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Key Documents

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.)

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

Certificates of Analysis (COA)

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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
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.
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)
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

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