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Merck

566320

Sirtinol

A cell-permeable 2-hydroxy-1-naphthaldehyde derivative that acts as a specific and direct inhibitor of the sirtuin class of deacetylase activity with no affect on human HDAC1.

Sinónimos:

Sirtinol, 2-[(2-Hydroxynaphthalen-1-ylmethylene)amino]-N-(1-phenethyl)benzamide, Sir Two Inhibitor Naphthol, SIRT1 Inhibitor I, SIRT1/2 Inhibitor I, SIRT2 Inhibitor III

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Fórmula empírica (notación de Hill):
C26H22N2O2
Número CAS:
Peso molecular:
394.47
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥97% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
Servicio técnico
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Quality Segment

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

yellow

solubility

DMSO: 1 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

N([C@@H](C)c4ccccc4)C(=O)c1c(cccc1)N\C=C2\c3c(cccc3)C=CC\2=O

InChI

1S/C26H22N2O2/c1-18(19-9-3-2-4-10-19)28-26(30)22-13-7-8-14-24(22)27-17-23-21-12-6-5-11-20(21)15-16-25(23)29/h2-18,27H,1H3,(H,28,30)/b23-17-/t18-/m0/s1

InChI key

YUGODMKHHCZZOI-ZVTCDHROSA-N

General description

A cell-permeable 2-hydroxy-1-naphthaldehyde derivative that acts as a specific and direct inhibitor of the sirtuin class of deacetylase activity with no affect on human HDAC1 (IC50 = 48 µM, 131 µM and 58 µM for ySir2, hSIRT1 and hSIRT2, respectively). Reported to inhibit Sir2p transcriptional silencing activity in vivo (IC50 = 25 µM), and NAD-dependent histone deacetylase activity of purified recombinant yeast Sir2p and human SIRT2 in vitro (IC50 = 70 µM and 40 µM, respectively). A 10 mM (1 mg/254 µl) solution of Sirtinol (Cat. No. 566321) in DMSO is also available.
A cell-permeable 2-hydroxy-1-napthaldehyde derivative that acts as a specific and a direct inhibitor of sirtuin class of histone deacetylase (HDAC) activity. Does not affect human HDAC1. Reported to block Sir2p transcriptional silencing activity in vivo (IC50 = 25 µM) and NAD-dependent HDAC activity in purified recombinant yeast Sir2p and human SIRT2 in vitro (IC50 = 68 µM and 38 µM, respectively).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Human HDAC1
Product does not compete with ATP.
Reversible: no
Target IC50: 48 µM, 131 µM and 58 µM for ySir2, hSIRT1 and hSIRT2

Packaging

Packaged under inert gas

Preparation Note

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

Other Notes

Mai, A., et al. 2005. J. Med. Chem.48, 7789.
Grozinger, C.M., et al. 2001. J. Biol. Chem.276, 38837.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)


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Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 1



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