A clickable form of ATP
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8-Azidoadenosine-5'-O-triphosphate (sodium salt)

Item No. 38548

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-azido-adenosine 5′-(tetrahydrogen triphosphate), tetrasodium salt
Synonyms
  • 8-azido-ATP
  • Click TagTM 8-Azidoadenosine-5'-O-triphosphate
Molecular Formula
C10H11N8O13P3 • 4Na
Formula Weight
636.1
Purity
≥95%
Formulation (Request formulation change)
A 10 mM solution in water
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
[O-]P([O-])(OP([O-])(OP([O-])(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)N2C3=NC=NC(N)=C3N=C2N=[N+]=[N-])=O)=O)=O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C10H15N8O13P3.4Na/c11-7-4-8(14-2-13-7)18(10(15-4)16-17-12)9-6(20)5(19)3(29-9)1-28-33(24,25)31-34(26,27)30-32(21,22)23;;;;/h2-3,5-6,9,19-20H,1H2,(H,24,25)(H,26,27)(H2,11,13,14)(H2,21,22,23);;;;/q;4*+1/p-4/t3-,5-,6-,9-;;;;/m1..../s1
InChi Key
ISFAKJVRAOFKHJ-ZVQJTLEUSA-J
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    2.7 mg

    $152

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    Product Description

    8-Azidoadenosine-5'-O-triphosphate (8-azido-ATP) is a clickable form of the essential energy substrate for cellular metabolism ATP (Item No. 14498).1 It has been used in the synthesis of fluorescent probes for live cell imaging. Radiolabeled forms of 8-azido-ATP have been used as photoaffinity labels for various proteins, including viral RNA polymerase and the inward-rectifier potassium channel Kir6.2.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zayas, J., Annoual, M., Das, J.K., et al. Strain promoted click chemistry of 2- or 8-azidopurine and 5-azidopyrimidine nucleosides and 8-azidoadenosine triphosphate with cyclooctynes. Application to living cell fluorescent imaging. Bioconjug. Chem. 26(8), 1519-1532 (2015).

    2. Valenzuela, S., Pizarro, J., Sandino, A.M., et al. Photoaffinity labeling of rotavirus VP1 with 8-azido-ATP: Identification of the viral RNA polymerase. J. Virol. 65(7), 3964-3967 (1991).

    3. Tanabe, K., Tucker, S.J., Matsuo, M., et al. Direct photoaffinity labeling of the Kir6.2 subunit of the ATP-sensitive K+ channel by 8-azido-ATP. The Journal of Biological Chemisty 274(7), 3931-3933 (1999).