566331

SIRT2 Inhibitor II, AK-1

The SIRT2 Inhibitor II, AK-1, also referenced under CAS 330461-64-8, controls the biological activity of SIRT2. This small molecule/inhibitor is primarily used for Cell Structure applications.

• Synonym(s): SIRT2 Inhibitor II, AK-1, 3-(azepan-1-ylsulfonyl)-N-(3-nitrophenyl)benzamide, SIRT2 Inhibitor II, AK-1
• Empirical Formula (Hill Notation): C₁₉H₂₁N₃O₅S
• CAS Number: 330461-64-8
• Molecular Weight: 403.45
• UNSPSC Code: 12352200
• NACRES: NA.28
• MDL number: MFCD01122550
• Assay: >95% (HPLC)
• Form: solid
• Storage condition: OK to freeze

Properties

• Quality Segment: 100
• assay: >95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: off-white
• solubility: DMSO: 50 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: [S](=O)(=O)(N3CCCCCC3)c1cc(ccc1)C(=O)Nc2cc(ccc2)[N+](=O)[O-]
• InChI: 1S/C19H21N3O5S/c23-19(20-16-8-6-9-17(14-16)22(24)25)15-7-5-10-18(13-15)28(26,27)21-11-3-1-2-4-12-21/h5-10,13-14H,1-4,11-12H2,(H,20,23)
• InChI key: HAYBKCHPEBZNGW-UHFFFAOYSA-N

Description

General description

A cell permeable, benzylsulfonamide that inhibits SIRT2 activity (IC₅₀= 12.5 µM through enzymatic assay) by targeting the SIRT2 nicotinamide binding site, but may also target SIRT1 and SIRT3 (IC₅₀ >40 µM) with much less potency. Western analysis illustrates that treatment with AK-1 (>25 µM) leads to an increase in acetylated tubulin. AK-1 (1 to 10 µM) is shown to rescue neuronal dysfunction in two in vivo models of Huntington′s Disease (HD) in Dropshila and Caenorhabditis elegans. It also demonstrates recovery of neuronal toxicity in a primary model of HD from 1µM to 4 µM similar to that of genetic SIRT2 inhibition, and also correlates with the negative regulation of sterol biosynthesis.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Luthi-Carter, R., et al. 2010. Proc. Natl. Acad. Sci.107, 7927.
Outeiro, TF., et al. 2007. Science317, 516.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Safety Information

• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable