A deubiquitinase inhibitor
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WP1130

Item No. 15227

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E)-3-(6-bromo-2-pyridinyl)-2-cyano-N-[1S-phenylbutyl]-2-propenamide
CAS Number
856243-80-6
Synonyms
  • Degrasyn
Molecular Formula
C19H18BrN3O
Formula Weight
384.3
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7) (1:10): 0.09 mg/mlDMSO: 16 mg/mlEthanol: 10 mg/ml
λmax
260, 312 nm
SMILES
BrC1=NC(/C=C(C(N[C@H](C2=CC=CC=C2)CCC)=O)\C#N)=CC=C1
InChi Code
InChI=1S/C19H18BrN3O/c1-2-7-17(14-8-4-3-5-9-14)23-19(24)15(13-21)12-16-10-6-11-18(20)22-16/h3-6,8-12,17H,2,7H2,1H3,(H,23,24)/b15-12+/t17-/m0/s1
InChi Key
LIDOPKHSVQTSJY-VMEIHUARSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    25 mg

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    50 mg

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    Cayman Chemical
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    Product Description

    WP1130 is a second-generation tyrphostin derivative that inhibits the deubiquitinase activity of USP9x, USP5, USP14, and UCH37.1,2 At 5 μM, WP1130-mediated inhibition of tumor-activated DUBs induces a rapid accumulation of protein-ubiquitin conjugates, resulting in the formation of aggresomes and apoptosis in a variety of tumor cells.2 Through this mechanism, WP1130 has been shown to downregulate the antiapoptotic proteins Bcr/Abl and Jak2 and to upregulate the proapoptotic proteins MCL-1 and p53.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bartholomeusz, G.A., Talpaz, M., Kapuria, V., et al. Activation of a novel Bcr/Abl destruction pathway by WP1130 induces apoptosis of chronic myelogenous leukemia cells. Blood 109(8), 3470-3478 (2007).

    2. Kapuria, V., Peterson, L.F., Fang, D., et al. Deubiquitinase inhibition by small-molecule WP1130 triggers aggresome formation and tumor cell apoptosis. Cancer Res. 70(22), 9265-9276 (2010).