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B7166

Sigma-Aldrich

5-Bromouridine 5′-triphosphate sodium salt

≥93%

Synonym(s):

5-BrUTP

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About This Item

Empirical Formula (Hill Notation):
C9H14BrN2O15P3 · xNa+
CAS Number:
Molecular Weight:
563.04 (free acid basis)
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

synthetic (organic)

assay

≥93%

form

powder

storage temp.

−20°C

SMILES string

OP(OP(OP(O)(O)=O)(O)=O)(OC[C@H]1O[C@@H](N(C=C2Br)C(NC2=O)=O)[C@H](O)[C@@H]1O)=O.[Na]

InChI

1S/3Na/q3*+1

InChI key

BVPYARCRLTXGBD-UHFFFAOYSA-N

General description

5-Bromouridine 5′-triphosphate (5-BrUTP) is used to measure transcription via labeling of ribonucleic acids (RNA). RNA or cells labeled via 5-BrUTP incorporation may be detected immunologically with antibodies.

Application

5-Bromouridine 5′-triphosphate (5-BrUTP) is used to measure transcription via labeling of ribonucleic acids (RNA). RNA or cells labeled via 5-BrUTP incorporation may be detected immunologically with antibodies.
5-Bromouridine 5′-triphosphate sodium salt has been used:
  • to infer the chromosome intermingling between embryonic stem (ES) cells (differentiated and undifferentiated) and terminally differentiated NIH3T3 cells
  • to label nascent RNA in in vivo transcription analysis using fibroblasts
  • and transfected MDA-MB-231 cells
  • to label RNA for nuclear run-on experiments

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Lamin A is a component of the nuclear lamina that plays a major role in the structural organization and function of the nucleus. Lamin A is synthesized as a prelamin A precursor which undergoes four sequential post-translational modifications to generate
Erin E Duffy et al.
Wiley interdisciplinary reviews. RNA, 10(1), e1513-e1513 (2018-10-30)
Cellular RNA levels are the result of a juggling act between RNA transcription, processing, and degradation. By tuning one or more of these parameters, cells can rapidly alter the available pool of transcripts in response to stimuli. While RNA sequencing
Yang Wu et al.
Protein & cell, 1(5), 491-500 (2011-01-05)
Enterovirus 71 (EV71), one of the major causative agents for hand-foot-and-mouth disease (HFMD), has caused more than 100 deaths among Chinese children since March 2008. The EV71 genome encodes an RNAdependent RNA polymerase (RdRp), denoted 3D(pol), which is central for
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Several lines of evidence indicate that the formation of a transcriptionally repressive state during the two-cell stage in the preimplantation mouse embryo is superimposed on the activation of the embryonic genome. However, it is difficult to determine the profile of
Bianca S Heinrich et al.
PLoS pathogens, 6(6), e1000958-e1000958 (2010-06-30)
Positive-strand and double-strand RNA viruses typically compartmentalize their replication machinery in infected cells. This is thought to shield viral RNA from detection by innate immune sensors and favor RNA synthesis. The picture for the non-segmented negative-strand (NNS) RNA viruses, however

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