852589
5-(Hydroxymethyl)uracil
97%
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About This Item
Empirical Formula (Hill Notation):
C5H6N2O3
CAS Number:
Molecular Weight:
142.11
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
224-636-5
MDL number:
Assay:
97%
Form:
powder
form
powder
InChI key
JDBGXEHEIRGOBU-UHFFFAOYSA-N
InChI
1S/C5H6N2O3/c8-2-3-1-6-5(10)7-4(3)9/h1,8H,2H2,(H2,6,7,9,10)
SMILES string
[H]O[H].OCC1=CNC(=O)NC1=O
assay
97%
mp
>300 °C (lit.)
functional group
hydroxyl
Quality Level
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Hideharu Hashimoto et al.
Nucleic acids research, 40(11), 4841-4849 (2012-03-01)
Cytosine residues in mammalian DNA occur in at least three forms, cytosine (C), 5-methylcytosine (M; 5mC) and 5-hydroxymethylcytosine (H; 5hmC). During semi-conservative DNA replication, hemi-methylated (M/C) and hemi-hydroxymethylated (H/C) CpG dinucleotides are transiently generated, where only the parental strand is
Masaki Hori et al.
Nucleic acids research, 31(4), 1191-1196 (2003-02-13)
The oxidation and deamination of 5-methylcytosine (5mC) in DNA generates a base-pair between 5-hydroxymethyluracil (5hmU) and guanine. 5hmU normally forms a base-pair with adenine. Therefore, the conversion of 5mC to 5hmU is a potential pathway for the generation of 5mC
Rafal Rozalski et al.
Free radical research, 38(11), 1201-1205 (2004-12-29)
In order to eliminate the possibility that diet may influence urinary oxidative DNA lesion levels, in our experiments we used a recently developed technique involving HPLC pre-purification followed by gas chromatography with isotope dilution mass spectrometric detection. This methodology was
Berta Mendes et al.
PloS one, 8(3), e58366-e58366 (2013-03-14)
The formation of reactive oxygen species (ROS) within cells causes damage to biomolecules, including membrane lipids, DNA, proteins and sugars. An important type of oxidative damage is DNA base hydroxylation which leads to the formation of 8-oxo-7,8-dihydro-2'-deoxyguanosine (8-oxodG) and 5-hydroxymethyluracil
Neeraj Shakya et al.
Bioorganic & medicinal chemistry, 20(13), 4088-4097 (2012-06-06)
Discovery of novel antimycobacterial compounds that work on distinctive targets and by diverse mechanisms of action is urgently required for the treatment of mycobacterial infections due to the emerging global health threat of tuberculosis. We have identified a new class
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