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SML0152

Sigma-Aldrich

AK-7

≥98% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C19H21BrN2O3S
CAS Number:
420831-40-9
Molecular Weight:
437.35
MDL number:
MFCD03140195
UNSPSC Code:
12352200
PubChem Substance ID:
329825200
NACRES:
NA.25

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥15 mg/mL

storage temp.

2-8°C

SMILES string

Brc1cccc(NC(=O)c2cccc(c2)S(=O)(=O)N3CCCCCC3)c1

InChI

1S/C19H21BrN2O3S/c20-16-8-6-9-17(14-16)21-19(23)15-7-5-10-18(13-15)26(24,25)22-11-3-1-2-4-12-22/h5-10,13-14H,1-4,11-12H2,(H,21,23)

InChI key

IYAYHZZWYNXHEQ-UHFFFAOYSA-N

General description

AK-7 (3-(1-azepanylsulfonyl)-N-(3-bromphenyl) benzamide) is a cell- and brain-permeable, selective SIRT2 (sirtuin 2) inhibitor.

Application

AK-7 has been used in cell culture and cell treatment.

Biochem/physiol Actions

In neurons, the sirtuin 2 inhibitor AK-7 is neuroprotective in vitro and decreases polyglutamine inclusions and cholesterol levels. In mice, treatment with brain-permeable SIRT2 inhibitor AK-7 led to improved motor function, extended survival and decreased brain atrophy. AK-7 decreases the polyglutamine aggregation in R6/2 brain.
Selective SIRT2 Inhibitor AK-7 is a brain penetrant selective SIRT2 inhibitor. No inhibition of SIRT1 or SIRT3 detected.
AK-7 is a brain penetrant selective SIRT2 inhibitor. No inhibition of SIRT1 or SIRT3 detected.
Selective SIRT2 Inhibitor

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The sirtuin 2 inhibitor AK-7 is neuroprotective in Huntington's disease mouse models
Chopra V, et al.
Cell Reports, 2(6), 1492-1497 (2012)
Aging-related rotenone-induced neurochemical and behavioral deficits: role of SIRT2 and redox imbalance, and neuroprotection by AK-7
Wang X,et al.
Drug design, development and therapy (2015)
Nagako Sougawa et al.
Transplantation, 103(5), e119-e127 (2019-02-08)
The extracellular matrix, in particular basement membrane components such as laminins (LMs), is essential for stem cell differentiation and self-renewal. LM511 and LM221 are the main extracellular matrix components of the epicardium, where stem cells were abundant. Here, we examined
Alpha-synuclein alters differently gene expression of Sirts, PARPs and other stress response proteins: implications for neurodegenerative disorders
Motyl J, et al.
Molecular Neurobiology, 55(1), 727-740 (2018)
Matthew A Kunicki et al.
Journal of immunology (Baltimore, Md. : 1950), 200(1), 336-346 (2017-11-29)
Human CD3
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