A nucleotide and dual P2Y2 and P2Y4 receptor agonist
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

UTP (sodium salt)

Item No. 9003530

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
uridine 5′-(tetrahydrogen triphosphate), trisodium salt
CAS Number
19817-92-6
Synonyms
  • NSC 20260
  • UTP
Molecular Formula
C9H12N2O15P3 • 3Na
Formula Weight
550.1
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
λmax
262 nm
SMILES
O=P(OP(OP(O)([O-])=O)([O-])=O)([O-])OC[C@@H]1[C@@H](O)[C@@H](O)[C@@](N2C(NC(C=C2)=O)=O)([H])O1.[Na+].[Na+].[Na+]
InChi Code
InChI=1S/C9H15N2O15P3.3Na/c12-5-1-2-11(9(15)10-5)8-7(14)6(13)4(24-8)3-23-28(19,20)26-29(21,22)25-27(16,17)18;;;/h1-2,4,6-8,13-14H,3H2,(H,19,20)(H,21,22)(H,10,12,15)(H2,16,17,18);;;/q;3*+1/p-3/t4-,6-,7-,8-;;;/m1.../s1
InChi Key
MMJGIWFJVDOPJF-LLWADOMFSA-K
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    100 mg

    $40

    Add

    500 mg

    $77

    Add

    1 g

    $132

    Add

    5 g

    $561

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    UTP is a nucleotide and dual agonist of purinergic P2Y2 and P2Y4 receptors (EC50s = 55 and 80 nM, respectively, for stimulation of phospholipase C in 1321N1 cells expressing human receptors).1,2 It is selective for P2Y2 and P2Y4 receptors over P2Y6 receptors (EC50 = >10,000 nM).2 UTP stimulates proliferation of PANC-1 cells (EC50 = 13.1 μM), an effect that can be prevented by siRNA against the P2Y2 receptor.1 It induces vasoconstriction in perfused isolated canine epicardial coronary artery in a concentration-dependent manner.3 UTP is formed from uridine monophosphate (UMP) by two sequential phosphorylations and can be converted to cytidine 5'-triphosphate (CTP; Item No. 18147).4 It also reacts with glucose-1-phosphate (Item No. 30566) to form UDP-glucose (Item No. 15602), a precursor in the biosynthesis of glycogen.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Choi, J.H., Ji, Y.G., and Lee, D.H. Uridine triphosphate increases proliferation of human cancerous pancreatic duct epithelial cells by activating P2Y2 receptor. Pancreas 42(4), 680-686 (2013).

    2. Maruoka, H., Jayasekara, M.P.S., Barrett, M.O., et al. Pyrimidine nucleotides with 4-alkyloxyimino and terminal tetraphosphate δ-ester modifications as selective agonists of the P2Y4 receptor. J. Med. Chem. 54(12), 4018-4033 (2011).

    3. Matsumoto, T., Nakane, T., and Chiba, S. UTP induces vascular responses in the isolated and perfused canine epicardial coronary artery via UTP-preferring P2Y receptors. Br. J. Pharmacol. 122(8), 1625-1632 (1997).

    4. Berg, J.M., Tymoczko, J.L., and Stryer, L. In de novo synthesis, the pyrimidine ring is assembled from bicarbonate, aspartate, and glutamine. Biochemistry (2002).

    5. Berg, J.M., Tymoczko, J.L., and Stryer, L. Glycogen is synthesized and degraded by different pathways. Biochemistry (2002).