An inhibitor of mRNA-capping enzyme subunit β
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6-Chloropurine riboside-5'-triphosphate (sodium salt)

Item No. 38553

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-chloro-9-[5-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-β-D-ribofuranosyl]-9H-purine, tetrasodium salt
Synonyms
  • 6-chloro PuTP
Molecular Formula
C10H10ClN4O13P3 • 4Na
Formula Weight
614.5
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](COP(OP(OP([O-])([O-])=O)([O-])=O)([O-])=O)O[C@@H](N2C3=NC=NC(Cl)=C3N=C2)[C@@H]1O.[Na+].[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C10H14ClN4O13P3.4Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20;;;;/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,18,19,20);;;;/q;4*+1/p-4/t4-,6-,7-,10-;;;;/m1..../s1
InChi Key
UYZNRZQPHVRPII-KWIZKVQNSA-J
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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    2.6 mg

    $292

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    Cayman Chemical
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    Product Description

    6-Chloropurine riboside-5'-triphosphate is an inhibitor of the RNA triphosphatase mRNA-capping enzyme subunit β (Cet1; IC50 = 2 µM for the GTPase activity of the S. cerevisiae enzyme) and a phosphorylated form of 6-chloropurine riboside (Item No. 36002).1 It also activates E. coli aspartate carbamoyltransferase (EC50 = 0.76 mM).2 6-Chloropurine riboside-5'-triphosphate has been used in the synthesis of cytokinins with anticancer activity and a photoclickable form of ATP.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Issur, M., Despins, S., Bougie, I., et al. Nucleotide analogs and molecular modeling studies reveal key interactions involved in substrate recognition by the yeast RNA triphosphatase. Nucleic Acids Res. 37(11), 3714-3722 (2009).

    2. Sakash, J.B., Tsen, A., and Kantrowitz, E.R. The use of nucleotide analogs to evaluate the mechanism of the heterotropic response of Escherichia coli aspartate transcarbamoylase. Protein Sci. 9(1), 53-63 (2000).

    3. Voller, J., Zatloukal, M., Lenobel, R., et al. Anticancer activity of natural cytokinins: A structure-activity relationship study. Phytochemistry 71(11-12), 1350-1359 (2010).

    4. Jelcic, M., Wang, K., Hui, K.L., et al. A photo-clickable ATP-mimetic reveals nucleotide interactors in the membrane proteome. Cell Chem. Biol. 27(8), 1073-1083 (2020).