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
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About This Item
Empirical Formula (Hill Notation):
C19H21N3O5S
CAS Number:
Molecular Weight:
403.45
UNSPSC Code:
12352200
NACRES:
NA.28
MDL number:
Assay:
>95% (HPLC)
Form:
solid
Storage condition:
OK to freeze
Quality Segment
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
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.
Outeiro, TF., et al. 2007. Science317, 516.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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