Splitomicin

AdipoGen Life Sciences
Product Code: AG-CR1-0088
CodeSizePrice
AG-CR1-0088-M0011 mg£35.00
Quantity:
AG-CR1-0088-M0055 mg£60.00
Quantity:
AG-CR1-0088-M02525 mg£210.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
-20°C
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
Splitomycin; 1,2-Dihydro-3H-naphtho[2,1-b]pyran-3-one; 1-Naphthalen propanoic acid
Appearance:
White to off-white solid.
CAS:
09/03/5690
EClass:
32160000
Form (Short):
liquid
Handling Advice:
After reconstitution, prepare aliquots and store at -20°C.Keep cool and dry.Keep under inert gas.Protect from light and moisture.
InChi:
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
InChiKey:
ISFPDBUKMJDAJH-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 5690-03-9. Formula: C13H10O2. MW: 198.2. Potent cell permeable and selective inhibitor of yeast NAD+-dependent histone deacetylase (HDAC) Sir2p. Displays higher activity in vivo than in vitro. 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. Shown to have diverse effects also in mammalian cells.
MDL:
MFCD08705254
Molecular Formula:
C13H10O2
Molecular Weight:
198.2
Other data:
Handling Note: After reconstitution use immediately due to decomposition. We recommend to use fresh solutions. If you prepare aliquots store immediately at -20°C.
Package Type:
Vial
Product Description:
Potent cell permeable and selective inhibitor of yeast NAD+-dependent histone deacetylase (HDAC) Sir2p [1-4]. Displays higher activity in vivo than in vitro [1-4]. 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 [5]. Shown to have diverse effects also in mammalian cells [6-10].
Purity:
>98% (NMR)
SMILES:
O=C1CCC2=C(O1)C=CC1=CC=CC=C21
Solubility Chemicals:
Soluble in methanol, ethanol or DMSO.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Identification of a small molecule inhibitor of Sir2p: A. Bedalov, et al.; PNAS 98, 15113 (2001) | Identification of selective inhibitors of NAD+-dependent deacetylases using phenotypic screens in yeast: M. Hirao, et al.; J. Biol. Chem. 278, 52773 (2003) | Inhibitors of Sir2: evaluation of splitomicin analogues: J. Posakony, et al.; J. Med. Chem. 47, 2635 (2004) | The Sir 2 family of protein deacetylases: J.M. Denu; Curr. Opin. Chem. Biol. 9, 431 (2005) (Review) | Histone deacetylase inhibitor-mediated radiosensitization of human cancer cells: class differences and the potential influence of p53: I.A. Kim, et al.; Clin. Cancer Res. 12, 940 (2006) | SIRT1 inhibition alleviates gene silencing in Fragile X mental retardation syndrome: R. Biacsi, et al.; PLoS Genet. 4, e1000017 (2008) | Splitomicin suppresses human platelet aggregation via inhibition of cyclic AMP phosphodiesterase and intracellular Ca++ release: F.C. Liu, et al.; Thromb. Res. 124, 199 (2009) | Reciprocal roles of SIRT1 and SKIP in the regulation of RAR activity: implication in the retinoic acid-induced neuronal differentiation of P19 cells: M.R. Kang, et al.; Nucleic Acids Res. 38, 822 (2010) | Sirt1 inhibition promotes in vivo arterial thrombosis and tissue factor expression in stimulated cells: A. Breitenstein, et al.; Cardiovasc. Res. 89, 464 (2011) | Sirtuin-1 targeting promotes Foxp3+ T-regulatory cell function and prolongs allograft survival: U.H. Beier, et al.; Mol. Cell Biol. 31, 1022 (2011)

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