| Identification | Back Directory | [Name]
LDN-57444 | [CAS]
668467-91-2 | [Synonyms]
CS-988
LDN-57444
UCH-L1 Inhibitor
LDN 57444, >=98%
LDN-57444/LDN57444
LDN-57444 USP/EP/BP
UCH-L1 INHIBITOR;LDN57444
UCH-L1 Inhibitor - CAS 668467-91-2 - Calbiochem
3-(Acetoxyimino)-5-chloro-1-(2,5-dichlorobenzyl)indolin-2-one
(Z)-3-(Acetoxyimino)-5-chloro-1-(2,5-dichlorobenzyl)indolin-2-one
5-Chloro-1-[(2,5-dichlorophenyl)methyl]-1H-indole-2,3-dione3-(O-acetyloxime)
3-(O-acetyloxime), 5-chloro-1-[(2,5-dichlorophenyl)methyl]-1H-Indole-2,3-dione
1H-Indole-2,3-dione, 5-chloro-1-[(2,5-dichlorophenyl)methyl]-, 3-(O-acetyloxime)
5-Chloro-1-[(2,5-dichlorophenyl)methyl]-1H-indole-2,3-dione 3-(O-acetyloxime) LDN 57444 | [Molecular Formula]
C17H11Cl3N2O3 | [MDL Number]
MFCD09037562 | [MOL File]
668467-91-2.mol | [Molecular Weight]
397.64 |
| Chemical Properties | Back Directory | [Boiling point ]
534.4±60.0 °C(Predicted) | [density ]
1.50±0.1 g/cm3(Predicted) | [storage temp. ]
Desiccate at +4°C | [solubility ]
DMSO: soluble16mg/mL | [form ]
solid | [pka]
-2.57±0.20(Predicted) | [color ]
Yellow | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 week. |
| Hazard Information | Back Directory | [Description]
The ubiquitin C-terminal hydrolase L1 (UCH-L1) is a member of a family of de-ubiquitinating enzymes that can generate free ubiquitin from ubiquitin precursors via its ubiquitin ligase activity. By associating with free ubiquitin, it also prevents its degradation. Neuronal UCH-L1 has been linked to Parkinson’s disease, the development of tumors, and neuropathic pain.1 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).2 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.1 | [Uses]
LDN 57444 is an inhibitor of UCH-L1, an enzyme expressed by certain lung tumor-derived cell lines, suggesting that this enzyme plays a role in tumor progression. | [Biochem/physiol Actions]
LDN-57444 is a potent, reversible, competitive and active site-directed inhibitor of UCHL1 | [References]
1) Liu et al. (2003), Discovery of inhibitors that elucidate the role of UCH-L1 activity in the H1299 lung cancer cell line; Chem. Biol., 10 837
2) Tan et al. (2008), Endoplasmic reticulum stress contributes to the cell death induced by UCH-L1 inhibitor; Mol. Cell. Biochem., 318 109
3) Cartier et al. (2009), Regulation of synaptic structure by ubiquitin C-terminal hydrolase L1; J. Neurosci., 29 7857 |
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