SML1296

6-Thio-2′-Deoxyguanosine

≥97% (HPLC)

• Synonym(s): 2′-Ddeoxy-6-thio-guanosine, 2′-Deoxy-6-thioguanosine, 2′-Deoxythioguanosine, 2-Amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-mercaptopurine, 2-Amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-9H-purine-6(1H)-thione (7CI,8CI), 6-Thio-dG, NSC 71261
• Empirical Formula (Hill Notation): C₁₀H₁₃N₅O₃S
• CAS Number: 789-61-7
• Molecular Weight: 283.31
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825770
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥97% (HPLC)
• form: powder
• color: white to brown
• solubility: DMSO: 5 mg/mL, clear (warmed)
• storage temp.: −20°C
• SMILES string: S=C1C2=C(N([C@H]3C[C@H](O)[C@@H](CO)O3)C=N2)N=C(N)N1
• 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-/m1/s1
• InChI key: SCVJRXQHFJXZFZ-HSUXUTPPSA-N

Description

Application

6-Thio-2′-Deoxyguanosine has been used in secreted luciferase enzyme activity in tonsillar cancer cells.

Biochem/physiol Actions

6-Thio-2′-deoxyguanosine (6-thio-dG) is a nucleoside analog and telomerase substrate that is incorporated into de novo–synthesized telomeres. 6-Thio-2′-deoxyguanosine induces telomere dysfunction and rapid cell death in cancer cells, while spearing telomerase-negative cells.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable