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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:
Molecular Weight:
307.10
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
200-415-9
MDL number:
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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Product Name

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

biological source

synthetic (organic)

Quality Segment

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

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 (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.
5′-Bromo-2-deoxyuridine (BrdU) staining is predominantly used to observe the multiplication of tumor cells and other tissues in vivo.

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This Item
B5002203806B0631
biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

-

biological source

synthetic (organic)

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

200

form

powder

form

powder

form

solid

form

powder

assay

≥99%

assay

≥99% (HPLC)

assay

≥98% (HPLC)

assay

≥90%

storage temp.

−20°C

storage temp.

−20°C

storage temp.

15-25°C

storage temp.

−20°C

solubility

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

solubility

DMSO: 50 mg/mL, clear, colorless to very faintly yellow

solubility

water: 10 mg/mL, 0.1 M NaOH: 50 mg/mL, DMSO: 50 mg/mL

solubility

water: 50 mg/mL, clear, colorless to faintly yellow


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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

WGK 2

ppe

Eyeshields, Gloves, type N95 (US)



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Questions

1–5 of 5 Questions  
  1. What is the Department of Transportation shipping information for this product?

    1 answer
    1. 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.

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

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

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

    1 answer
    1. 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.

      Helpful?

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

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

      Helpful?

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

    1 answer
    1. 5-Bromo-2´-deoxyuridine is stable in solution for 6 months when stored -20°C.

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