohru. "Phosphorylation of Nucleotides with Inorganic Cyclo-Triphosphate". . p. 490 - 497. Retrieved 2007/10/02.