Fluorescent ATP derivatives
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2'(3')-O-(N-Methylanthraniloyl)adenosine-5'-O-triphosphate (sodium salt)

Item No. 38467

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2′(or 3′)-[2-(methylamino)benzoate]adenosine 5′-(tetrahydrogen triphosphate), tetrasodium salt
Synonyms
  • 2'(3')-MANT-ATP
Molecular Formula
C18H19N6O14P3 • 4Na
Formula Weight
728.3
Purity
≥95% (mixture of isomers)
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)=C3N=C2)[C@@H]1OC(C4=C(NC)C=CC=C4)=O.O[C@@H]5[C@H](OC(C6=C(NC)C=CC=C6)=O)[C@@H](COP(OP(OP([O-])([O-])=O)([O-])=O)([O-])=O)O[C@H]5N7C8=NC=NC(N)=C8N=C7.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/2C18H23N6O14P3.8Na/c1-20-10-5-3-2-4-9(10)18(26)36-14-11(6-34-40(30,31)38-41(32,33)37-39(27,28)29)35-17(13(14)25)24-8-23-12-15(19)21-7-22-16(12)24;1-20-10-5-3-2-4-9(10)18(26)36-14-13(25)11(6-34-40(30,31)38-41(32,33)37-39(27,28)29)35-17(14)24-8-23-12-15(19)21-7-22-16(12)24;;;;;;;;/h2*2-5,7-8,11,13-14,17,20,25H,6H2,1H3,(H,30,31)(H,32,33)(H2,19,21,22)(H2,27,28,29);;;;;;;;/q;;8*+1/p-8/t2*11-,13-,14-,17-;;;;;;;;/m11......../s1
InChi Key
ACFDKQPKCLCJNY-IENKKDRESA-F
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    3.2 mg

    $310

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    Product Description

    2'-O-(N-Methylanthraniloyl)adenosine-5'-O-triphosphate (2'-MANT-ATP) and 3'-MANT-ATP are fluorescent ATP derivatives, which undergo spontaneous isomerization.1 2'(3')-MANT-ATP displays an emission maximum of 446 nm upon excitation at 350 nm.2 It selectively inhibits mammalian adenylyl cyclase (AC1), AC2, and AC5 over B. pertussis AC toxin CyaA (Kis = 150, 330, 100, and 4,300 nM, respectively).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Geduhn, J., Dove, S., Shen, Y., et al. Bis-halogen-anthraniloyl-substituted nucleoside 5'-triphosphates as potent and selective inhibitors of Bordetella pertussis adenylyl cyclase toxin. J. Pharmacol. Exp. Ther. 336(1), 104-115 (2011).

    2. 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).