| Size | Price | Stock | Qty |
|---|---|---|---|
| 10g |
|
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| Other Sizes |
| Targets |
- 5-Hydroxymethyluracil targets bacterial RNA polymerase (regulates transcription as a potential epigenetic mark [2]
|
|---|---|
| ln Vitro |
- Bacterial transcription regulation (E. coli RNA polymerase): 5-Hydroxymethyluracil (incorporated into DNA templates) exhibited bidirectional effects on transcription in vitro. At the lacUV5 promoter, it enhanced transcription efficiency by ~30% compared to unmodified DNA (measured via radioactive nucleotide incorporation and gel electrophoresis). At the rrnB P1 promoter, it inhibited transcription by ~25% under the same experimental conditions. The effects were dependent on promoter type and the position of 5-Hydroxymethyluracil in the DNA template [2]
|
| Enzyme Assay |
- Bacterial RNA polymerase transcription assay: Recombinant E. coli RNA polymerase (holoenzyme) was mixed with DNA templates containing 5-Hydroxymethyluracil (at specific positions in lacUV5 or rrnB P1 promoters) in transcription buffer (containing Tris-HCl, MgCl₂, DTT, and ribonucleotides). The reaction was initiated by adding the enzyme-template mixture to pre-warmed buffer (37°C) and incubated for 15 minutes. Radioactively labeled UTP was added to monitor transcript synthesis. Reactions were terminated with stop buffer, and transcripts were separated via denaturing polyacrylamide gel electrophoresis. Band intensity was quantified via phosphorimaging to calculate transcription efficiency [2]
- Gas chromatography-mass spectrometry (GC-MS) detection of 5-Hydroxymethyluracil in DNA: DNA samples were hydrolyzed with formic acid (98%) at 175°C for 30 minutes to release nucleobases. Hydrolysates were dried under nitrogen, derivatized with BSTFA (N,O-bis(trimethylsilyl)trifluoroacetamide) at 80°C for 30 minutes. Derivatized samples were analyzed via GC-MS (column: DB-5 capillary column; ionization mode: electron impact). 5-Hydroxymethyluracil was quantified using a calibration curve generated with standard solutions, with a detection limit of ~0.1 pmol [1] |
| References |
|
| Additional Infomation |
5-Hydroxymethyluracil is a primary alcohol, a compound in which uracil has a hydroxymethyl substituent at the 5-position. It plays a metabolic role in the human body. It is both a primary alcohol and a pyrimidinone. Functionally, it is related to uracil. 5-Hydroxymethyluracil has been reported to exist in bovine (Bos taurus), Euglena gracilis, and Zoanthidae, with relevant data available.
- 5-hydroxymethyluracil is a modified nucleobase derived from uracil, naturally present in the DNA of some organisms (e.g., bacteriophages, some eukaryotes), and is associated with DNA damage repair or epigenetic regulation [1,2] - Reference [1] established a sensitive GC-MS method for quantifying 5-hydroxymethyluracil in DNA, which can accurately detect its endogenous level, which is crucial for studying its role in DNA metabolism [1] - Reference [2] demonstrated that 5-hydroxymethyluracil can serve as a potential epigenetic marker: it regulates bacterial RNA polymerase-mediated transcription by altering DNA structure, indicating its involvement in regulation. Gene expression in prokaryotes [2] |
| Molecular Formula |
C5H6N2O3
|
|---|---|
| Molecular Weight |
142.11274
|
| Exact Mass |
142.037
|
| CAS # |
4433-40-3
|
| Related CAS # |
5-Hydroxymethyluracil-d3;352438-73-4
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| PubChem CID |
78168
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| Appearance |
White to off-white solid powder
|
| Density |
1.4±0.1 g/cm3
|
| Boiling Point |
530.4ºC at 760mmHg
|
| Melting Point |
>300 °C(lit.)
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| Flash Point |
274.6ºC
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| Index of Refraction |
1.528
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| LogP |
-0.5
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| Hydrogen Bond Donor Count |
3
|
| Hydrogen Bond Acceptor Count |
3
|
| Rotatable Bond Count |
1
|
| Heavy Atom Count |
10
|
| Complexity |
209
|
| Defined Atom Stereocenter Count |
0
|
| InChi Key |
JDBGXEHEIRGOBU-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C5H6N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10)
|
| Chemical Name |
5-(hydroxymethyl)-1H-pyrimidine-2,4-dione
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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)
|
| Solubility (In Vitro) |
DMSO : ~50 mg/mL (~351.84 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (17.59 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 (17.59 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in 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 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 (17.59 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 | 7.0368 mL | 35.1840 mL | 70.3680 mL | |
| 5 mM | 1.4074 mL | 7.0368 mL | 14.0736 mL | |
| 10 mM | 0.7037 mL | 3.5184 mL | 7.0368 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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