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Merck
CN

B5002

5-Bromo-2′-deoxyuridine

≥99% (HPLC), synthetic (organic), powder

Synonym(s):

5-BrdU, 5-Bromo-1-(2-deoxy-β-D-ribofuranosyl)uracil, 5-Bromouracil deoxyriboside, BUdR

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About This Item

Empirical Formula (Hill Notation):
C9H11BrN2O5
CAS Number:
Molecular Weight:
307.10
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-415-9
MDL number:
Beilstein/REAXYS Number:
30395
Assay:
≥99% (HPLC)
Biological source:
synthetic (organic)
Form:
powder
Solubility:
DMSO: 50 mg/mL, clear, colorless to very faintly yellow
Storage temp.:
−20°C
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Product Name

5-Bromo-2′-deoxyuridine, ≥99% (HPLC)

biological source

synthetic (organic)

Quality Level

assay

≥99% (HPLC)

form

powder

mp

191-194 °C (dec.) (lit.)

solubility

DMSO: 50 mg/mL, clear, colorless to very faintly yellow

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(Br)C(=O)NC2=O

InChI

1S/C9H11BrN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

InChI key

WOVKYSAHUYNSMH-RRKCRQDMSA-N

Application

5-Bromo-2′-deoxyuridine has been used:
  • as a supplement to study the effect of electroconvulsive seizures on hippocampal neurogenesis
  • as a supplement to study the loss-of-gene function in adult zebrafish heart
  • in T lymphocyte proliferation assay{133]

5-Bromo-2′-deoxyuridine (5-BrdU) is a thymidine analogue which is incorporated into DNA. 5-BrdU is routinely and extensively used to measure DNA synthesis and to label dividing cells. Consequently 5-BrdU is used to study cell signaling and other processes that induce cell proliferation.

Biochem/physiol Actions

5-Bromo-2′-deoxyuridine (BrdU) is used to analyze cell proliferation, because of its facile incorporation into DNA during the S phase of the cell cycle. BrdU stimulates cellular differentiation and maturation in leukemia cell lines, while it inhibits differentiation of friend erythroleukemia cells. Studies of BrdU incorporation often subsequently use BrdU-specific antibodies with fluorescent tags, for detection of the incorporated BrdU, via such methods as flow cytometry or fluorescence microscopy.
Thymidine analog used as a mutagen in genetic research. Selectively incorporated into cellular DNA during S-phase.


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pictograms

Health hazard

signalword

Danger

Hazard Classifications

Muta. 1B - Repr. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 2

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

Cell cycle regulates vital processes like DNA repair, cancer prevention. Four stages: G1, S, G2, M. NTPs don't permeate membranes.


Mechanisms of Differentiation, Volume 2, 85-85 (1990)
PEG-PLA nanoparticles facilitate siRNA knockdown in adult zebrafish heart
Diao J, et al.
Developmental Biology, 406, 196-202 (2015)
Target Validation in Drug Discovery, 109-109 (2011)



Global Trade Item Number

SKUGTIN
B5002-100G04061835517671
B5002-100MG04061835553860
B5002-5G04061835553907
B5002-1G04061835553877
B5002-250MG04061835553884
B5002-500MG04061835553891