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I0627

Supelco

Isobarbituric acid

analytical standard

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Synonym(s):
2,4,5-Trihydroxypyrimidine, 5-Hydroxyuracil
Empirical Formula (Hill Notation):
C4H4N2O3
CAS Number:
496-76-4
Molecular Weight:
128.09
Beilstein:
127205
EC Number:
207-829-9
MDL number:
MFCD00082987
UNSPSC Code:
41116107
PubChem Substance ID:
329815320
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Assay

~98%

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

>300 °C (dec.) (lit.)

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

SMILES string

O=C1CNC(=O)NC1=O

InChI

1S/C4H4N2O3/c7-2-1-5-4(9)6-3(2)8/h1H2,(H2,5,6,8,9)

InChI key

FQXOOGHQVPKHPG-UHFFFAOYSA-N

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Grégory Eot-Houllier et al.
Nucleic acids research, 33(1), 260-271 (2005-01-14)
Clustered DNA lesions, possibly induced by ionizing radiation, constitute a trial for repair processes. Indeed, recent studies suggest that repair of such lesions may be compromised, potentially leading to the formation of lethal double-strand breaks (DSBs). A complex multiply damaged
Gunn A Hildrestrand et al.
Experimental cell research, 315(15), 2558-2567 (2009-05-30)
Adipose-tissue derived mesenchymal stem cells (AT-MSCs) are a promising tool for use in cell-based therapies. However, in vitro expansion is required to obtain clinically relevant cell numbers, and this might increase the chance of genomic instability. DNA repair is crucial
Riccardo Amorati et al.
Organic letters, 12(18), 4130-4133 (2010-08-28)
Addition of millimolar amounts of a weak base (pyridines) dramatically accelerates the reaction with peroxyl radicals of two biologically relevant uracil derivatives, 5-hydroxyuracil (HU) and 5-hydroxy-6-methyluracil (HMU). This is due to the formation of small amounts of the deprotonated form
Philippe Simon et al.
Nucleic acids research, 34(13), 3660-3669 (2006-08-04)
5-Hydroxyuracil is a major oxidized nucleobase that can be generated by the action of (*)OH radical and one-electron oxidants. The latter modified base that exhibits a low ionization potential is highly susceptible to further degradation upon exposure to various oxidants.
Nicolas Charlet-Berguerand et al.
The EMBO journal, 25(23), 5481-5491 (2006-11-18)
Oxidative lesions represent the most abundant DNA lesions within the cell. In the present study, we investigated the impact of the oxidative lesions 8-oxoguanine, thymine glycol and 5-hydroxyuracil on RNA polymerase II (RNA pol II) transcription using a well-defined in
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