A clickable form of ADP
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8-Azidoadenosine-5'-O-diphosphate (sodium salt)

Item No. 38550

Technical Information
Formal Name
8-azido-adenosine 5′-(trihydrogen diphosphate)
Synonyms
  • 8-azido-ADP
  • Click Tag™ 8-Azidoadenosine-5'-O-diphosphate
Molecular Formula
C10H11N8O10P2 • 3Na
Formula Weight
Purity
≥95%
A solution in water
Water: Soluble
SMILES
[O-]P(OP([O-])([O-])=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)N2C3=NC=NC(N)=C3N=C2N=[N+]=[N-])=O.[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C10H14N8O10P2.3Na/c11-7-4-8(14-2-13-7)18(10(15-4)16-17-12)9-6(20)5(19)3(27-9)1-26-30(24,25)28-29(21,22)23;;;/h2-3,5-6,9,19-20H,1H2,(H,24,25)(H2,11,13,14)(H2,21,22,23);;;/q;3*+1/p-3/t3-,5-,6-,9-;;;/m1.../s1
InChi Key
WLSGTBIAECZDQW-CYCLDIHTSA-K
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    Product Description

    8-Azidoadenosine-5'-O-diphosphate (8-azido-ADP) is a clickable form of the ATP precursor and purinergic receptor ligand ADP (Item Nos. 16778 | 21121).1 Radiolabeled forms of 8-azido-ADP have been used as photoaffinity labels for various proteins, including glutamate dehydrogenase (GDH) isoproteins isolated from bovine brains, as well as eukaryotic translation initiation factor 2 (eIF2) and guanine nucleotide exchange factor (GEF) isolated from rabbit reticulocytes.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dholakia, J.N., Francis, B.R., Haley, B.E., et alPhotoaffinity labeling of the rabbit reticulocyte guanine nucleotide exchange factor and eukaryotic initiation factor 2 with 8-azidopurine nucleotides. Identification of GTP- and ATP-binding domains. The Journal of Biological Chemisty 264(34), 20638-20642 (1989).

    2. Cho, S.W., and Yoon, H.Y. Photoaffinity labeling of brain glutamate dehydrogenase isoproteins with an azido-ADP. The Journal of Biological Chemisty 274(20), 13948-13953 (1999).