Hydroxymethyl Uracil
Hydroxymethyl Uracil (CAS No.: 4433-40-3) is an oxidatively modified pyrimidine base derived from cytosine damage in DNA and is widely recognized as a biomarker of oxidative stress and genomic insult in biological systems. Formed predominantly through hydroxyl radical-mediated reactions, including those associated with Fenton chemistry, this lesion reflects cellular redox imbalance and contributes to altered DNA structure and function. Hydroxymethyl uracil has been shown to influence DNA–protein interactions, thereby modulating transcriptional processes, particularly in bacterial systems where it can enhance or inhibit RNA polymerase activity depending on sequence context and local chromatin environment. As such, it is increasingly utilized in studies of DNA damage response, base excision repair pathways, and epigenetic-like regulation of gene expression. Although it does not act through a classical receptor target, its biological effects are mediated through perturbation of DNA recognition, binding affinity of transcriptional machinery, and recruitment of repair enzymes. In vitro investigations typically employ concentrations in the low micromolar to millimolar range depending on assay design, particularly in studies examining polymerase fidelity, DNA repair enzyme kinetics, or oxidative stress modeling. Hydroxymethyl uracil is therefore a valuable tool in cell-based and biochemical assays for elucidating mechanisms of oxidative DNA damage, transcriptional regulation, and the interplay between genome integrity and epigenetic signaling, with experimental conditions tailored to specific research objectives.
| Physical Appearance | A solid |
| Storage | -20°C |
| M.Wt | 142.11 |
| Cas No. | 4433-40-3 |
| Formula | C5H6N2O3 |
| Solubility | insoluble in H2O; insoluble in EtOH; ≥10.3 mg/mL in DMSO |
| Chemical Name | 5-(hydroxymethyl)pyrimidine-2,4(1H,3H)-dione |
| Canonical SMILES | O=C1NC(C(O)=O)=C(C(N1)=O)F.O |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |







