An isomer of GTP
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Isoguanosine-5'-O-triphosphate (sodium salt)

Item No. 38567

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3-dihydro-2-oxo-adenosine 5′-(tetrahydrogen triphosphate), tetrasodium salt
Synonyms
  • 2-hydroxy ATP
  • isoGTP
  • 2-Hydroxyadenosine 5’-triphosphate
Molecular Formula
C10H12N5O14P3 • 4Na
Formula Weight
611.1
Purity
≥95%
Formulation (Request formulation change)
A 10 mM solution in water
Solubility(Learn about Variance in Solubility)
Water: Soluble
SMILES
O[C@@H]1[C@H](O)[C@@H](COP([O-])(OP(OP([O-])([O-])=O)([O-])=O)=O)O[C@H]1N2C=NC(C(N)=N3)=C2NC3=O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C10H16N5O14P3.4Na/c11-7-4-8(14-10(18)13-7)15(2-12-4)9-6(17)5(16)3(27-9)1-26-31(22,23)29-32(24,25)28-30(19,20)21;;;;/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H,24,25)(H2,19,20,21)(H3,11,13,14,18);;;;/q;4*+1/p-4/t3-,5-,6-,9-;;;;/m1..../s1
InChi Key
KPUKDYABQHKMLY-ZVQJTLEUSA-J
Shipping & Storage Information
Storage
-80°C
Shipping
Dry ice in continental US; may vary elsewhere
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    500 µg

    $141

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    Product Description

    Isoguanosine-5'-O-triphosphate is an isomer of guanosine 5'-triphosphate (GTP; Item No. 16060) and a phosphorylated form of crotonoside (Item No. 28219). Unlike GTP, isoguanosine-5'-O-triphosphate does not stimulate microtubule assembly.1 Isoguanosine-5'-O-triphosphate (2 mM) inhibits transcription and induces T to C mutations in a reverse transcriptase assay.2 It has been used to determine the substrate specificity of phosphofructokinase and mutT homolog 1 (MTH1).3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Muraoka, M., Fukuzawa, H., Nishida, A., et al. The effects of various GTP analogues on microtubule assembly. Cell Struct. Funct. 24(2), 101-109 (1999).

    2. Kamiya, H., Suzuki, A., Kawai, K., et al. Mutagenic properties of oxidized GTP and ATP in in vitro transcription-reverse transcription. Nucleic Acids Symp. Ser. (Oxf.) 50, 99-100 (2006).

    3. Bârzu, O., Tilinca, R., Porutiu, D., et al. Specificity of rabbit muscle phosphofructokinase for nucleotides as substrates or as allosteric effectors. Arch. Biochem. Biophys. 182(1), 42-51 (1977).

    4. Fujikawa, K., Kamiya, H., Yakushiji, H., et al. Human MTH1 protein hydrolyzes the oxidized ribonucleotide, 2-hydroxy-ATP. Nucleic Acids Res. 29(2), 449-454 (2001).