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B7166

Sigma-Aldrich

5-Bromouridine 5′-triphosphate sodium salt

≥93%

Synonyme(s) :

5-BrUTP

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About This Item

Formule empirique (notation de Hill):
C9H14BrN2O15P3 · xNa+
Numéro CAS:
161848-60-8
Poids moléculaire :
563.04 (free acid basis)
Code UNSPSC :
41106305
ID de substance PubChem :
24891977
Nomenclature NACRES :
NA.51

Source biologique

synthetic (organic)

Pureté

≥93%

Forme

powder

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

BVPYARCRLTXGBD-UHFFFAOYSA-N

Description générale

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Claire Tolza et al.
Molecular cancer research : MCR, 17(10), 1999-2014 (2019-07-14)
The architectural chromatin protein HMGA1 and the transcription factor Fra-1 are both overexpressed in aggressive triple-negative breast cancers (TNBC), where they both favor epithelial-to-mesenchymal transition, invasion, and metastasis. We therefore explored the possibility that Fra-1 might be involved in enhanced
Shovamayee Maharana et al.
Nucleic acids research, 44(11), 5148-5160 (2016-03-05)
Chromosome territories (CTs) in higher eukaryotes occupy tissue-specific non-random three-dimensional positions in the interphase nucleus. To understand the mechanisms underlying CT organization, we mapped CT position and transcriptional changes in undifferentiated embryonic stem (ES) cells, during early onset of mouse
Jose Candelario et al.
Experimental cell research, 317(3), 319-329 (2010-10-27)
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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