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850187

Sigma-Aldrich

5-Bromouridine

98%

Synonym(s):

5-Bromouracil-1-β-D-ribofuranoside

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About This Item

Empirical Formula (Hill Notation):
C9H11BrN2O6
CAS Number:
957-75-5
Molecular Weight:
323.10
Beilstein:
33664
EC Number:
213-486-6
MDL number:
MFCD00006528
UNSPSC Code:
12352204
PubChem Substance ID:
24888292
NACRES:
NA.22

Assay

98%

form

crystals

optical activity

[α]22/D −11°, c = 2 in H2O

mp

180-182 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=C(Br)C(=O)NC2=O

InChI

1S/C9H11BrN2O6/c10-3-1-12(9(17)11-7(3)16)8-6(15)5(14)4(2-13)18-8/h1,4-6,8,13-15H,2H2,(H,11,16,17)/t4-,5-,6-,8-/m1/s1

InChI key

AGFIRQJZCNVMCW-UAKXSSHOSA-N

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Nikolay A Grigorenko et al.
Chemical communications (Cambridge, England), (42)(42), 5417-5419 (2008-11-06)
Within an oligonucleotide duplex, excess electron transfer from a excited 5-(pyren-1-yl)uridine through an internal stacked phenanthrenyl pair to 5-bromouridine as an electron acceptor was observed.
Thomas Pesnot et al.
Organic & biomolecular chemistry, 6(16), 2884-2891 (2008-08-09)
A series of novel 5-substituted UDP-glucose derivatives with interesting fluorescent properties and potential applications as sensors for carbohydrate-active enzymes is reported. An efficient synthesis of the target molecules was developed, centred around the Suzuki-Miyaura reaction of (hetero)arylboronic acids with 5-iodo
C Scassellati et al.
Toxicology in vitro : an international journal published in association with BIBRA, 44, 100-110 (2017-06-28)
In the last two decades, the use of ozone (O
Hidenori Tani et al.
Genome research, 22(5), 947-956 (2012-03-01)
Mammalian genomes produce huge numbers of noncoding RNAs (ncRNAs). However, the functions of most ncRNAs are unclear, and novel techniques that can distinguish functional ncRNAs are needed. Studies of mRNAs have revealed that the half-life of each mRNA is closely
Maria D Vibranovski et al.
Genetics, 186(1), 431-433 (2010-07-09)
Extensive gene expression during meiosis is a hallmark of spermatogenesis. Although it was generally accepted that RNA transcription ceases during meiosis, recent observations suggest that some transcription occurs in postmeiosis. To further resolve this issue, we provide direct evidence for
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