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Bromodeoxyuridine

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Bromodeoxyuridine
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.000.378 Edit this at Wikidata
MeSH Bromodeoxyuridine
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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+/m1/s1Key: WOVKYSAHUYNSMH-VQVTYTSYSA-N
  • InChI=1/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+/m1/s1Key: WOVKYSAHUYNSMH-VQVTYTSYBQ
SMILES
  • BrC=1C(=O)NC(=O)N(C=1)2O((O)C2)CO
Properties
Chemical formula C9H11BrN2O5
Molar mass 307.098
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Bromodeoxyuridine (5-bromo-2-deoxyuridine, BrdU) is a synthetic nucleoside that is an analogue of thymidine. BrdU is commonly used in the detection of proliferating cells in living tissues.

BrdU can be incorporated into the newly synthesized DNA of replicating cells (during the S phase of the cell cycle), substituting for thymidine during DNA replication. Antibodies specific for BrdU can then be used to detect the incorporated chemical (see immunohistochemistry), thus indicating cells that were actively replicating their DNA. Binding of the antibody requires denaturation of the DNA, usually by exposing the cells to acid or heat.

Because BrdU can replace thymidine during DNA replication, it can cause mutations, and its use is therefore potentially a health hazard.

See also

External links

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