Synonym
Adenosine 5'-triphosphate; 2',3',-dialdehyde ATP Dialdehyde; Dial-ATP; oATP; OATP (oxidized adenosine triphosphate); Oxidized ATP; Oxo-ATP
IUPAC/Chemical Name
P-(2-(1-(6-amino-9H-purin-9-yl)-2-oxoethoxy-3-oxopropyl)) ester
InChi Key
ZOSTZYMLOPBGQI-NKWVEPMBSA-N
InChi Code
InChI=1S/C10H14N5O13P3/c11-9-8-10(13-4-12-9)15(5-14-8)7(2-17)26-6(1-16)3-25-30(21,22)28-31(23,24)27-29(18,19)20/h1-2,4-7H,3H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t6-,7+/m0/s1
SMILES Code
Nc1ncnc2c1ncn2[C@H](O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)C=O)C=O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
505.17
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1. Chen HB, Lin YH, Sun SH. Oxidized ATP decreases beta-actin expression and intracellular superoxide concentrations in RBA-2 type-2 astrocytes independently of P2X7 receptor. Eur J Pharmacol. 2006 Nov 21;550(1-3):1-7. doi: 10.1016/j.ejphar.2006.08.039. Epub 2006 Sep 5. PMID: 17020759.
2. Wu PY, Lin YC, Chang CL, Lu HT, Chin CH, Hsu TT, Chu D, Sun SH. Functional decreases in P2X7 receptors are associated with retinoic acid-induced neuronal differentiation of Neuro-2a neuroblastoma cells. Cell Signal. 2009 Jun;21(6):881-91. doi: 10.1016/j.cellsig.2009.01.036. PMID: 19385050.
3. Lang PA, Merkler D, Funkner P, Shaabani N, Meryk A, Krings C, Barthuber C, Recher M, Brück W, Häussinger D, Ohashi PS, Lang KS. Oxidized ATP inhibits T-cell-mediated autoimmunity. Eur J Immunol. 2010 Sep;40(9):2401-8. doi: 10.1002/eji.200939838. PMID: 20683833.
4. Schachter J, Valadao AL, Aguiar RS, Barreto-de-Souza V, Rossi AD, Arantes PR, Verli H, Quintana PG, Heise N, Tanuri A, Bou-Habib DC, Persechini PM. 2´,3´-Dialdehyde of ATP, ADP, and adenosine inhibit HIV-1 reverse transcriptase and HIV-1 replication. Curr HIV Res. 2014;12(5):347-58. doi: 10.2174/1570162x12666140826105824. PMID: 25174839.