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B5002

Sigma-Aldrich

5-Bromo-2′-deoxyuridine

≥99% (HPLC)

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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:
30395
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.51

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

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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

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.
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

Certificates of Analysis (COA)

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  1. How does BrdU, Product B5002, work as a Thymidine analog?

    BrdU replaces Thymidine during the S-phase of cell division.

  2. What are the hazards associated with BrdU, Product B5002?

    BrdU is a known carcinogen and caution should be exercised when handling.  Click on the MSDS hyperlink located on the product detail page for Product No. B5002, 5-Bromo-2´-deoxyuridine. 

  3. How long do I treat cells with Product B5002, BrdU to incorporate it into the DNA?

    Actively growing cells may be treated with 10 μm BrdU for 1 hour.

  4. What can I use to detect BrdU, Product B5002 in vivo and in vitro?

    For the immunohistochemical detection of BrdU, we recommend Product No. B2531, Monoclonal Anti-BrdU antibody produced in mouse.

  5. What is the stability of Product B5002, BrdU?

    BrdU is stable as a powder, kept in the freezer and has a recommended re-test date of two years according to the Product Specification Sheet for Product No. B5002.  Please consult our Product Dating Information Statement for more information on re-test dated products.

  6. 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.

  7. 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.

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Mechanisms of Differentiation, Volume 2, 85-85 (1990)
PEG-PLA nanoparticles facilitate siRNA knockdown in adult zebrafish heart
Diao J, et al.
Developmental Biology, 406, 196-202 (2015)
Target Validation in Drug Discovery, 109-109 (2011)
Electroconvulsive seizures increase hippocampal neurogenesis after chronic corticosterone treatment
Hellsten J, et al.
The European Journal of Neuroscience, 16(2), 283-290 (2002)
Francisco Alén et al.
International journal of molecular sciences, 20(14) (2019-07-25)
Mutant mice with respect to the splicing factor Zrsr1 present altered spermatogenesis and infertility. To investigate whether Zrsr1 is involved in the homeostatic control that the hypothalamus exerts over reproductive functions, we first analyzed both differential gene and isoform expression

Articles

Regulation of the cell cycle involves processes crucial to the survival of a cell, including the detection and repair of genetic damage as well as the prevention of uncontrolled cell division associated with cancer. The cell cycle is a four-stage process in which the cell 1) increases in size (G1-stage), 2) copies its DNA (synthesis, S-stage), 3) prepares to divide (G2-stage), and 4) divides (mitosis, M-stage). Due to their anionic nature, nucleoside triphosphates (NTPs), the building blocks of both RNA and DNA, do not permeate cell membranes.

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