Fluorescent GTP derivatives
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2'(3')-O-(N'-Methylanthraniloyl)guanosine-5'-O-triphosphate (sodium salt)

Item No. 38469

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2′(or 3′)-[2-(methylamino)benzoate] guanosine 5′-(tetrahydrogen triphosphate), tetrasodium salt
Synonyms
  • 2'(3')-MANT-GTP
Molecular Formula
C18H19N6O15P3 • 4Na
Formula Weight
744.3
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([O-])(OP(OP([O-])([O-])=O)([O-])=O)=O)O[C@@H](N2C=NC3=C2NC(N)=NC3=O)[C@@H]1OC(C4=C(NC)C=CC=C4)=O.O[C@@H]5[C@H](OC(C6=CC=CC=C6NC)=O)[C@@H](COP([O-])(OP(OP([O-])([O-])=O)([O-])=O)=O)O[C@H]5N7C=NC8=C7NC(N)=NC8=O.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/2C18H23N6O15P3.8Na/c1-20-9-5-3-2-4-8(9)17(27)37-13-10(6-35-41(31,32)39-42(33,34)38-40(28,29)30)36-16(12(13)25)24-7-21-11-14(24)22-18(19)23-15(11)26;1-20-9-5-3-2-4-8(9)17(27)37-13-12(25)10(6-35-41(31,32)39-42(33,34)38-40(28,29)30)36-16(13)24-7-21-11-14(24)22-18(19)23-15(11)26;;;;;;;;/h2*2-5,7,10,12-13,16,20,25H,6H2,1H3,(H,31,32)(H,33,34)(H2,28,29,30)(H3,19,22,23,26);;;;;;;;/q;;8*+1/p-8/t2*10-,12-,13-,16-;;;;;;;;/m11......../s1
InChi Key
VKYSZRXUONZUNS-HTDIHFSASA-F
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    3.3 mg

    $310

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    Product Description

    2'-O-(N-Methylanthraniloyl)guanosine-5'-O-triphosphate (2'-MANT-GTP) and 3'-MANT-GTP are fluorescent GTP derivatives, which undergo spontaneous isomerization.1 2'(3')-MANT-GTP displays an emission maximum of 442 nm upon excitation at 350 nm.2 It inhibits mammalian adenylyl cyclase (AC1), AC2, and AC5 (Kis = 90, 610, and 53 nM, respectively), B. pertussis AC toxin CyaA (Kis = 5.9 and 16 µM, in the presence of manganese and magnesium, respectively), and B. anthracis AC toxin edema factor (Kis = 2.49 and 4.7 µM in the presence of manganese and magnesium, respectively).1,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pinto, C., Lushington, G.H., Richter, M., et al. Structure-activity relationships for the interactions of 2'- and 3'-(O)-(N-methyl)anthraniloyl-substituted purine and pyrimidine nucleotides with mammalian adenylyl cyclases. Biochem. Pharmacol. 82(4), 358-370 (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).

    3. Göttle, M., Dove, S., Steindel, P., et al. Molecular analysis of the interaction of Bordetella pertussis adenylyl cyclase with fluorescent nucleotides. Mol. Pharmacol. 72(3), 526-535 (2007).

    4. Taha, H.M., Schmidt, J., Göttle, M., et al. Molecular analysis of the interaction of anthrax adenylyl cyclase toxin, edema factor, with 2'(3')-O-(N-(methyl)anthraniloyl)-substituted purine and pyrimidine nucleotides. Mol. Pharmacol. 75(3), 693-703 (2009).