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B9285

Sigma-Aldrich

5-Bromo-2′-deoxyuridine

BioUltra, ≥99%

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Synonym(s):
5-BrdU, 5-Bromo-1-(2-deoxy-β-D-ribofuranosyl)uracil, 5-Bromouracil deoxyriboside, BUdR
Empirical Formula (Hill Notation):
C9H11BrN2O5
CAS Number:
Molecular Weight:
307.10
Beilstein/REAXYS Number:
30395
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.51

biological source

synthetic (organic)

Quality Level

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

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

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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.

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_germany

WGK 2

ppe

Eyeshields, Gloves, type N95 (US)


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