NSC 687852

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Cat.No. 4566 - NSC 687852 | C22H17N3O6 | CAS No. 1009817-63-3
Description: Inhibitor of UCHL5 and USP14
Alternative Names: b-AP15
Chemical Name: 3,5-Bis[(4-nitrophenyl)methylene]-1-(1-oxo-2-propene-1-yl)-4-piperidone
Purity: ≥97% (HPLC)
Datasheet
Citations
Reviews
Literature (1)

Biological Activity

Inhibitor of 19S regulatory particle associated deubiquitinating enzymes (DUBs), UCHL5 and USP14. Shows minimal inhibition of UCHL-1, UCHL-3, USP2, USP7, USP, BAP1 and proteasome activity. Induces apoptosis by cathepsin D-dependent caspase-cleavage (IC50 = 0.5 μM). Displays antitumor activity in vivo.

Technical Data

M. Wt 419.39
Formula C22H17N3O6
Storage Store at +4°C
Purity ≥97% (HPLC)
CAS Number 1009817-63-3
PubChem ID 5351435
InChI Key GFARQYQBWJLZMW-JYFOCSDGSA-N
Smiles O=C(/C(CN(C(C=C)=O)C3)=C/C2=CC=C([N+]([O-])=O)C=C2)/C3=C/C1=CC=C([N+]([O-])=O)C=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 41.94 100

Preparing Stock Solutions

The following data is based on the product molecular weight 419.39. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.38 mL 11.92 mL 23.84 mL
5 mM 0.48 mL 2.38 mL 4.77 mL
10 mM 0.24 mL 1.19 mL 2.38 mL
50 mM 0.05 mL 0.24 mL 0.48 mL

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References

References are publications that support the biological activity of the product.

Berndtsson et al (2009) Induction of the lysosomal apoptosis pathway by inhibitors of the ubiquitin-proteasome system. Int.J.Cancer 124 1463 PMID: 19089926

D'Arcy et al (2011) Inhibition of proteasome deubiquitinating activity as a new cancer therapy. Nat.Med. 17 1636 PMID: 22057347


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Keywords: NSC 687852, NSC 687852 supplier, NSC687852, 19S, regulatory, particle, associated, deubiquitylating, enzymes, DUBs, apoptosis, UCHL5, USP14, cathepsin, D, dependent, caspase, cleavage, antitumor, b-AP15, Deubiquitinating, Enzymes, Apoptosis, Inducers, 4566, Tocris Bioscience

Citations for NSC 687852

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