852473
5-Bromouracil
98%
Synonym(s):
5-Bromo-2,4-dihydroxypyrimidine
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About This Item
Empirical Formula (Hill Notation):
C4H3BrN2O2
CAS Number:
Molecular Weight:
190.98
Beilstein:
127176
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
form
crystals
mp
>300 °C (lit.)
functional group
bromo
SMILES string
BrC1=CNC(=O)NC1=O
InChI
1S/C4H3BrN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
InChI key
LQLQRFGHAALLLE-UHFFFAOYSA-N
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Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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The lesions produced by ultraviolet light in DNA containing 5-bromouracil.
F Hutchinson
Quarterly reviews of biophysics, 6(2), 201-246 (1973-05-01)
Victor I Danilov et al.
The journal of physical chemistry. A, 113(11), 2233-2235 (2009-02-17)
Density functional theory calculations on the canonical (keto) and rare (enol) tautomeric forms of uracil and 5-bromouracil in a cluster consisting of 50 water molecules are presented. The keto form of uracil is favored over the enol tautomer in both
Hironobu Morinaga et al.
Nucleic acids research, 41(8), 4724-4728 (2013-02-27)
Electron transfer in DNA has been intensively studied to elucidate its biological roles and for applications in bottom-up DNA nanotechnology. Recently, mechanisms of electron transfer to DNA have been investigated; however, most of the systems designed are intramolecular. Here, we
Hironobu Morinaga et al.
Bioorganic & medicinal chemistry, 21(2), 466-469 (2012-12-26)
5-Bromouracil ((Br)U) was incorporated into three types of synthetic RNA and the products of the photoirradiated (Br)U-containing RNAs were investigated using HPLC and MS analysis. The photoirradiation of r(GCA(Br)UGC)(2) and r(CGAA(Br)UUGC)/r(GCAAUUCG) in A-form RNA produced the corresponding 2'-keto adenosine ((keto)A)
Zejun Li et al.
The journal of physical chemistry. B, 115(46), 13668-13673 (2011-09-10)
The reaction of low-energy electrons (LEEs; 10 eV) with 5'-TpXpT-3' (TXT), where X is uracil (U), thymine (T), and 5-bromouracil (5BrU), was examined by HPLC-UV analysis. The presence of 5BrU increased total damage by >50%. The radiation products of T5BrUT
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