Basic information Safety Supplier Related

6-THIO-2'-DEOXYGUANOSINE

Basic information Safety Supplier Related

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
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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
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Safety Information

Hazardous Substances Data
789-61-7(Hazardous Substances Data)
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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

J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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Hongene Biotech Corporation
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