6-Thioguanine

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Cat.No. 4061 - 6-Thioguanine | C5H5N5S | CAS No. 154-42-7
Description: Anticancer and immunosuppressive agent
Alternative Names: 6-TG
Chemical Name: 2-Amino-6-mercaptopurine
Purity: ≥99% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Anticancer and immunosuppressive agent often used to treat immune disorders and leukemia. Displays cytotoxic and antineoplastic properties; disrupts cytosine methylation by DNA methyltransferases after incorporation into DNA. Selectively kills BRCA2-defective tumors in a xenograft model. Also facilitates proteasome-mediated degradation of DNA (cytosine-5)-methyltransferase 1 (DNMT1).

Technical Data

M. Wt 167.19
Formula C5H5N5S
Storage Store at RT
Purity ≥99% (HPLC)
CAS Number 154-42-7
PubChem ID 2723601
InChI Key WYWHKKSPHMUBEB-UHFFFAOYSA-N
Smiles NC1=NC(S)=C2C(NC=N2)=N1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 16.72 100

Preparing Stock Solutions

The following data is based on the product molecular weight 167.19. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 5.98 mL 29.91 mL 59.81 mL
5 mM 1.2 mL 5.98 mL 11.96 mL
10 mM 0.6 mL 2.99 mL 5.98 mL
50 mM 0.12 mL 0.6 mL 1.2 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Wang and Wang (2009) 6-Thioguanine perturbs cytosine methylation at CgP dinucleotide site by DNA methyltransferases in vitro and acts as a DNA demethylating agent in vivo. Biochemistry 48 2290 PMID: 19236003

Issaeva et al (2010) 6-Thioguanine selectively kills BRCA2-defective tumors and overcomes PARP inhibitor resistance. Cancer Res. 70 6268 PMID: 20631063

Yuan et al (2011) 6-thioguanine reactivates epigenetically silenced genes in acute lymphoblastic leukemia cells by facilitating proteasome-mediated degradation of DNMT1. Cancer Res. 71 1904 PMID: 21239472


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Citations for 6-Thioguanine

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New Product Guide

New Product Guide (Spring/Summer 2017)

Our new product guide highlights over 130 new products added to the Tocris Bioscience range during the first half of 2017.

  • 7-TM Receptors
  • Enzymes
  • Enzyme-Linked Receptors
  • Ion Channels
  • Nuclear Receptors
  • Transporters
  • Apoptosis
  • Cell Metabolism
  • Epigenetics
  • Fluorescent Imaging
  • Signal Transduction
  • Stem Cells

Pathways for 6-Thioguanine

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