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B0631

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

≥90%, synthetic (organic), powder

Synonym(s):

5-BrdUTP

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About This Item

Empirical Formula (Hill Notation):
C9H14BrN2O14P3
CAS Number:
102212-99-7
Molecular Weight:
547.04
UNSPSC Code:
41106305
PubChem Substance ID:
24891527
NACRES:
NA.51
MDL number:
MFCD00057405
Assay:
≥90%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
water: 50 mg/mL, clear, colorless to faintly yellow
Storage temp.:
−20°C

Key Documents

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Product Name

5-Bromo-2′-deoxyuridine 5′-triphosphate sodium salt, ≥90%

biological source

synthetic (organic)

Quality Level

200

assay

≥90%

form

powder

solubility

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

storage temp.

−20°C

SMILES string

[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

Related Categories

General description

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

Application

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
  • to label cleaved DNA ends in apoptosis assay in avian tissue sections
  • for incorporation into mice prostates for immunohistochemistry studies

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000543705
0000543704
0000543703
0000543705
0000543704

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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
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)
Effect of 5-fluoro-2?-deoxyuridine (FdUrd) on 5-bromo-2?-deoxyuridine (BrdUrd) incorporation into DNA, measured with a monoclonal BrdUrd antibody and by the BrdUrd/hoechst quenching effect
Ellwart J and Dormer P
Cytometry, 6(6), 513-520 (1985)
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
The impact of bcl-2 expression and bax deficiency on prostate homeostasis in vivo
Bruckheimer EM, et al.
Oncogene, 19(20), 2404-2404 (2000)
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Global Trade Item Number

SKUGTIN
B0631-25MG04061833002063
B0631-1MG04061826671160
B0631-5MG04061833002070

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