8-Azido-ATP  (Synonyms: 8-Azidoadenosine 5'-triphosphate; 8-N3-ATP)

8-Azido-ATP, a photoreactable nucleotide analog, is useful for the identification of proteins, such as DNA-dependent RNA polymerase^[1]. 8-Azido-ATP is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. It can also undergo strain-promoted alkyne-azide cycloaddition (SPAAC) reactions with molecules containing DBCO or BCN groups.

8-Azido-ATP can be used to identify the viral RNA polymerase on the basis of the ability of the analog to inhibit transcription activity associated with rotavirus particles on exposure to UV light^[1].
8-Azido-ATP (azido-ATP) decreases viral transcription in a dose-dependent manner^[1].
8-Azido-ATP blocks Kir6.2ΔC26 currents rather less potently than ATP, half-maximal inhibition (Ki) occurring at 2.8 ± 0.4 mM (n = 6) compared with 172 ± 7 mM for ATP (n = 6). The Hill coefficients were 0.9 ± 0.2 for 8-azido-ATP and 1.3 ± 0.1 for ATP^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

548.19

C₁₀H₁₅N₈O₁₃P₃

53696-59-6

O[C@H]1[C@@H](O)[C@H](N2C(N=[N+]=[N-])=NC3=C(N=CN=C32)N)O[C@@H]1COP(O)(OP(OP(O)(O)=O)(O)=O)=O

Room temperature in continental US; may vary elsewhere.

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• [1]. S Valenzuela, et al. Photoaffinity labeling of rotavirus VP1 with 8-azido-ATP: identification of the viral RNA polymerase. J Virol. 1991 Jul;65(7):3964-7.  [Content Brief]

  [2]. K Tanabe, et al. Direct photoaffinity labeling of the Kir6.2 subunit of the ATP-sensitive K+ channel by 8-azido-ATP. J Biol Chem. 1999 Feb 12;274(7):3931-3.  [Content Brief]