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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

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 Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
E Itälä et al.
The Journal of chemical physics, 133(15), 154316-154316 (2010-10-26)
Photofragmentation of thymine and 5-bromouracil into cation and neutral fragments following the core ionization by soft x-rays using photoelectron-photoion-photoion coincidence technique has been studied. The fragment ion mass spectra were recorded in coincidence with the C 1s photoelectron spectra. In
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
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)

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