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Merck

B0631

Sigma-Aldrich

5-Bromo-2′-deoxyuridine 5′-triphosphate sodium salt

≥90%

别名:

5-BrdUTP

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About This Item

经验公式(希尔记法):
C9H14BrN2O14P3
分子量:
547.04
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51
价格与库存信息目前不能提供

生物来源

synthetic (organic)

方案

≥90%

表单

powder

溶解性

water: 50 mg/mL, clear, colorless to faintly yellow

储存温度

−20°C

SMILES字符串

[Na].OC1CC(OC1COP(O)(=O)OP(O)(=O)OP(O)(O)=O)N2C=C(Br)C(=O)NC2=O

InChI

1S/C9H14BrN2O14P3.Na.H/c10-4-2-12(9(15)11-8(4)14)7-1-5(13)6(24-7)3-23-28(19,20)26-29(21,22)25-27(16,17)18;;/h2,5-7,13H,1,3H2,(H,19,20)(H,21,22)(H,11,14,15)(H2,16,17,18);;

InChI key

UWZGQOWZUSBZMC-UHFFFAOYSA-N

一般描述

5-Bromo-2′-deoxyuridine 5′-triphosphate is used for incorporation into DNA for studying normal and tumor cell proliferation profiles.[1]

应用

5-Bromo-2′-deoxyuridine 5′-triphosphate (5-BrdUTP) may be used as a labeling TdT substrate for terminal deoxynucleotidyl transferase (TdT) reactions or for DNA synthesis. BrdUTP is also used as an effective mutagenic agent. 5-BrdUTP labeling may be detected by immunological techniques or 5-BrdUTP may be derivitized by biotinylation or other methods for detection by fluorogenic or chromogenic methods.
5-Bromo-2′-deoxyuridine 5′-triphosphate sodium salt has been used:
  • in the labelling of 3′-OH termini of fragmented DNA with double stranded breaks in african green monkey kidney cells[2]
  • to label cleaved DNA ends in apoptosis assay in avian tissue sections[3]
  • for incorporation into mice prostates for immunohistochemistry studies[4]

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Visualization of heavy ion tracks by labeling 3'-OH termini of induced DNA strand breaks
Konishi T, et al.
Journal of Radiation Research, 52(4), 433-440 (2011)
Xiangdong Ma et al.
Molecular biology reports, 35(4), 663-667 (2007-09-18)
To explore the mutagenic properties of the nucleotide analogue bromodeoxyuridine triphosphate (BrdUTP), the wild type alpha-amylase (xamy) gene from Xanthomonas campestris pv. campestris 8004 was used as a mutational target. It was mutated using PCR techniques to partially replace deoxythymidine
Eisuke Gotoh
Chromosoma, 116(5), 453-462 (2007-05-16)
A basic question of cell biology is how DNA folds to chromosome. Numbers of examples have suggested the involvement of DNA replication in chromosome structure formation. To visualize and identify the dynamics of chromosome structure formation and to elucidate the
The impact of bcl-2 expression and bax deficiency on prostate homeostasis in vivo
Bruckheimer EM, et al.
Oncogene, 19(20), 2404-2404 (2000)
Zbigniew Darzynkiewicz et al.
Methods in molecular biology (Clifton, N.J.), 682, 91-101 (2010-11-09)
Extensive DNA fragmentation that generates a multitude of DNA double-strand breaks (DSBs) is a hallmark of apoptosis. A widely used approach to identify apoptotic cells relies on labeling DSBs in situ with fluorochromes. Flow or image cytometry is then used

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