Adenosine-3'-5'-diphosphate

Base Information

• Chemical Name: Adenosine-3'-5'-diphosphate
• CAS No.: 1053-73-2
• Molecular Formula: C10H15 N5 O10 P2
• Molecular Weight: 427.204
• European Community (EC) Number: 636-050-0
• UNII: C65F80D52U
• DSSTox Substance ID: DTXSID50909413
• Nikkaji Number: J14.396K
• Wikipedia: Adenosine_3%27,5%27-bisphosphate,Adenosine_3',5'-bisphosphate
• Wikidata: Q2825485
• Pharos Ligand ID: 1LADWGMCXV2T
• Metabolomics Workbench ID: 37051
• ChEMBL ID: CHEMBL574817
• Mol file: 1053-73-2.mol

Synonyms:3',5'-ADP;3'-phosphoadenosine 5'-phosphate;adenosine 3',5'-bisphosphate;adenosine 3',5'-diphosphate;adenosine 3'-phosphate-5'-phosphate;adenosine 3'-phosphate-5'-phosphate, disodium salt;adenosine 3'-phosphate-5'-phosphate, monosodium salt

Chemical Property of Adenosine-3'-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:

98%,99%, ^*data from raw suppliers

Adenosine 3',5'-bisphosphate triethylammonium salt - 10mM aqueous solution ^*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)OP(=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)O)OP(=O)(O)O)O)N

Technology Process of Adenosine-3'-5'-diphosphate

There total 16 articles about Adenosine-3'-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:

C10H12Cl2N5O5P (34051-17-7) → C10H15N5O15P4 (68914-00-1) + adenosine monophosphate (84-21-9) + 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) + adenosine 2'-monophosphate (130-49-4) + 3'-phosphoadenosine-5'-phosphate (1053-73-2) + ATP (56-65-5,896506-78-8)

Guidance literature:

With tributyl-amine; bis(tri-n-butylammonium) pyrophosphate; N,N-dimethyl-formamide; In trimethyl phosphite; at 0 ℃; for 0.0166667h;

DOI:10.1080/15257771003709569

Reference yield:

adenosine (58-61-7) → C10H15N5O15P4 (68914-00-1) + adenosine monophosphate (84-21-9) + 5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) + adenosine 2'-monophosphate (130-49-4) + 3'-phosphoadenosine-5'-phosphate (1053-73-2) + ATP (56-65-5,896506-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / trimethyl phosphite / 2 h / -15 °C

2: tributyl-amine; bis(tri-n-butylammonium) pyrophosphate; N,N-dimethyl-formamide / trimethyl phosphite / 0.02 h / 0 °C

With tributyl-amine; bis(tri-n-butylammonium) pyrophosphate; N,N-dimethyl-formamide; trichlorophosphate; In trimethyl phosphite;

DOI:10.1080/15257771003709569

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

hydrogenchloride

Refernces

• 1、 Keyhani, Sara,Goldau, Thomas,Blümler, Anja,Heckel, Alexander,Schwalbe, Harald. "Chemo-Enzymatic Synthesis of Position-Specifically Modified RNA for Biophysical Studies including Light Control and NMR Spectroscopy". supporting information. p. 12017 - 12021. Retrieved 2018/09/06.
• 2、 Ekuase, Edugie J.,Liu, Yungang,Lehmler, Hans-Joachim,Robertson, Larry W.,Duffel, Michael W.. "Structure-activity relationships for hydroxylated polychlorinated biphenyls as inhibitors of the sulfation of dehydroepiandrosterone catalyzed by human hydroxysteroid sulfotransferase SULT2A1". experimental part. p. 1720 - 1728. Retrieved 2012/05/04.