6-Thio-2'-Deoxyguanosine

Modify Date: 2024-01-02 15:27:30

6-Thio-2'-Deoxyguanosine Structure
6-Thio-2'-Deoxyguanosine structure
Common Name 6-Thio-2'-Deoxyguanosine
CAS Number 789-61-7 Molecular Weight 283.307
Density 2.0±0.1 g/cm3 Boiling Point 709.1±70.0 °C at 760 mmHg
Molecular Formula C10H13N5O3S Melting Point N/A
MSDS Chinese USA Flash Point 382.6±35.7 °C

 Use of 6-Thio-2'-Deoxyguanosine


6-Thio-2'-Deoxyguanosine is a nucleoside analogue that can be incorporated into de novo-synthesized telomeres by telomerase.

 Names

Name 6-thio-2'-deoxyguanosine
Synonym More Synonyms

 6-Thio-2'-Deoxyguanosine Biological Activity

Description 6-Thio-2'-Deoxyguanosine is a nucleoside analogue that can be incorporated into de novo-synthesized telomeres by telomerase.
Related Catalog
Target

DNA/RNA Synthesis[1]

In Vitro Treatment with 6-Thio-2'-Deoxyguanosine results in rapid cell death for the vast majority of the cancer cell lines tested with IC50s of between 0.7-2.9 µM[1].
In Vivo In A549 lung cancer cell-based mouse xenograft studies, 6-Thio-2'-Deoxyguanosine causes a decrease of the tumor growth rate, superior to that observed with 6-thioguanine treatment. Additionally, 6-Thio-2'-Deoxyguanosine increases telomere dysfunction in tumor cells in vivo[1].
Cell Assay HCT116, A549, and H2882, HCC2429, HCC827, HCC15, H2087, HCC4017, HCC515, H2009, BJ and HCEC1 cells are plated in growth media in 96 well plates. Cells are incubated for 1 week and treated with varying concentrations of 6-Thio-2'-Deoxyguanosine and 6-thioguanine or DMSO every three days. The 96 well plates are analyzed for the CellTiterGlo luminescent cell viability assay[1].
Animal Admin Athymic NCR nu/nu female mice (6 weeks old) are used. A549 cells are inoculated subcutaneously into the left and right dorsal flanks of the nude mice in 100 µL phosphate buffered saline (PBS). When tumors reach 40 mm3 average volume, mice are randomly divided into control, 6-thio-dG and 6-thioguanine treatment groups (3 animals in each group). Animals are injected intraperitoneally every two days for 17 days at a dose of 2mg/kg in 100 µL DMSO/PBS mixture per mouse. In addition, different animals are injected intratumorally every day for 16 days at a dose of Athymic NCR nu/nu female mice2.5mg/kg in 50 µL DMSO/PBS mixture per mouse. Tumor size is measured by calipers and recorded either every day or every two days[1].
References

[1]. Mender I, et al. Induction of telomere dysfunction mediated by the telomerase substrate precursor 6-thio-2'-deoxyguanosine. Cancer Discov. 2015 Jan;5(1):82-95.

 Chemical & Physical Properties

Density 2.0±0.1 g/cm3
Boiling Point 709.1±70.0 °C at 760 mmHg
Molecular Formula C10H13N5O3S
Molecular Weight 283.307
Flash Point 382.6±35.7 °C
Exact Mass 283.073914
PSA 154.30000
LogP -0.91
Vapour Pressure 0.0±2.4 mmHg at 25°C
Index of Refraction 1.930
Storage condition -20℃

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UP0750000
CHEMICAL NAME :
9H-Purine-6(1H)-thione, 2-amino-9-(2-deoxy-beta-D-erythro-pentofuranosyl)-
CAS REGISTRY NUMBER :
789-61-7
LAST UPDATED :
199707
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C10-H13-N5-O3-S
MOLECULAR WEIGHT :
283.34
WISWESSER LINE NOTATION :
T56 BN DN FN HNJ GZ ISH D- BT5OTJ CQ DQ E1

 Safety Information

RIDADR NONH for all modes of transport
RTECS UP0750000

 Synonyms

9H-Purine-6(1H)-thione, 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-
6H-Purine-6-thione, 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-1,9-dihydro-
2-Amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-3,9-dihydro-6H-purine-6-thione
2'-deoxyribo-6-thioguanosine
β-THIOGUANIDINE DEOXYRIBOSIDE
tgdr
2'-Deoxy-6-thioguanosine
2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purine-6-thione
6H-Purine-6-thione, 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-3,9-dihydro-
Thiodeoxyguanosine