An inhibitor of TPase
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KIN59

Item No. 19833

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5'-O-(triphenylmethyl)-inosine
CAS Number
4152-77-6
Synonyms
  • 5’-O-Tritylinosine
Molecular Formula
C29H26N4O5
Formula Weight
510.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mLDMSO: 10 mg/mLDMSO:PBS(pH 7.2) (1:4): 0.2 mg/mLEthanol: 0.3 mg/mL
SMILES
O[C@H]1[C@@H](O)[C@H](N2C=NC3=C2N=CNC3=O)O[C@@H]1COC(C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6
InChi Code
InChI=1S/C29H26N4O5/c34-24-22(38-28(25(24)35)33-18-32-23-26(33)30-17-31-27(23)36)16-37-29(19-10-4-1-5-11-19,20-12-6-2-7-13-20)21-14-8-3-9-15-21/h1-15,17-18,22,24-25,28,34-35H,16H2,(H,30,31,36)/t22-,24-,25-,28-/m1/s1
InChi Key
YEPZMZDCXFRHCL-ZYWWQZICSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $37

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    50 mg

    $132

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    100 mg

    $229

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    Cayman Chemical
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    Product Description

    KIN59 is a purine riboside derivative that allosterically inhibits thymidine phosphorylase (TPase; IC50s = 44 and 67 µM for purified E. coli and human enzymes, respectively).1,2 Through this action, KIN59 blocks the conversion of thymidine to thymine. KIN59 inhibits TPase-induced angiogenesis in a chicken chorioallantoic membrane assay and reduces endothelial cell migration without impacting proliferation.1,2 KIN59 also inhibits the binding of fibroblast growth factor 2 (FGF2) to FGF receptor 1, preventing the growth and neovascularization of subcutaneous tumors induced by FGF2-transformed endothelial cells injected in immunodeficient nude mice.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liekens, S., Hernández, A.-I., Ribatti, D., et al. The nucleoside derivative 5'-O-trityl-inosine (KIN59) suppresses thymidine phosphorylase-triggered angiogenesis via a noncompetitive mechanism of action. The Journal of Biological Chemisty 279(28), 29598-29605 (2004).

    2. Liekens, S., Bronckaers, A., Hernández, A.-I., et al. 5'-O-tritylated nucleoside derivatives: inhibition of thymidine phosphorylase and angiogenesis. Mol. Pharmacol. 70(2), 501-509 (2006).

    3. Liekens, S., Bronckaers, A., Belleri, M., et al. The thymidine phosphorylase inhibitor 5'-O-tritylinosine (KIN59) is an antiangiogenic multitarget fibroblast growth factor-2 antagonist. Mol. Cancer Ther. 11(4), 817-829 (2012).