An inhibitor of UCH-L1
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LDN-57444

Item No. 15396

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-chloro-1-[(2,5-dichlorophenyl)methyl]-1H-indole-2,3-dione 3-(O-acetyloxime)
CAS Number
668467-91-2
Synonyms
  • Ubiquitin C-terminal Hydrolase L1 Inhibitor
  • UCH-L1 Inhibitor
Molecular Formula
C17H11Cl3N2O3
Formula Weight
397.6
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMF:PBS(pH7.2) (1:2): 0.3 mg/mlDMSO: 3 mg/ml
λmax
226, 254 nm
SMILES
O=C1N(CC2=C(Cl)C=CC(Cl)=C2)C3=CC=C(Cl)C=C3/C1=N/OC(C)=O
InChi Code
InChI=1S/C17H11Cl3N2O3/c1-9(23)25-21-16-13-7-12(19)3-5-15(13)22(17(16)24)8-10-6-11(18)2-4-14(10)20/h2-7H,8H2,1H3/b21-16-
InChi Key
OPQRFPHLZZPCCH-PGMHBOJBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $86

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    10 mg

    $120

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    25 mg

    $253

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    Product Description

    LDN-57444 is an inhibitor of UCH-L1 activity (IC50 = 0.88, Ki = 0.4 μM) that demonstrates selectivity for UCH-L1 compared to UCH-L3 (IC50 = 25 μM).1 Loss of UCH-L1 activity causes cell death through the apoptosis pathway due to an impaired ubiquitin-proteasome pathway. LDN-57444-induced reduction of free ubiquitin has been shown to create dramatic alterations in synaptic structure and function, increasing spine size while decreasing spine density in hippocampal neurons.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, Y., Lashuel, H.A., Choi, S., et al. Discovery of inhibitors that elucidate the role of UCH-L1 activity in the H1299 lung cancer cell line. Chem. Biol. 10(9), 837-846 (2003).

    2. Cartier, A.E., Djakovic, S.N., Salehi, A., et al. Regulation of synaptic structure by the ubiquitin C-terminal hydrolase UCH-L1. J. Neurosci. 29(24), 7857-7868 (2009).