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Merck

B9285

5-Bromo-2′-deoxyuridine

≥99%, 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:
59-14-3
Molecular Weight:
307.10
NACRES:
NA.51
PubChem Substance ID:
24892132
UNSPSC Code:
41106305
EC Number:
200-415-9
MDL number:
MFCD00006529
Beilstein/REAXYS Number:
30395
Assay:
≥99%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
NH4OH: 0.1 M at 20 °C, clear, colorless
Storage temp.:
−20°C

Key Documents

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Product Name

5-Bromo-2′-deoxyuridine, BioUltra, ≥99%

InChI key

WOVKYSAHUYNSMH-RRKCRQDMSA-N

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

SMILES string

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

biological source

synthetic (organic)

product line

BioUltra

assay

≥99%

form

powder

impurities

≤0.005% Phosphorus (P), ≤0.1% Insoluble matter

ign. residue

≤0.1%

mp

191-194 °C (dec.) (lit.)

solubility

NH4OH: 0.1 M at 20 °C, clear, colorless

cation traces

Al: ≤0.0005%, Ca: ≤0.01%, Cu: ≤0.0005%, Fe: ≤0.0005%, K: ≤0.005%, Mg: ≤0.0005%, NH4+: ≤0.05%, Na: ≤0.05%, Pb: ≤0.001%, Zn: ≤0.0005%

storage temp.

−20°C

Quality Level

200

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General description

5′-Bromo-2-deoxyuridine (BrdU) is a carcinogen that may be absorbed by skin or inhalation. BrdU solutions are sensitive to light.

Application

5-Bromo-2′-deoxyuridine has been used:
  • to label proliferating cells in pregnant mice in cell proliferation assay
  • to study the time course of cell proliferation at various times following ischemia, to confirm re-entry of MKI67+ cells in cell cycle to germ cells
  • in 5′-Bromo-2′Deoxyuridine (BrdUrd) staining of fibroblasts

Biochem/physiol Actions

5′-Bromo-2-deoxyuridine (BrdU) staining is predominantly used to observe the multiplication of tumor cells and other tissues in vivo.
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.
Thymidine analog used as a mutagen in genetic research. Selectively incorporated into cellular DNA during S-phase.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

pictograms

Health hazard
GHS08

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)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

B9285-VAR: + B9285-50MG: + B9285-250MG: + B9285-1G: + B9285-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
HMBK8086
HMBK5068
HMBK2172
HMBJ9646
HMBJ5521

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Retinoic Acid Induces Multiple Hallmarks of the Prospermatogonia-to-Spermatogonia Transition in the Neonatal Mouse
Busada JT, et al.
Biology of Reproduction, 90(3) (2014)
Histological, cellular and behavioral assessments of stroke outcomes after photothrombosis-induced ischemia in adult mice
Li H, et al.
BMC Neuroscience, 15(1), 1-13 (2014)
Identification of MYC-Dependent Transcriptional Programs in Oncogene-Addicted Liver Tumors
Kress TR, et al.
Cancer research, 76(12), 3463-3472 (2016)
Cell Proliferation and Apoptosis (2003)
Non-canonical Cyclic Nucleotides (2017)
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