An inhibitor of PTP4A3
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PRL-3 Inhibitor

Item No. 18719

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[[5-bromo-2-[(2-bromophenyl)methoxy]phenyl]methylene]-2-thioxo-4-thiazolidinone
CAS Number
893449-38-2
Synonyms
  • BR-1
  • P0108
  • Phosphatase of Regenerating Liver 3 Inhibitor
  • PTP4A3 Inhibitor
Molecular Formula
C17H11Br2NO2S2
Formula Weight
485.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 16 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/ml
λmax
273, 384 nm
SMILES
BrC1=CC=C(OCC2=C(Br)C=CC=C2)C(/C=C3C(NC(S\3)=S)=O)=C1
InChi Code
InChI=1S/C17H11Br2NO2S2/c18-12-5-6-14(22-9-10-3-1-2-4-13(10)19)11(7-12)8-15-16(21)20-17(23)24-15/h1-8H,9H2,(H,20,21,23)/b15-8+
InChi Key
HXNBAOLVPAWYLT-OVCLIPMQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    PRL-3 inhibitor is a cell-permeable benzylidene rhodamine that inhibits PRL-3 (IC50 = 900 nM for human PRL-3 in vitro), with minimal activity against other phosphatases.1,2 It reduces the invasion of mouse melanoma B16F10 cells in a cell-based assay.1 PRL-3 inhibitor has been used to elucidate the actions of this enzyme, demonstrating that it dephosphorylates Tyr783 on integrin β1 and modulates VEGF-mediated endothelial cell migration.3,4 It dose-dependently inhibits the growth and triggers apoptosis in cancer cell lines.5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ahn, J.H., Kim, S.J., Park, W.S., et al. Synthesis and biological evaluation of rhodanine derivatives as PRL-3 inhibitors. Bioorg. Med. Chem. Lett. 16(11), 2996-2999 (2006).

    2. Min, G., Lee, S.K., Kim, H.N., et al. Rhodanine-based PRL-3 inhibitors blocked the migration and invasion of metastatic cancer cells. Bioorg. Med. Chem. Lett. 23(13), 3769-3774 (2013).

    3. Tian, W., Qu, L., Meng, L., et al. Phosphatase of regenerating liver-3 directly interacts with integrin β1 and regulates its phosphorylation at tyrosine 783. BMC Biochem. 13:22, (2012).

    4. Zimmerman, M.W., McQueeney, K.E., Isenberg, J.S., et al. Protein-tyrosine phosphatase 4A3 (PTP4A3) promotes vascular endothelial growth factor signaling and enables endothelial cell motility. The Journal of Biological Chemisty 289(9), 5904-5913 (2014).

    5. Ooki, A., Yamashita, K., Kikuchi, S., et al. Therapeutic potential of PRL-3 targeting and clinical significance of PRL-3 genomic amplification in gastric cancer. BMC Cancer 11:122, (2011).

    6. Zhou, J., Bi, C., Chng, W.J., et al. PRL-3, a metastasis associated tyrosine phosphatase, is involved in FLT3-ITD signaling and implicated in anti-AML therapy. PLoS One 6(5), (2011).