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B5002

5-Bromo-2′-deoxyuridine

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

≥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:

59-14-3

Molecular Weight:

307.10

NACRES:

NA.51

PubChem Substance ID:

24278270

UNSPSC Code:

41106305

EC Number:

200-415-9

MDL number:

MFCD00006529

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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Properties

Product Name

5-Bromo-2′-deoxyuridine, ≥99% (HPLC)

biological source

synthetic (organic)

Quality Level

200

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

Description

Application

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.

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]

Biochem/physiol Actions

Thymidine analog used as a mutagen in genetic research. Selectively incorporated into cellular DNA during S-phase.

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.