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/REAXYS Number:
127176
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
11 - Combustible Solids
wgk_germany
WGK 3
ppe
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)
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
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.
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)
Ryu Tashiro et al.
Journal of the American Chemical Society, 132(41), 14361-14363 (2010-09-30)
We have investigated the products of (Br)U in excess electron transfer and have demonstrated that in DNA the proportion of products changes with the distance between the donor and acceptor. On the basis of a labeling experiment using H(2)(18)O, we
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