6-THIO-2'-DEOXYGUANOSINE
6-THIO-2'-DEOXYGUANOSINE Basic information
- Product Name:
- 6-THIO-2'-DEOXYGUANOSINE
- Synonyms:
-
- 2’-deoxy-6-thio-guanosin
- 2’-deoxythioguanosine
- 2-amino-9-(2-deoxy-beta-d-erythro-pentofuranosyl)-9h-purine-6(1h)-thion
- beta-2’-deoxythioguanosine
- beta-thioguaninedeoxyriboside
- nci-c01581
- tgdr
- BETA-THIOGUANIDINEDEOXYRIBOSIDE
- CAS:
- 789-61-7
- MF:
- C10H13N5O3S
- MW:
- 283.31
- Product Categories:
-
- Bases & Related Reagents
- Heterocycles
- Inhibitors
- Intermediates & Fine Chemicals
- Nucleotides
- Pharmaceuticals
- Mol File:
- 789-61-7.mol
6-THIO-2'-DEOXYGUANOSINE Chemical Properties
- Melting point:
- 190-192 °C
- Boiling point:
- 709.1±70.0 °C(Predicted)
- Density
- 2.02±0.1 g/cm3(Predicted)
- storage temp.
- Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- DMSO (Slightly), DMF (Slightly), Methanol (Slightly, Heated), Water (Very Slightly)
- form
- Solid
- pka
- 6.81±0.20(Predicted)
- color
- Yellow to Brown
Safety Information
- Hazardous Substances Data
- 789-61-7(Hazardous Substances Data)
6-THIO-2'-DEOXYGUANOSINE Usage And Synthesis
Uses
Guanosine (G837900) derivative with cancer chemotherapeutic properties. It is involved in the inhibition of human RNase H-mediated RNA cleavage from DNA-RNA duplexes via incorporation into DNA.
Biological Activity
6-thio-dg is a nucleoside analogue [1], is a telomerase-mediated telomere disrupting compound [2]. it is an anti-cancer inhibitor [1]. cancer cells were very sensitive to 6-thio-dg with observed ic50 values ranging from 0.7-2.9 μm, depending on cell types [3].telomeres are found at the end of eukaryotic linear chromosomes. they are essential for genomic stability and chromosome maintenance [3].in hct116 human colon cancer cell line, treatment with 6-thio-dg made progressive telomere shortening independent of telomerase activity inhibition and induced telomere dysfunction. grn163l is a telomerase inhibitor. in hct116 cells, treatment with grn163l and 6-thio-dg together increased telomere shortening. within 1 week, 6-thio-dg killed most of hct116 cells and altered cellular morphology. normal bj fibroblast cells are telomerase silent. after 1 week, treatment with 6-thio-dg showed no effect on cell morphology. after long-term treatment with 6-thio-dg, no effect on telomere shortening was found [1].in murine mode with xenograft derived from a549 lung cancer cell line, as compared to controls, intraperitoneal injection with 2 mg/kg of 6-thio-dg every other day completely prevented progressive tumor growth. ki67 is a biomarker correlating with proliferation levels. compared to controls, 6-thio-dg decreased ki67 staining. treatment with 6-thio-dg through local injection resulted in even more dramatic decrease in the tumor growth rate compared to untreated controls [3].
References
[1]. mender i, gryaznov s, dikmen zg, et al. abstract lb-125: a novel telomerase inhibitor. cancer research, 2013, 73(8 supplement): lb-125-lb-125.
[2]. mender i, gryaznov s, shay jw. a novel telomerase substrate precursor rapidly induces telomere dysfunction in telomerase positive cancer cells but not telomerase silent normal cells. oncoscience, 2015, 2(8): 693.
[3]. mender i, gryaznov s, dikmen zg, et al. induction of telomere dysfunction mediated by the telomerase substrate precursor 6-thio-2-deoxyguanosine. cancer discovery, 2015, 5(1): 82-95.
6-THIO-2'-DEOXYGUANOSINESupplier
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6-THIO-2'-DEOXYGUANOSINE(789-61-7)Related Product Information
- 2-AMINO-6-HYDROXY-8-MERCAPTOPURINE
- 6-(Methylthio)purine
- 2-MERCAPTOPURINE
- 6-Thioguanosine hydrate
- 6-METHYLMERCAPTOPURINE RIBOSIDE
- 6-METHYL-D3-MERCAPTOPURINE
- 6-Methylthioguanine
- 2,6-Dithiopurine
- 1H-Imidazole-4-carboxylic acid
- 6-thioinosine 5'-monophosphate
- 6-thioinosine 2',3',5'-triacetate
- 6-THIOXANTHINE
- 6-MERCAPTOPURINE RIBOSIDE
- 6-Thioguanine
- 6-ETHYLMERCAPTOPURINE
- 3-sulfanylidene-2,4,9-triazabicyclo[4.3.0]nona-7,10-dien-5-one
- 2',3'-O-ISOPROPYLIDENE-6-THIOINOSINE
- 2-AMINO-9-(2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL)-6-THIOPURINE