6-thio-dG
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 561277

CAS#: 789-61-7

Description: 6-thio-dG is a telomerase substrate precursor with anticancer activities. In A549 lung cancer cell-based mouse xenograft studies, 6-thio-dG caused a decrease in the tumor growth rate superior to that observed with 6-thioguanine treatment. In addition, 6-thio-dG increased telomere dysfunction in tumor cells in vivo.


Price and Availability

Size
Price

5mg
USD 225
Size
Price

10mg
USD 350
Size
Price

25mg
USD 690

6-thio-dG, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 561277
Name: 6-thio-dG
CAS#: 789-61-7
Chemical Formula: C10H13N5O3S
Exact Mass: 283.0739
Molecular Weight: 283.31
Elemental Analysis: C, 42.40; H, 4.63; N, 24.72; O, 16.94; S, 11.32


Synonym: 6-thio-dG; 6thiodG; 6 thio dG; 6-Thio-2'-deoxyguanosine; Beta-TGdR; BetaTGdR; Beta TGdR

IUPAC/Chemical Name: 2-Amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-6-thione

InChi Key: SCVJRXQHFJXZFZ-KVQBGUIXSA-N

InChi Code: InChI=1S/C10H13N5O3S/c11-10-13-8-7(9(19)14-10)12-3-15(8)6-1-4(17)5(2-16)18-6/h3-6,16-17H,1-2H2,(H3,11,13,14,19)/t4-,5+,6+/m0/s1

SMILES Code: S=C1N=C(N)NC2=C1N=CN2[C@@H]3O[C@H](CO)[C@@H](O)C3


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Mender I, Gryaznov S, Dikmen ZG, Wright WE, Shay JW. Induction of telomere dysfunction mediated by the telomerase substrate precursor 6-thio-2'-deoxyguanosine. Cancer Discov. 2015 Jan;5(1):82-95. doi: 10.1158/2159-8290.CD-14-0609. Epub 2014 Dec 16. PubMed PMID: 25516420; PubMed Central PMCID: PMC4293221.

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 Aug 22;2(8):693-5. eCollection 2015. PubMed PMID: 26425659; PubMed Central PMCID: PMC4580061.

3: Wellinger RJ. Turning telomerase into a Jekyll and Hyde case? Cancer Discov. 2015 Jan;5(1):19-21. doi: 10.1158/2159-8290.CD-14-1346. PubMed PMID: 25583799.

4: Sasaki S, Onizuka K, Taniguchi Y. Oligodeoxynucleotide containing s-functionalized 2'-deoxy-6-thioguanosine: facile tools for base-selective and site-specific internal modification of RNA. Curr Protoc Nucleic Acid Chem. 2012 Mar;Chapter 4:Unit 4.49.1-16. doi: 10.1002/0471142700.nc0449s48. PubMed PMID: 22395968.

5: Nishioka T, Oshiro I, Onizuka K, Taniguchi Y, Sasaki S. Efficient Thymidine-Selective DNA Interstrand Photo-activated Crosslinking by the 6-Thioguanine Connected via an Ethylene-Linker to the 2'-Deoxyribose Unit. Chem Pharm Bull (Tokyo). 2016;64(9):1315-20. doi: 10.1248/cpb.c16-00310. PubMed PMID: 27581636.

6: Jitsuzaki D, Onizuka K, Nishimoto A, Oshiro I, Taniguchi Y, Sasaki S. Remarkable acceleration of a DNA/RNA inter-strand functionality transfer reaction to modify a cytosine residue: the proximity effect via complexation with a metal cation. Nucleic Acids Res. 2014 Jul;42(13):8808-15. doi: 10.1093/nar/gku538. Epub 2014 Jun 23. PubMed PMID: 24957600; PubMed Central PMCID: PMC4117767.

7: Ping YH, Liu Y, Wang X, Neenhold HR, Rana TM. Dynamics of RNA-protein interactions in the HIV-1 Rev-RRE complex visualized by 6-thioguanosine-mediated photocrosslinking. RNA. 1997 Aug;3(8):850-60. PubMed PMID: 9257644; PubMed Central PMCID: PMC1369530.

8: Yu D, Putta MR, Bhagat L, Li Y, Zhu F, Wang D, Tang JX, Kandimalla ER, Agrawal S. Agonists of Toll-like receptor 9 containing synthetic dinucleotide motifs. J Med Chem. 2007 Dec 13;50(25):6411-8. Epub 2007 Nov 8. PubMed PMID: 17988082.