6-Thioguanosine
Based on 1 Customer Validation
6-Thioguanosine (6-Mercaptoguanosine) is a ribonucleoside (nucleotide) metabolite of Azathioprine (HY-B0256). 6-Thioguanosine forms TGTP, which binds to Rac1 GTPase in an inhibitory manner, and is incorporated into newly synthesized RNA, mRNA, large/small RNA, and genomic DNA, with mRNA being the most abundant. 6-Thioguanosine inhibits the methylation of adjacent cytosines at methylated CpG sites, enhances the methylation of contralateral cytosines at unmethylated CpG sites, and inhibits the synthesis of poly (A)-containing RNA. 6-Thioguanosine does not inhibit general protein synthesis, does not cause depolymerization of polyribosomes, does not affect cytoplasmic/nuclear RNA synthesis, and does not affect RNA lacking poly (A) in the cytoplasm. 6-Thioguanosine can be used in research on acute lymphoblastic leukemia.
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- Pureté : 98.01%
- CAS No.: 85-31-4
- Formule: C10H13N5O4S
- Masse moléculaire:299.31
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Stockage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
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Activité biologique
Description
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HEK-293T | EC50 |
4.7 μM
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Antiproliferative activity against human HEK293T cells assessed as inhibition of proliferation after 48 hrs incubation by CellTiter-Glo 2.0 assay.
Antiproliferative activity against human HEK293T cells assessed as inhibition of proliferation after 48 hrs incubation by CellTiter-Glo 2.0 assay.
|
36374020 |
| K562 | EC50 |
1.3 μM
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Antiproliferative activity against human K-562 cells assessed as inhibition of proliferation after 48 hrs incubation by CellTiter-Glo 2.0 assay.
Antiproliferative activity against human K-562 cells assessed as inhibition of proliferation after 48 hrs incubation by CellTiter-Glo 2.0 assay.
|
36374020 |
| THP-1 | EC50 |
0.35 μM
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Antiproliferative activity against human THP-1 cells assessed as inhibition of proliferation after 48 hrs incubation by CellTiter-Glo 2.0 assay.
Antiproliferative activity against human THP-1 cells assessed as inhibition of proliferation after 48 hrs incubation by CellTiter-Glo 2.0 assay.
|
36374020 |
In Vitro
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:HEK293T, K-562, THP-1, and SK-BR-3 cell lines
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Concentration:0.1, 1, 5, 10, 100, 500, 1000 μM; additional 0.1, 1, 5 μM (K-562 and THP-1 when necessary)
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Incubation Time:48 h
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Result:6sG EC50 values were 4.7 μM in HEK293T, 1.3 μM in K-562, and 0.35 μM in THP-1; no EC50 was determined in SK-BR-3.
Chemical Information
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CAS No. 85-31-4
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Appearance Solid
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Masse moléculaire 299.31
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Formule C10H13N5O4S
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Color Off-white to light yellow
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SMILES
NC1=NC(C2=C(N1)N([C@H]3[C@H](O)[C@H](O)[C@@H](CO)O3)C=N2)=S
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Synonyms
6-Mercaptoguanosine
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvant et solubilité
In Vitro:
DMSO : 20 mg/mL (66.82 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)
In Vivo Dissolution Calculator
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Working solution concentration: 0.22 mg/mL
Pureté et documentation
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Fiche technique (277 KB)
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SDS (396 KB)
- English - EN (396 KB)
- Français - FR (396 KB)
- Deutsch - DE (396 KB)
- Norwegian - NO (396 KB)
- Español - ES (396 KB)
- Swedish - SV (396 KB)
- Italian - IT (396 KB)
- Korean - KR (396 KB)
- Portuguese - PT (396 KB)
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Instruction de manipulation (2659 KB)
Références
[1]. Moreno S, et al. 6-Thioguanosine Monophosphate Prodrugs Display Enhanced Performance against Thiopurine-Resistant Leukemia and Breast Cancer Cells. Journal of medicinal chemistry. 2022 Nov 24;65(22):15165-15173. [Content Brief]
[4]. Amedeo De Nicolò, et al. UPLC-MS/MS method for quantification of the azathioprine metabolites 6-mercaptoguanosine and 6-methylmercaptopurine riboside in peripheral blood mononuclear cells. J Pharm Biomed Anal. 2014 Sep;98:271-8. [Content Brief]
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 | 3.3410 mL | 16.7051 mL | 33.4102 mL | 83.5254 mL |
| 5 mM | 0.6682 mL | 3.3410 mL | 6.6820 mL | 16.7051 mL | |
| 10 mM | 0.3341 mL | 1.6705 mL | 3.3410 mL | 8.3525 mL | |
| 15 mM | 0.2227 mL | 1.1137 mL | 2.2273 mL | 5.5684 mL | |
| 20 mM | 0.1671 mL | 0.8353 mL | 1.6705 mL | 4.1763 mL | |
| 25 mM | 0.1336 mL | 0.6682 mL | 1.3364 mL | 3.3410 mL | |
| 30 mM | 0.1114 mL | 0.5568 mL | 1.1137 mL | 2.7842 mL | |
| 40 mM | 0.0835 mL | 0.4176 mL | 0.8353 mL | 2.0881 mL | |
| 50 mM | 0.0668 mL | 0.3341 mL | 0.6682 mL | 1.6705 mL | |
| 60 mM | 0.0557 mL | 0.2784 mL | 0.5568 mL | 1.3921 mL |