b-AP15

Deubiquitinase (DUB) Inhibitor (NSC-687852)

Catalog No. SIH-339

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CAS No. 1009817-63-3
Molecular Formula C22H17N3O6
SKU: SIH-339 Categories: ,

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SIH-339_b-AP15_NSC-687852_Chemical_Structure.png
Product Name b-AP15
Description

Deubiquitinase (DUB) Inhibitor (NSC-687852)

Purity >98%
CAS No. 1009817-63-3
Molecular Formula C22H17N3O6
Molecular Weight 419.4
Field of Use Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only.

Properties

Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Inhibitor
Solubility Soluble in 35 mg/ml DMSO
Source Synthetic
Appearance Pale Yellow Solid
SMILES C=CC(=O)N1C/C(=CC2=CC=C(C=C2)[N+](=O)[O-])/C(=O)/C(=C/C3=CC=C(C=C3)[N+](=O)[O-])/C1
InChI InChI=1S/C22H17N3O6/c1-2-21(26)23-13-17(11-15-3-7-19(8-4-15)24(28)29)22(27)18(14-23)12-16-5-9-20(10-6-16)25(30)31/h2-12H,1,13-14H2/b17-11+,18-12+
InChIKey GFARQYQBWJLZMW-JYFOCSDGSA-N
Safety Phrases Classification: Caution – Substance not yet fully tested.
Safety Phrases:
S22 - Do not breathe dust
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection
S24/25- Avoid contact with skin and eyes
Cite This Product b-AP15 (NSC-687852) (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-339)

Biological Description

Alternative Names (3E,5E)-1-Acryloyl-3,5-bis(4-nitrobenzylidene)-4-piperidinone
Research Areas Apoptosis, Cancer
PubChem ID 5351435
Scientific Background b-AP15 is a selective inhibitor of the deubiquitinating enzymes UCHL5 and USP14, which are associated with the 19S regulatory particle of the proteasome. By blocking these enzymes, b-AP15 disrupts the removal of ubiquitin chains from proteasome substrates, leading to accumulation of polyubiquitinated proteins and induction of apoptosis. This mechanism has been explored in cancer models, but also holds relevance in neurodegenerative disease research, where impaired proteasomal degradation and protein aggregation are hallmark features. b-AP15 provides a valuable tool for studying the role of deubiquitination in neuronal proteostasis and may inform therapeutic strategies targeting the ubiquitin-proteasome system in disorders such as ALS and Huntington’s disease.
References 1. D’Arcy P., et al. (2011) Nature Medicine 17: 1636.

Product Images

<p>Chemical structure of b-AP15 (NSC-687852) (SIH-339), a DUB inhibitor. CAS #: 1009817-63-3. Molecular Formula: C22H17N3O6. Molecular Weight: 419.4 g/mol.</p>

Chemical structure of b-AP15 (NSC-687852) (SIH-339), a DUB inhibitor. CAS #: 1009817-63-3. Molecular Formula: C22H17N3O6. Molecular Weight: 419.4 g/mol.

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