Fluorescent GDP derivatives
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2'(3')-O-(N'-Methylanthraniloyl)guanosine-5'-O-diphosphate (sodium salt)

Item No. 38468

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2′(or 3′)-[2-(methylamino)benzoate] guanosine 5′-(trihydrogen diphosphate), trisodium salt
Synonyms
  • 2’(3’)-MANT-GDP
Molecular Formula
C18H19N6O12P2 • 3Na
Formula Weight
642.3
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([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([O-])([O-])=O)=O)O[C@H]5N7C=NC8=C7NC(N)=NC8=O.[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/2C18H22N6O12P2.6Na/c1-20-9-5-3-2-4-8(9)17(27)35-13-10(6-33-38(31,32)36-37(28,29)30)34-16(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)35-13-12(25)10(6-33-38(31,32)36-37(28,29)30)34-16(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)(H2,28,29,30)(H3,19,22,23,26);;;;;;/q;;6*+1/p-6/t2*10-,12-,13-,16-;;;;;;/m11....../s1
InChi Key
ZGBGIPPTMZSMQB-LYOFXLEASA-H
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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    2.9 mg

    $253

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    Product Description

    2'-O-(N'-Methylanthraniloyl)guanosine-5'-O-diphosphate (2’-MANT-GDP) and 3’-MANT-GDP are fluorescent GDP derivatives, which undergo spontaneous isomerization.1 2’(3’)-MANT-GDP selectively inhibits recombinant mammalian adenylyl cyclase 1 (AC1), AC2, AC5, AC6, and bovine lung soluble guanylyl cyclase (sGC; Kis = 430, 2,600, 510, 320, and 4,200 nM, respectively) over B. anthracis edema factor AC toxin, rat testis soluble AC (sAC), and B. pertussis AC toxin (Kis = 37, 48, and 60 µM, respectively). 2’(3’)-MANT-GDP has been used to quantify guanine nucleotide exchange of GTPases.2 A related derivative, 2'(3')-MANT-GTP (Item No. 38469), displays an emission maximum of 442 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. Tan, Y., and Sun, Q. A mant-GDP dissociation assay to compare the guanine nucleotide binding preference of small GTPases. Bio. Protoc. 11(2), e3886 (2021).

    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).