4-Thiothymidine
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4-Thiothymidine is a thymidine analog with UVA photosensitizing properties. 4-Thiothymidine incorporates into the DNA of dividing cells via the thymidine kinase-mediated salvage pathway, replacing thymine and sensitizing cells to UVA irradiation, thereby inducing apoptosis. 4-Thiothymidine induces DNA damage upon UVA activation and inhibits DNA replication. 4-Thiothymidine is used in research related to non-melanoma skin malignancies such as squamous cell carcinoma.
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- Pureza: 99.69%
- No. CAS: 7236-57-9
- Fòrmula: C10H14N2O4S
- Peso molecular:258.29
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Almacenamiento:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Actividad biológica
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Chemical Information
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Solvente y solubilidad
- Pureza y Documentación
- Referencias
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Help & FAQs
Actividad biológica
Descripciòn
In Vitro
4-Thiothymidine (S4TdR) (100 μM; 48 h) photoactivation does not significantly increase ROS production in HaCaT cells compared with UVA alone, and does not significantly increase UVA-induced single-strand breaks, guanine oxidation, or CPD formation[1].
4-Thiothymidine treatment (combined with UVA irradiation) induces pan-nuclear γ-H2AX staining in HaCaT cells, indicating replication inhibition rather than discrete focal double-strand breaks[1].
4‑Thiothymidine exhibits extremely potent cytotoxicity toward HR‑deficient xrcc2 hamster cells and XPF‑deficient UV41 cells under 0.1 kJ/m2 UVA conditions. S5‑(6‑4) T:T photoproducts are removed via nucleotide excision repair in HaCaT cells; these photoproducts are completely irreparable in XPA‑deficient XP12RO cells and exhibit significantly reduced repair capacity in CCRF‑CEM leukemia cells[1].
4-Thiothymidine efficiently generates singlet oxygen in O2-saturated acetonitrile solution with a quantum yield of 0.42[3].
4-Thiothymidine (100 μM; 48 h, combined with UVA irradiation) incorporates into the cellular DNA of HaCaT human keratinocytes and generates thietane/S5-(6-4) T:T photoproducts as well as DNA interstrand crosslinks[1].
4-Thiothymidine (100 μM; 24 h, combined with 10 kJ/m2 UVA irradiation) induces extensive apoptosis in SCC-15 cutaneous squamous cell carcinoma cells[2].
4-Thiothymidine (topical formulation; 5-8 h, combined with UVA irradiation) penetrates epidermal tissue, induces extensive apoptosis in ex vivo basal cell carcinoma and squamous cell carcinoma biopsy samples, and causes almost no damage to non-proliferating normal skin tissue[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:HaCaT
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Concentration:100 μM
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Incubation Time:48 h
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Result:Induced pan-nuclear γ-H2AX staining in most cells after 4 h of irradiation, consistent with inhibited replication.
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Cell Line:SCC-15 human squamous cell carcinoma cells
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Concentration:100 μM
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Incubation Time:24 h
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Result:Induced almost complete apoptosis in SCC-15 cells when combined with 10 kJ/m2 UV-A irradiation.
Chemical Information
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No. CAS 7236-57-9
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Appearance Solid
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Peso molecular 258.29
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Fòrmula C10H14N2O4S
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Color Light yellow to light brown
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SMILES
OC[C@@H]1[C@@H](O)C[C@H](N2C(NC(C(C)=C2)=S)=O)O1
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Envío
Room temperature in continental US; may vary elsewhere.
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Almacenamiento
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvente y solubilidad
In Vitro:
DMSO : 116.67 mg/mL (451.70 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Pureza y Documentación
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Ficha de datos (288 KB)
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SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 KB)
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Instrucciones de manejo (2659 KB)
Referencias
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.8716 mL | 19.3581 mL | 38.7162 mL | 96.7904 mL |
| 5 mM | 0.7743 mL | 3.8716 mL | 7.7432 mL | 19.3581 mL | |
| 10 mM | 0.3872 mL | 1.9358 mL | 3.8716 mL | 9.6790 mL | |
| 15 mM | 0.2581 mL | 1.2905 mL | 2.5811 mL | 6.4527 mL | |
| 20 mM | 0.1936 mL | 0.9679 mL | 1.9358 mL | 4.8395 mL | |
| 25 mM | 0.1549 mL | 0.7743 mL | 1.5486 mL | 3.8716 mL | |
| 30 mM | 0.1291 mL | 0.6453 mL | 1.2905 mL | 3.2263 mL | |
| 40 mM | 0.0968 mL | 0.4840 mL | 0.9679 mL | 2.4198 mL | |
| 50 mM | 0.0774 mL | 0.3872 mL | 0.7743 mL | 1.9358 mL | |
| 60 mM | 0.0645 mL | 0.3226 mL | 0.6453 mL | 1.6132 mL | |
| 80 mM | 0.0484 mL | 0.2420 mL | 0.4840 mL | 1.2099 mL | |
| 100 mM | 0.0387 mL | 0.1936 mL | 0.3872 mL | 0.9679 mL |
4-Thiothymidine Related Classifications
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