| Size | Price | Stock | Qty |
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| 1g |
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| 2g |
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| 5g |
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| 10g |
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| 25g | |||
| Other Sizes |
| Targets |
- The target of Cyclouridine (2,2'-Anhydrouridine) is uridine phosphorylase (UP). It exhibits competitive inhibition against UP from different sources: Ki value of 0.45 μM for Escherichia coli (E. coli) UP, and Ki value of 2.8 μM for mammalian (rat liver) UP [1]
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|---|---|
| ln Vitro |
- Inhibition of uridine phosphorylase activity: Cyclouridine (2,2'-Anhydrouridine) potently inhibited E. coli UP and mammalian UP in a concentration-dependent manner. At a concentration of 10 μM, it inhibited E. coli UP activity by 85% and rat liver UP activity by 62% compared to the enzyme-only control. The compound showed no significant inhibitory activity against other nucleoside-metabolizing enzymes (e.g., adenosine phosphorylase, thymidine phosphorylase) at concentrations up to 50 μM, indicating selectivity for uridine phosphorylase [1]
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| Enzyme Assay |
- E. coli uridine phosphorylase activity assay: The reaction mixture contained E. coli UP enzyme, substrate (uridine, 50 μM), phosphate buffer (pH 7.4), and different concentrations of Cyclouridine (2,2'-Anhydrouridine) (0.1 μM, 0.5 μM, 1 μM, 5 μM, 10 μM). The mixture was incubated at 37°C for 30 minutes, and the reaction was stopped by adding trichloroacetic acid. The amount of uracil (product of uridine hydrolysis by UP) was measured using high-performance liquid chromatography (HPLC) with UV detection at 260 nm. The inhibition rate was calculated by comparing uracil levels in drug-treated groups with the control group, and the Ki value was determined via Lineweaver-Burk plot analysis [1]
- Mammalian (rat liver) uridine phosphorylase activity assay: Rat liver UP was extracted and purified first. The reaction system was similar to that for E. coli UP, with the same substrate concentration (50 μM uridine) and buffer (pH 7.4), but using purified rat liver UP instead of E. coli UP. After incubation at 37°C for 45 minutes, the reaction was terminated, and uracil production was detected by HPLC-UV. The Ki value for rat liver UP was calculated using the same Lineweaver-Burk plot method [1] |
| References | |
| Additional Infomation |
Cyclic uridine (2,2'-dehydrouridine) belongs to the class of 2,2'-dehydrouridine compounds, which are modified nucleosides designed to target nucleoside phosphorylases [1]. The inhibitory effect of cyclic uridine (2,2'-dehydrouridine) on uridine phosphorylase is achieved by competitive binding to the active site of the enzyme, thereby competing with the natural substrate uridine [1].
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| Molecular Formula |
C9H10N2O5
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|---|---|
| Molecular Weight |
226.19
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| Exact Mass |
226.058
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| Elemental Analysis |
C, 47.79; H, 4.46; N, 12.39; O, 35.37
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| CAS # |
3736-77-4
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| PubChem CID |
806138
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| Appearance |
White to off-white to be determined
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| Density |
2.0±0.1 g/cm3
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| Boiling Point |
456.3±55.0 °C at 760 mmHg
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| Melting Point |
239-240ºC
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| Flash Point |
229.8±31.5 °C
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| Vapour Pressure |
0.0±2.5 mmHg at 25°C
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| Index of Refraction |
1.816
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| LogP |
-1.4
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
1
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| Heavy Atom Count |
16
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| Complexity |
393
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| Defined Atom Stereocenter Count |
4
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| SMILES |
O1[C@]([H])(C([H])([H])O[H])[C@]([H])([C@@]2([H])[C@]1([H])N1C([H])=C([H])C(N=C1O2)=O)O[H]
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| InChi Key |
UUGITDASWNOAGG-CCXZUQQUSA-N
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| InChi Code |
InChI=1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1
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| Chemical Name |
(2R,3R,3aS,9aR)-3-hydroxy-2-(hydroxymethyl)-2,3,3a,9a-tetrahydro-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one
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| Synonyms |
NSC-157148;NSC 157148;NSC157148
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
DMSO : ~25 mg/mL (~110.53 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (11.05 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 2.5 mg/mL (11.05 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (11.05 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.4211 mL | 22.1053 mL | 44.2106 mL | |
| 5 mM | 0.8842 mL | 4.4211 mL | 8.8421 mL | |
| 10 mM | 0.4421 mL | 2.2105 mL | 4.4211 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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