Fluorescent ADP derivatives
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2'(3')-O-(N'-Methylanthraniloyl)adenosine-5'-O-diphosphate (sodium salt)

Item No. 38466

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2′(or 3′)-[2-(methylamino)benzoate] adenosine 5′-(trihydrogen diphosphate), trisodium salt
Synonyms
  • 2’(3’)-MANT-ADP
Molecular Formula
C18H19N6O11P2 • 3Na
Formula Weight
626.3
Purity
≥95% (a 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([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([O-])([O-])=O)([O-])=O)O[C@H]5N7C8=NC=NC(N)=C8N=C7.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/2C18H22N6O11P2.6Na/c1-20-10-5-3-2-4-9(10)18(26)34-14-11(6-32-37(30,31)35-36(27,28)29)33-17(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)34-14-13(25)11(6-32-37(30,31)35-36(27,28)29)33-17(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)(H2,19,21,22)(H2,27,28,29);;;;;;/q;;6*+1/p-6/t2*11-,13-,14-,17-;;;;;;/m11....../s1
InChi Key
LWNKRCWVEJSJCJ-GQNMFHHTSA-H
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    2.8 mg

    $253

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    Product Description

    2'-O-(N'-Methylanthraniloyl)adenosine-5'-O-diphosphate (2’-MANT-ADP) and 3’-MANT-ADP are fluorescent ADP derivatives, which undergo spontaneous isomerization.1 2’(3’)-MANT-ADP selectively inhibits recombinant mammalian adenylyl cyclase 1 (AC1), AC2, AC5, and AC6 (Kis = 250, 1,500, 270, and 380 nM, respectively), bovine lung soluble guanylyl cyclase (sGC; Ki = 400 nM), and B. anthracis edema factor AC toxin (Ki = 450 nM) over rat testis soluble AC (sAC) and B. pertussis AC toxin (Kis = 15 and 18 µM, respectively). Formation of 2’(3’)-MANT-ADP from 2’(3’)-MANT-ATP (Item No. 38467) has been used to quantify the activity of the ATPase kinesin.2 A related derivative, 2'(3')-MANT-ATP (Item No. 38469), displays an emission maximum of 446 nm upon excitation at 350 nm.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gille, A., Lushington, G.H., Mou, T.-C., et al. Differential inhibition of adenylyl cyclase isoforms and soluble guanylyl cyclase by purine and pyrimidine nucleotides. The Journal of Biological Chemisty 279(19), 19955-19969 (2004).

    2. Ma, Y.-Z., and Taylor, E.W. Mechanism of microtubule kinesin ATPase. Biochemistry 34(40), 13242-13251 (1995).

    3. 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).