Queuine dihydrochloride
Based on 1 publication(s) in Google Scholar
Queuine dihydrochloride is a selective substrate for tRNA guanine transglycosylase (TGT) and can be incorporated into eukaryotic tRNA. Queuine dihydrochloride promotes tRNA modification, affecting mitochondrial function and Warburg metabolic phenotype. If Queuine dihydrochloride is deficient, aerobic glycolysis can be enhanced, oxidative phosphorylation can be inhibited, and Warburg metabolism can be promoted, accompanied by increased ammonia and lactate production and increased lactate dehydrogenase activity. Queuine dihydrochloride can be used for autoimmune diseases (such as experimental models of multiple sclerosis) and cancer metabolic regulation, and its deficiency is associated with low tRNA modification in tumor cells.
For research use only. We do not sell to patients.
- Purity: 97.27%
- CAS No.: 86496-18-6
- Formula: C12H17Cl2N5O3
- Molecular Weight:350.20
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Storage:
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
Publications Citing Use of MedChemExpress (MCE) Queuine dihydrochloride
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Biological Activity
Queuine dihydrochloride (1 μM; 5 days, supplemented every 24 h) reduces lactate dehydrogenase (LDH) activity in HeLa cells compared to the Queuine dihydrochloride group and limits glucose consumption and lactate production. In the absence of Queuine dihydrochloride, cells exhibits Warburg-type metabolic characteristics[2].
Queuine dihydrochloride is a natural substrate of TGT and irreversibly replaces guanine (G34) in tRNA by human TGTase[2].
Queuine dihydrochloride is a modified pyrrolopyrimidine nucleoside synthesized only by bacteria. It irreversibly replaces guanine (G34) in the tRNA anticodon loop by eukaryotic tRNA guanine transglycosylase (TGT) to form queuosine nucleotides, which specifically modify tRNA isoacceptors corresponding to aspartic acid, asparagine, histidine and tyrosine[3].
Queuine dihydrochloride's biological activity is reflected in the following aspects: Queuine dihydrochloride deficiency is a characteristic of rapidly proliferating cells (such as tumor cells and activated T cells in autoimmune diseases), and it can regulate cell metabolism by affecting the accuracy of tRNA translation, such as promoting Warburg-type metabolism (enhancing aerobic glycolysis and inhibiting oxidative phosphorylation)[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Queuine (30 mg/kg, 100 μL; intraperitoneal injection; once a day; 5 days) dihydrochloride has no significant effect on the EAE score of the mouse experimental autoimmune encephalomyelitis (EAE) model, but reduces the tRNA low modification level of splenocyte CD4+ T cells[3].
TGT substrate design based on Queuine (such as 6-thioguanine 6TG, novel synthetic substrate NPPDAG) shows significant therapeutic effects in the mouse EAE model. NPPDAG selectively inhibits effector T cell proliferation and central nervous system infiltration through TGT-mediated tRNA modification, reduces the release of proinflammatory cytokines (such as IL-17 and IFN-γ), and completely reverses the clinical symptoms of EAE mice. It is ineffective in TGT-deficient mice, confirming the TGT-dependent therapeutic mechanism[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 86496-18-6
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Appearance Solid
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Molecular Weight 350.20
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Formula C12H17Cl2N5O3
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Color White to off-white
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SMILES
O[C@@H]([C@H](C=C1)O)[C@H]1NCC2=CNC(NC(N)=N3)=C2C3=O.[H]Cl.[H]Cl
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Structure Classification
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Initial Source
eubacteria
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Publications (1)
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Journal Impact Factor
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Most Recent
Solvent & Solubility
DMSO : 100 mg/mL (285.55 mM; ultrasonic and warming and heat to 60°C; 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 (sealed storage, away from moisture). 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 (sealed storage, away from moisture). 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)
Purity & Documentation
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Data Sheet (277 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
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 (sealed storage, away from moisture). 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 | 2.8555 mL | 14.2776 mL | 28.5551 mL | 71.3878 mL |
| 5 mM | 0.5711 mL | 2.8555 mL | 5.7110 mL | 14.2776 mL | |
| 10 mM | 0.2856 mL | 1.4278 mL | 2.8555 mL | 7.1388 mL | |
| 15 mM | 0.1904 mL | 0.9518 mL | 1.9037 mL | 4.7592 mL | |
| 20 mM | 0.1428 mL | 0.7139 mL | 1.4278 mL | 3.5694 mL | |
| 25 mM | 0.1142 mL | 0.5711 mL | 1.1422 mL | 2.8555 mL | |
| 30 mM | 0.0952 mL | 0.4759 mL | 0.9518 mL | 2.3796 mL | |
| 40 mM | 0.0714 mL | 0.3569 mL | 0.7139 mL | 1.7847 mL | |
| 50 mM | 0.0571 mL | 0.2856 mL | 0.5711 mL | 1.4278 mL | |
| 60 mM | 0.0476 mL | 0.2380 mL | 0.4759 mL | 1.1898 mL | |
| 80 mM | 0.0357 mL | 0.1785 mL | 0.3569 mL | 0.8923 mL | |
| 100 mM | 0.0286 mL | 0.1428 mL | 0.2856 mL | 0.7139 mL |
Queuine dihydrochloride Related Classifications
HY-N10574A Related Classifications
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