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.

• Sinonimo/i: 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
• Formula empirica (notazione di Hill): C₂₆H₂₂N₂O₂
• Numero CAS: 410536-97-9
• Peso molecolare: 394.47
• Numero MDL: MFCD00810186
• Codice UNSPSC: 12352200
• NACRES: NA.77

Proprietà

• Livello qualitativo: 100
• Saggio: ≥97% (HPLC)
• Stato: solid
• Produttore/marchio commerciale: Calbiochem^®
• Condizioni di stoccaggio: OK to freeze; protect from light
• Colore: yellow
• Solubilità: DMSO: 1 mg/mL
• Condizioni di spedizione: ambient
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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; YUGODMKHHCZZOI-ZVTCDHROSA-N

Descrizione

Descrizione generale

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).

Azioni biochim/fisiol

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

Confezionamento

Packaged under inert gas

Attenzione

Toxicity: Standard Handling (A)

Ricostituzione

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

Altre note

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

Note legali

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

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 1