2',3'-Dideoxyadenosine 5'-Triphosphate

Category	Human immunodeficiency Virus (HIV)
CAS	24027-80-3
Description	ddATP is an inhibitor of reverse transcriptases from retroviruses, such as HIV-1 and visna (Kis = 20 and 37 nM, respectively). ddATP is commonly used to terminate chain extension produced by the Taq polymerase for its competitive effect with dATP in cells.

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Product Information

Synonyms	[[(2S,5R)-5-(6-aminopurin-9-yl)-2-oxolanyl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate; [[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
IUPAC Name	[[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
Molecular Weight	475.18
Molecular Formula	C10H16N5O11P3
Canonical SMILES	C1CC(OC1COP(=O)(O)OP(=O)(O)OP(=O)(O)O)N2C=NC3=C2N=CN=C3N
InChI	InChI=1S/C10H16N5O11P3/c11-9-8-10(13-4-12-9)15(5-14-8)7-2-1-6(24-7)3-23-28(19,20)26-29(21,22)25-27(16,17)18/h4-7H,1-3H2,(H,19,20)(H,21,22)(H2,11,12,13)(H2,16,17,18)/t6-,7+/m0/s1
InChIKey	OAKPWEUQDVLTCN-NKWVEPMBSA-N
Purity	≥ 98 % by HPLC
Solubility	In vitro: 10 mM in DMSO
Appearance	Clear aqueous solution
Application	ddATP is an inhibitor of reverse transcriptases from retroviruses.
Storage	Store at -20°C or below
Complexity	738
Exact Mass	475.00591734
In Vitro	ddATP (0.05-50 μM, 30 min) inhibits adenovirus DNA synthesis in isolated nuclei from adenovirus-infected KB cells. ddATP (100 μM, 5 h) reduces the number of γH2A.X foci in the DSB (DNA double-strand breaks) oocytes. ddATP inhibits HIV replication by inhibiting HIV reverse transcriptase. Simultaneous determination of 2 ,3 -dideoxyinosine and the active metabolite, 2 ,3 -dideoxyadenosine-5 -triphosphate in human peripheral-blood mononuclear cell by HPLC-MS/MS and the application to cell pharmacokinetics.
In Vivo	ddATP (0.05-50 μM, 30 min) inhibits adenovirus DNA synthesis in isolated nuclei from adenovirus-infected KB cells.
PSA	268.10000
Target	DNA/RNA Synthesis; HIV
XLogP3-AA	-3.5