A fluorescent derivative of ATP
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2'-Deoxy-3'-O-(N'-methylanthraniloyl)adenosine-5'-O-triphosphate (sodium salt)

Item No. 38457

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
((2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-((2-(methylamino)benzoyl)oxy)tetrahydrofuran-2-yl)methyl triphosphate, tetrasodium salt
Synonyms
  • 2'-deoxy-3'-MANT-ATP
  • MANT-dATP
Molecular Formula
C18H19N6O13P3 • 4Na
Formula Weight
712.3
Purity
≥95%
Formulation (Request formulation change)
A solution in water
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O=P(OP([O-])([O-])=O)([O-])OP(OC[C@H]1O[C@@H](N2C=NC3=C(N)N=CN=C32)C[C@@H]1OC(C4=C(NC)C=CC=C4)=O)([O-])=O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C18H23N6O13P3.4Na/c1-20-11-5-3-2-4-10(11)18(25)35-12-6-14(24-9-23-15-16(19)21-8-22-17(15)24)34-13(12)7-33-39(29,30)37-40(31,32)36-38(26,27)28;;;;/h2-5,8-9,12-14,20H,6-7H2,1H3,(H,29,30)(H,31,32)(H2,19,21,22)(H2,26,27,28);;;;/q;4*+1/p-4/t12-,13+,14+;;;;/m0..../s1
InChi Key
IKJFTRWBESWDFP-XUTPZECUSA-J
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    3.1 mg

    $224

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    Product Description

    2'-Deoxy-3'-O-(N'-methylanthraniloyl)adenosine-5'-O-triphosphate is a fluorescent derivative of ATP.1,2 It is an inhibitor of the calmodulin-dependent B. anthracis edema factor adenylyl cyclase (AC) toxin (Ki = 40 nM). 2'-Deoxy-3'-O-(N'-methylanthraniloyl)adenosine-5'-O-triphosphate (100 µM) decreases inositol phosphate formation in CHO-K1 cells expressing the human purinergic P2Y12 receptor.3 A related derivative, 2'(3')-MANT-ATP (Item No. 38469), displays an emission maximum of 446 nm upon excitation at 350 nm.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Suryanarayana, S., Wang, J.L., Richter, M., et al. Distinct interactions of 2'- and 3'-O-(N-methyl)anthraniloyl-isomers of ATP and GTP with the adenylyl cyclase toxin of Bacillus anthracis, edema factor. Biochem. Pharmacol. 78(3), 224-230 (2009).

    2. Ni, Q., Shaffer, J., and Adams, J.A. Insights into nucleotide binding in protein kinase A using fluorescent adenosine derivatives. Protein Sci. 9(9), 1818-1827 (2000).

    3. Schmidt, P., Ritscher, L., Dong, E.N., et al. Identification of determinants required for agonistic and inverse agonistic ligand properties at the ADP receptor P2Y12. Mol. Pharmacol. 83(1), 256-266 (2013).

    4. Hiratsuka, T. New ribose-modified fluorescent analogs of adenine and guanine nucleotides available as substrates for various enzymes. Biochim. Biophys. Acta 742(3), 496-508 (1983).