6-Thioguanine

6-Thioguanine (Thioguanine; 2-Amino-6-purinethiol) is an anti-leukemia and immunosuppressant agent, acts as an inhibitor of SARS and MERS coronavirus papain-like proteases (PLpros) and also potently inhibits USP2 activity, with IC50s of 25 μM and 40 μM for Plpros and recombinant human USP2, respectively.

Product Specifications

CAS Number

[154-42-7]

Product Name Alternative

Thioguanine; 2-Amino-6-purinethiol

UNSPSC

12352005

Hazard Statement

H301

Target

Apoptosis; Autophagy; Deubiquitinase; DNA Methyltransferase; Endogenous Metabolite; SARS-CoV

Type

Reference compound

Related Pathways

Anti-infection; Apoptosis; Autophagy; Cell Cycle/DNA Damage; Epigenetics; Metabolic Enzyme/Protease

Applications

Cancer-programmed cell death

Field of Research

Cancer; Infection; Inflammation/Immunology

Assay Protocol

https://www.medchemexpress.com/6-Thioguanine.html

Concentration

10mM

Purity

99.90

Solubility

1 M NaOH : 100 mg/mL|DMSO : 10 mg/mL (ultrasonic; warming)

Smiles

SC1=NC(N)=NC2=C1N=CN2

Molecular Formula

C5H5N5S

Molecular Weight

167.20

Precautions

H301

References & Citations

[1]Chuang SJ, et al. 6-Thioguanine is a noncompetitive and slow binding inhibitor of human deubiquitinating protease USP2. Sci Rep. 2018 Feb 15;8 (1) :3102.|[2]Wang H, et al. 6-Thioguanine perturbs cytosine methylation at the CpG dinucleotide site by DNA methyltransferases in vitro and acts as a DNA demethylating agent in vivo. Biochemistry. 2009 Mar 17;48 (10) :2290-9.|[3]LaDuke KE, et al. Effects of azathioprine, 6-mercaptopurine, and 6-thioguanine on canine primary hepatocytes. Am J Vet Res. 2015 Jul;76 (7) :649-55.