An HIV reverse transcriptase and HBV polymerase inhibitor
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Tenofovir diphosphate (sodium salt)

Item No. 27057

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
diphosphoric acid, anhydride with [[(1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]phosphonic acid, sodium salt
Synonyms
  • PMPApp
  • TFV-DP
Molecular Formula
C9H16N5O10P3 • XNa
Formula Weight
447.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Tris-HCl pH 7.5: soluble
SMILES
O=P(OP(OP(O)(O)=O)(O)=O)(O)CO[C@H](C)CN1C=NC2=C(N)N=CN=C21.[Na]
InChi Code
InChI=1S/C9H16N5O10P3.Na/c1-6(2-14-4-13-7-8(10)11-3-12-9(7)14)22-5-25(15,16)23-27(20,21)24-26(17,18)19;/h3-4,6H,2,5H2,1H3,(H,15,16)(H,20,21)(H2,10,11,12)(H2,17,18,19);/t6-;/m1./s1
InChi Key
DNEVUATVCWYSCG-FYZOBXCZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $929

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    Product Description

    Tenofovir diphosphate is an inhibitor of HIV reverse transcriptase (Kis = 0.022 and 1.55 µM for RNA and DNA, respectively) and hepatitis B virus (HBV) polymerase (Ki = 0.18 µM).1,2 It is selective for these enzymes over DNA polymerase α and β, as well as mitochondrial DNA polymerase γ (Kis = 5.2, 81.7, and 59.5 µM, respectively). Tenofovir diphosphate is formed intracellularly through phosphorylation of the prodrugs tenofovir (Item No. 13874) and tenofovir disoproxil (Item No. 16922) by nucleotide kinases.3 Increased levels of tenofovir diphosphate in isolated peripheral blood mononuclear cells (PBMCs) correlate with a decrease in the risk of simian HIV (SHIV) acquisition in a macaque model of rectal SHIV transmission.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cherrington, J.M., Allen, S.J.W., Bischofberger, N., et al. Kinetic interaction of the diphosphates of 9-(2-phosphonylmethoxyethyl)adenine and other anti-HIV active purine congeners with HIV reverse transcriptase and human DNA polymerases α, β and γ. Antivir. Chem. Chemother. 6(4), 217-221 (1995).

    2. Delaney, W.E., IV, Ray, A.S., Yang, H., et al. Intracellular metabolism and in vitro activity of tenofovir against hepatitis B virus. Antimicrob. Agents Chemother. 50(7), 2471-2477 (2006).

    3. Robbins, B.L., Srinivas, R.V., Kim, C., et al. Anti-human immunodeficiency virus activity and cellular metabolism of a potential prodrug of the acyclic nucleoside phosphonate 9-R-(2-phosphonomethoxypropyl)adenine (PMPA), bis(isopropyloxymethylcarbonyl)PMPA. Antimicrob. Agents Chemother. 42(3), 612-617 (1998).

    4. Anderson, P.L., Glidden, D.V., Bushman, L.R., et al. Tenofovir diphosphate concentrations and prophylactic effect in a macaque model of rectal simian HIV transmission. J. Antimicrob. Chemother. 69(9), 2470-2476 (2014).