A modified nucleotide and an active metabolite of tubercidin
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7-Deazaadenosine-5'-O-triphosphate (sodium salt)

Item No. 38377

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-[5-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine, tetrasodium salt
Synonyms
  • 7-CH-ATP
  • Tubercidin 5’-triphosphate
  • TuTP
Molecular Formula
C11H13N4O13P3 • 4Na
Formula Weight
594.1
Purity
≥95%
Formulation (Request formulation change)
A solution in water
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O[C@@H]1[C@@H](COP(OP(OP([O-])([O-])=O)([O-])=O)([O-])=O)O[C@@H](N2C3=NC=NC(N)=C3C=C2)[C@@H]1O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C11H17N4O13P3.4Na/c12-9-5-1-2-15(10(5)14-4-13-9)11-8(17)7(16)6(26-11)3-25-30(21,22)28-31(23,24)27-29(18,19)20;;;;/h1-2,4,6-8,11,16-17H,3H2,(H,21,22)(H,23,24)(H2,12,13,14)(H2,18,19,20);;;;/q;4*+1/p-4/t6-,7-,8-,11-;;;;/m1..../s1
InChi Key
NBXLWGKOFORBEU-VFZRYETBSA-J
Origin
Synthetic
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    2.5 mg

    $478

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    Product Description

    7-Deazaadenosine-5'-O-triphosphate is a modified nucleotide and an active metabolite of the nucleoside analog tubercidin (Item No. 35834).1 It is incorporated into the DNA of mouse L-cells using DNA polymerase α but not into the RNA of E. coli using RNA-dependent RNA polymerases (RdRps).1,2 7-Deazaadenosine-5'-O-triphosphate has been used as a probe for the ATP binding site of protein kinase A (PKA).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seibert, G., Maidhof, A., Zahn, R.K., et al. Tubercidin metabolism in mouse L5178y cells in vivo and in vitro. Gan 69(6), 739-747 (1978).

    2. Nishimura, S., Harada, F., and Ikehara, M. The selective utilization of tubercidin triphosphate as an ATP analog in the DNA-dependent RNA polymerase system. Biochimica et Biophysica Acta 129(2), 301-309 (1966).

    3. Hoppe, J.O., Freist, W., Marutzky, R., et al. Mapping the ATP-binding site in the catalytic subunit of adenosine-3':5'-monophosphate-dependent protein kinase. Spatial relationship with the ATP site of the undissociated enzyme. Eur. J. Biochem. 90(3), 427-432 (1978).