6-Thioguanine

Aliases: 6-Thioguanine, 2-Amino-6-mercaptopuring; 6-TG; NSC 752; NSC 76504
Catalog No: 14126 Format: 1 g $125 Buy
Catalog No: 14127 Format: 100 mg $35 Buy
Application: DNA Methylation

Chemical Properties

MW = 167.2
C5H5N5S
CAS 154-42-7
>96% (HPLC); NMR (Conforms)

Description

After incorporation into DNA, it disrupts cytosine methylation by DNA methyltransferases in vitro and acts as a DNA demethylating agent in vivo (ref 1). It reactivates epigenetically silenced genes in acute lymphoblastic leukemia cells by facilitating proteasome-mediated degradation of DNA methyltransferase (DNMT1) (ref 2). Incorporates into DNA and induces double-strand breaks which destabilize DNA structure resulting in cytotoxicity (ref 3). Selectively kills BRCA2-defective tumors and overcomes PARP inhibitor resistance in xenograft model (ref 4). Anti-cancer and immunosuppressive activity.

Contents

Pale yellow powder. May be dissolved in DMF (1.5 mg/ml, warm).

Storage Conditions

Store desiccated as supplied at room temperature for up to 2 years. Store solutions at -20°C for up to 1 month.

References

1. H Wang and Y Wang Biochemistry 2009, 48:2290
2. B Yuan et al. Cancer Res. 2011, 71:1904
3. J Bohon and CR de los Santos Nucleic Acid Res. 2005, 33:2880
4. N Issaeva et al. Cancer Res. 2010, 70:6268

 
Chemical structure of 6-Thioguanine.

Chemical structure of 6-Thioguanine.