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852473

Sigma-Aldrich

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

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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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
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)
The lesions produced by ultraviolet light in DNA containing 5-bromouracil.
F Hutchinson
Quarterly reviews of biophysics, 6(2), 201-246 (1973-05-01)
Pierre Daublain et al.
The journal of physical chemistry. B, 114(45), 14265-14272 (2010-02-04)
The photophysical and photochemical behavior of a series of hairpin-forming DNA conjugates possessing a 5'-tethered pyrenecarboxamide chromophore and one or two bromouracil bases has been investigated. Quenching of the pyrene fluorescence and transient absorption spectra characteristic of the pyrene cation
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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