Molecular structure of 6-Thioguanine, CAS Number: 154-42-7
6-Thioguanine (CAS 154-42-7)
See product citations (3)
Alternate Names:
2-Amino-6-purinethiol; 2-Amino-6-mercaptopurine
Application:
6-Thioguanine is an immunosuppressive, anti-neoplastic, and anti-cancer
CAS Number:
154-42-7
Molecular Weight:
167.19
Molecular Formula:
C5H5N5S
Supplemental Information:
This is as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
6-Thioguanine is a compound of interest in the field of biochemistry and molecular genetics for its incorporation into DNA and RNA, which allows for the study of mutagenesis and DNA repair mechanisms. Researchers investigate the effects of 6-Thioguanine on nucleic acid synthesis and function, as its analog nature can lead to altered base-pairing properties. In the area of enzymology, it serves as a substrate or inhibitor for various enzymes related to purine metabolism, which is for understanding enzyme specificity and the regulation of nucleotide biosynthesis. Additionally, it is used in cell biology to select for genetically modified cells, particularly in experiments involving the HPRT locus, due to its ability to be selectively toxic to cells lacking this gene′s function. In chemical biology, 6-Thioguanine is studied for its role in the induction of oxidative stress within cells, contributing to the broader understanding of how cells respond to genomic stressors.
6-Thioguanine (CAS 154-42-7) References
- 6-thioguanine can cause serious liver injury in inflammatory bowel disease patients. | Dubinsky, MC., et al. 2003. Gastroenterology. 125: 298-303. PMID: 12891528
- 6-Thioguanine perturbs cytosine methylation at the CpG dinucleotide site by DNA methyltransferases in vitro and acts as a DNA demethylating agent in vivo. | Wang, H. and Wang, Y. 2009. Biochemistry. 48: 2290-9. PMID: 19236003
- 6-Thioguanine and S⁶-methylthioguanine are mutagenic in human cells. | Yuan, B., et al. 2010. ACS Chem Biol. 5: 1021-7. PMID: 20806951
- 6-Thioguanine damages mitochondrial DNA and causes mitochondrial dysfunction in human cells. | Daehn, I., et al. 2011. FEBS Lett. 585: 3941-6. PMID: 22062154
- Effects of 6-thioguanine and S6-methylthioguanine on transcription in vitro and in human cells. | You, C., et al. 2012. J Biol Chem. 287: 40915-23. PMID: 23076150
- Effects of azathioprine, 6-mercaptopurine, and 6-thioguanine on canine primary hepatocytes. | LaDuke, KE., et al. 2015. Am J Vet Res. 76: 649-55. PMID: 26111096
- Simultaneous determination of 6-mercaptopruine, 6-thioguanine and dasatinib as three important anticancer drugs using nanostructure voltammetric sensor employing Pt/MWCNTs and 1-butyl-3-methylimidazolium hexafluoro phosphate. | Karimi-Maleh, H., et al. 2016. Biosens Bioelectron. 86: 879-884. PMID: 27494812
- Comparison of 6-mercaptopurine with 6-thioguanine for the analysis of thiopurine S-methyltransferase activity in human erythrocyte by LC-MS/MS. | Mei, S., et al. 2017. Biomed Chromatogr. 31: PMID: 28212467
- Construction of 6-thioguanine and 6-mercaptopurine carriers based on βcyclodextrins and gold nanoparticles. | Sierpe, R., et al. 2017. Carbohydr Polym. 177: 22-31. PMID: 28962762
- 6-Thioguanine is a noncompetitive and slow binding inhibitor of human deubiquitinating protease USP2. | Chuang, SJ., et al. 2018. Sci Rep. 8: 3102. PMID: 29449607
- Determination of 6-thioguanine and 6-methylmercaptopurine in dried blood spots using liquid chromatography-tandem mass spectrometry: Method development, validation and clinical application. | Lampič, K., et al. 2019. Clin Chim Acta. 499: 24-33. PMID: 31449774
- Anticancer efficacy of 6-thioguanine loaded chitosan nanoparticles with or without curcumin. | Rajashekaraiah, R., et al. 2020. Int J Biol Macromol. 148: 704-714. PMID: 31954127
- Disulfiram and 6-Thioguanine synergistically inhibit the enzymatic activities of USP2 and USP21. | Lin, HC., et al. 2021. Int J Biol Macromol. 176: 490-497. PMID: 33582217
- 6-Thioguanine Inhibits Herpes Simplex Virus 1 Infection of Eyes. | Chen, D., et al. 2021. Microbiol Spectr. 9: e0064621. PMID: 34730435
- Quantitative detection of 6-thioguanine in body fluids based on a free-standing liquid membrane SERS substrate. | Liu, W., et al. 2022. Anal Bioanal Chem. 414: 1663-1670. PMID: 34812902
Inhibitor of:
6030422M02Rik, 7-(2-Hydroxyethyl)guanosine, AdSS1, AICAR transformylase, ALG1L2, AMDHD1, ARH1, Atase, ATHL1, C10orf75, C14orf72, C15orf42, CPS II, CrxOS, CTPS, CTPS1, D19Bwg1357e, dCK, DNA pol α, DNA pol δ 2, DNA pol δ cat, DNA pol ε B, DNA pol λ, ENOPH1, ERI-1, FDXACB1, FGAM Synthase, Fhit, Forssman Antigen, Glutathione reductase, GMPPB, GMPR1, GMPR2, GUCD1, HISPPD2A, Histone cluster 1 H2AF, HoxB8, HPRT, ICF45, Imp4, ISYNA1, LARP1, MAGE-A5, MSH2_Msh2, MUP15, NT5DC1, NTH1, Olfr508, Olfr99, PD-ECGF, PDHA2, PIG-YL, Pol III RPC32, Ppat, PRIM1, PRPS1, PRPS1L1, Psf1, PSPC1, QTRT1, RBM34, RecQL1, Rhox2d, RNGTT, Roquin, Rpp30, SETX, Ski2, SLC25A18, SLC38A8, SlfnL1, SMUG1, SNM1B, T Cell Marker, T-cell receptor Vδ 1, TDG, TDH, TDRD5, TFII-I, Trav12n-1, Trimethyl Arg Asymmetric, TS, TSARG2, TSLP, XAB1, and XTP3TPA.Activator of:
α4-crystallin, ADE2, ADK, ATXN3L, C15orf41, C1orf87, C230055K05Rik, CSS2, Cypin, Dclre1c, EG194588, EGL-27, ENT3, GAGE13, Glutamine-rich 1, GMPS, GTBP, H2-M10.5, Histone cluster 3 H3, hMLH3, IQCF1, ITPase, LOC100039452, LOC283547, LOC645359, MAGE-A5, MOV10L1, MUP16, NHP2, Nop10, NUDT15, PRAMEF10, PRAMEF12, PRAMEF16, Rad59, SCRG1, SerpinA2, SFRS17A, SLC35A3, Spo11, TIAR, UMPS, and UPase 2.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
6-Thioguanine, 250 mg | sc-205587 | 250 mg | $41.00 | |||
6-Thioguanine, 500 mg | sc-205587A | 500 mg | $53.00 |