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B9285

Sigma-Aldrich

5-Bromo-2′-deoxyuridine

BioUltra, ≥99%

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

product line

BioUltra

Quality Level

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

Packaging

50, 250 mg in poly bottle
1 g in poly bottle

Biochem/physiol Actions

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

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Muta. 1B - Repr. 2

Storage Class Code

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

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. Can Product B9285, 5-Bromo-2´-deoxyuridine, be injected into animals?

    Sigma has not injected animals with solutions of this compound, so we do not have a stepwise procedure for you.  However, this application has been reported in the literature.  Please see the cited references below, which you may find useful. Several references cite the use of Product No. B9285 in their protocols.1. Yin, X-X, et al., Expression of active caspase-3 in mitotic and postmitotic cells of the rat forebrain. J. Comp. Neurol., 433(1), 4-22 (2001).  Injected into mice at 50 mg/kg.2. Dackor, R.T., et al., Hydrops Fetalis, Cardiovascular Defects, and Embryonic Lethality in Mice Lacking the Calcitonin Receptor-Like Receptor Gene. Mol. Cell. Biol., 26(7), 2511-2518 (2006).  Injected into mice at 100 mg/kg.3. Farris, S.M., et al., Larval and Pupal Development of the Mushroom Bodies in the Honey Bee, Apis mellifera. J. Comp. Neurol., 414, 97-113 (1999).  A 25 mg/mL solution was injected into bee larvae, prepupae, and pupae.4. Gaiano, N., et al., Radial Glial Identity Is Promoted by Notch1 Signaling in the Murine Forebrain. Neuron, 26(2), 395-404 (2000).  A 20 mg/mL solution was injected into mice.

  6. For how long is Product B9285, 5-Bromo-2´-deoxyuridine, stable in solution?

    5-Bromo-2´-deoxyuridine is stable in solution for 6 months when stored -20°C.

  7. In what solvents is Product B9285, 5-Bromo-2´-deoxyuridine, soluble?

    Solubility information for 5-bromo-2´-deoxyuridine can be found on the product information sheet (under Documents, above).

  8. What is the shelf life of Product No. B9285 (5-bromo-2´-deoxyuridine)?

    Sigma-Aldrich does not assign an expiration date to this product; it is guaranteed for one year from the date of shipment.

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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)
Cell Proliferation and Apoptosis (2003)
Identification of MYC-Dependent Transcriptional Programs in Oncogene-Addicted Liver Tumors
Kress TR, et al.
Cancer research, 76(12), 3463-3472 (2016)
Hydrops Fetalis, Cardiovascular Defects, and Embryonic Lethality in Mice Lacking the Calcitonin Receptor-Like Receptor Gene
Dackor RT, et al.
Molecular and Cellular Biology, 26(7), 2511-2518 (2006)
Non-canonical Cyclic Nucleotides (2017)

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