A fluorescent ATP derivative
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2',3'-O-(Bis-[5-chloroanthraniloyl])adenosine-5'-O-triphosphate (sodium salt)

Item No. 38444

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2′,3′-bis(2-amino-5-chlorobenzoate)adenosine 5′-(tetrahydrogen triphosphate), tetrasodium salt
Synonyms
  • Bis-chloro ANT-ATP
Molecular Formula
C24H20Cl2N7O15P3 • 4Na
Formula Weight
902.2
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@H](OC(C4=C(N)C=CC(Cl)=C4)=O)[C@@H]1OC(C5=C(N)C=CC(Cl)=C5)=O)([O-])=O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C24H24Cl2N7O15P3.4Na/c25-10-1-3-14(27)12(5-10)23(34)45-18-16(7-43-50(39,40)48-51(41,42)47-49(36,37)38)44-22(33-9-32-17-20(29)30-8-31-21(17)33)19(18)46-24(35)13-6-11(26)2-4-15(13)28;;;;/h1-6,8-9,16,18-19,22H,7,27-28H2,(H,39,40)(H,41,42)(H2,29,30,31)(H2,36,37,38);;;;/q;4*+1/p-4/t16-,18-,19-,22-;;;;/m1..../s1
InChi Key
UTKHZVXCTUBHRN-YTOJMJBNSA-J
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    4.10 mg

    $438

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    Product Description

    2’-O-(Bis-[5-chloroanthraniloyl])adenosine-5’-O-triphosphate (2’-bis-Cl-ANT-ATP) and 3’-bis-Cl-ANT-ATP are fluorescent ATP derivatives, which undergo spontaneous isomerization.1 2’(3')-bis-Cl-ANT-ATP selectively inhibits B. pertussis adenylyl cyclase (AC) toxin CyaA over mammalian AC1, AC2, and AC5 (Kis = 16, 1,700, 2,400, and 1,600 nM, respectively). A related derivative, 2'(3')-ANT-ATP (Item No. 38546), displays an emission maximum of 428 nm upon excitation at 330 nm.2

    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).