6-thio-dG
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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.

Chemical Structure

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6-thio-dG
CAS# 789-61-7
Instruction

Theoretical Analysis

MedKoo Cat#: 561277
Name: 6-thio-dG
CAS#: 789-61-7
Chemical Formula: C10H13N5O3S
Exact Mass: 283.07
Molecular Weight: 283.310
Elemental Analysis: C, 42.40; H, 4.63; N, 24.72; O, 16.94; S, 11.32

Price and Availability

Size Price Availability Quantity
5mg USD 250 2 Weeks
10mg USD 450 2 Weeks
25mg USD 950 2 Weeks
200mg USD 1650 2 Weeks
500mg USD 2650 2 Weeks
1g USD 3950 2 Weeks
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Synonym: 6-thio-dG; 6thiodG; 6 thio dG; 6-Thio-2'-deoxyguanosine; Beta-TGdR; BetaTGdR; Beta TGdR; ateganosine

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

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).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 283.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.