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Merck
CN

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
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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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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
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
Jane E A Wibley et al.
Molecular cell, 11(6), 1647-1659 (2003-06-25)
Cytosine deamination is a major promutagenic process, generating G:U mismatches that can cause transition mutations if not repaired. Uracil is also introduced into DNA via nonmutagenic incorporation of dUTP during replication. In bacteria, uracil is excised by uracil-DNA glycosylases (UDG)
Hideharu Hashimoto et al.
Nucleic acids research, 40(20), 10203-10214 (2012-09-11)
The mammalian thymine DNA glycosylase (TDG) is implicated in active DNA demethylation via the base excision repair pathway. TDG excises the mismatched base from G:X mismatches, where X is uracil, thymine or 5-hydroxymethyluracil (5hmU). These are, respectively, the deamination products

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