567750

Splitomicin

A cell-permeable lactone derived from β-naphthol that acts as a selective inhibitor of NAD⁺-dependent histone deacetylase activity of Sir2 protein (IC₅₀ = 60 µM).

• Synonym(s): Splitomicin, 1,2-Dihydro-3H-naphtho[2,1-b]pyran-3-one
• Empirical Formula (Hill Notation): C₁₃H₁₀O₂
• CAS Number: 5690-03-9
• Molecular Weight: 198.22
• MDL number: MFCD08705254
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥95% (HPLC)
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: off-white
• solubility: DMSO: 100 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• InChI: 1S/C13H10O2/c14-13-8-6-11-10-4-2-1-3-9(10)5-7-12(11)15-13/h1-5,7H,6,8H2
• InChI key: ISFPDBUKMJDAJH-UHFFFAOYSA-N

Description

General description

A cell-permeable and selective inhibitor of NAD⁺-dependent deacetylase activity of Sir2 protein (IC₅₀ = 60 µM). Creates a phenocopy of the sir2 deletion mutant in S. cerevisiae and sensitizes mammalian cells to a variety of DNA-damaging agents by abrogating Sir2p activity on p53. Reported to act by either altering or blocking access to the acetylated histone-binding pocket.

A cell-permeable lactone derived from β-naphthol that acts as a selective inhibitor of NAD⁺-dependent histone deacetylase activity of Sir2 protein (IC₅₀ = 60 µM). It creates a conditional phenocopy of a sir2 deletion mutant in S. cerevisiae and sensitizes mammalian cells to a variety of DNA-damaging agents by abrogating Sir2p activity on p53. Acts by either altering or blocking access to the acetylated histone binding pocket.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
NAD⁺-dependent histone deacetylase activity of Sir2 protein

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 60 µM against NAD+-dependent histone deacetylase activity of Sir2 protein

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Bedalov, A., et al. 2001. Proc. Natl. Acad. Sci. USA98, 15113.

Legal Information

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

Safety Information

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