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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

Quality Level

100

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Monica Teta et al.
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Although many signaling pathways have been shown to promote beta-cell growth, surprisingly little is known about the normal life cycle of preexisting beta-cells or the signaling pathways required for beta-cell survival. Adult beta-cells have been speculated to have a finite
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
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.
Mayu Hasegawa et al.
Mutation research, 699(1-2), 62-66 (2010-04-17)
Individuals with inherited xeroderma pigmentosum (XP) disorder and Cockayne syndrome (CS) are deficient in nucleotide excision repair and experience hypersensitivity to sunlight. Although there are several diagnostic assays for these disorders, the recovery of RNA synthesis (RRS) assay that can
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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