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B9285

5-Bromo-2′-deoxyuridine

Name: 5-Bromo-2&#8242;-deoxyuridine
Brand: SIGMA

≥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

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Properties

Product Name

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

biological source

synthetic (organic)

Quality Segment

200

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

Description

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.