B5002

Sigma-Aldrich

5-Bromo-2′-deoxyuridine

≥99% (HPLC)

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

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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]

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.

Packaging

1, 5, 100 g in glass bottle
100, 250, 500 mg in glass bottle

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.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

pictograms

Health hazard

signalword

Danger

hazcat

Muta. 1B - Repr. 2

storage_class_code

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

WGK Germany

WGK 2

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

  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.

  8. 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.

  9. 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. 

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

    Ask a Scientist here.

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)
Electroconvulsive seizures increase hippocampal neurogenesis after chronic corticosterone treatment
Hellsten J, et al.
The European Journal of Neuroscience, 16(2), 283-290 (2002)
Target Validation in Drug Discovery, 109-109 (2011)
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.
Read More

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service