Molecular structure of Hydroxymethyl uracil, CAS Number: 4433-40-3
Hydroxymethyl uracil (CAS 4433-40-3)
Alternate Names:
5-(Hydroxymethyl)uracil; 5-(Hydroxymethyl)pyrimidine-2,4-dione
Application:
Hydroxymethyl uracil is a stable major oxidative modification of thymine formed through the action of ionizing radiation
CAS Number:
4433-40-3
Molecular Weight:
142.11
Molecular Formula:
C5H6N2O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Hydroxymethyl uracil is a chemically stable major oxidative modification of thymine formed through the action of ionizing radiation. Determination and quantificaiton of hydroxymethyl uracil in urine serves as a potential biomarker of oxidative DNA damage and repair. It has been found to successfully serve as a DNA oxidaiton marker in adriamycin-treated cancer patients.
Hydroxymethyl uracil (CAS 4433-40-3) References
- Uracil in DNA--general mutagen, but normal intermediate in acquired immunity. | Kavli, B., et al. 2007. DNA Repair (Amst). 6: 505-16. PMID: 17116429
- Quantitation of 5-(hydroxymethyl)uracil in DNA by gas chromatography with mass spectral detection. | Djuric, Z., et al. 1991. Chem Res Toxicol. 4: 687-91. PMID: 1807452
- Eight new crystal structures of 5-(hydroxymethyl)uracil, 5-carboxyuracil and 5-carboxy-2-thiouracil: insights into the hydrogen-bonded networks and the predominant conformations of the C5-bound residues. | Seiler, VK., et al. 2016. Acta Crystallogr C Struct Chem. 72: 379-88. PMID: 27146565
- Uracil DNA glycosylase (UDG) activities in Bradyrhizobium diazoefficiens: characterization of a new class of UDG with broad substrate specificity. | Chembazhi, UV., et al. 2017. Nucleic Acids Res. 45: 5863-5876. PMID: 28369586
- Protected 5-(hydroxymethyl)uracil nucleotides bearing visible-light photocleavable groups as building blocks for polymerase synthesis of photocaged DNA. | Boháčová, S., et al. 2018. Org Biomol Chem. 16: 1527-1535. PMID: 29431832
- Quantitative determination of the 5-(hydroxymethyl)uracil moiety in the DNA of gamma-irradiated cells. | Frenkel, K., et al. 1985. Biochemistry. 24: 4527-33. PMID: 3904829
- DNA strand breakage and base modification induced by hydrogen peroxide treatment of human respiratory tract epithelial cells. | Spencer, JP., et al. 1995. FEBS Lett. 374: 233-6. PMID: 7589542
- Oxidative DNA base damage and antioxidant enzyme activities in human lung cancer. | Jaruga, P., et al. 1994. FEBS Lett. 341: 59-64. PMID: 8137923
- Urinary excretion of 5-(hydroxymethyl) uracil in healthy volunteers: effect of active and passive tobacco smoke. | Bianchini, F., et al. 1998. Int J Cancer. 77: 40-6. PMID: 9639392
- Urine 8-oxo-7,8-dihydro-2-deoxyguanosine vs. 5-(hydroxymethyl) uracil as DNA oxidation marker in adriamycin-treated patients. | Faure, H., et al. 1998. Free Radic Res. 28: 377-82. PMID: 9684982
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Hydroxymethyl uracil, 1 g | sc-202657 | 1 g | $38.00 |