Bromodeoxyuridine

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Structural formula
Structure of bromodeoxyuridine
General
Non-proprietary name Broxuridine
other names

5-bromo-2-deoxyuridine (BrdU)

Molecular formula C 9 H 11 BrN 2 O 5
External identifiers / databases
CAS number 59-14-3
EC number 200-415-9
ECHA InfoCard 100,000,378
PubChem 6035
ChemSpider 5813
DrugBank DB12028
Wikidata Q419861
properties
Molar mass 307.10 g mol −1
Physical state

firmly

Melting point

192-193 ° C

solubility

very bad in water (970 mg l −1 at 25 ° C)

safety instructions
GHS labeling of hazardous substances
08 - Dangerous to health

Caution

H and P phrases H: 340-351
P: 202-281-308 + 313-501
Toxicological data

8400 mg kg −1 ( LD 50 ,  rat ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Bromodeoxyuridine ( BrdU ) is a chemical analogue of the nucleoside thymidine or deoxy uridine . It is used for the laboratory diagnostic marking of proliferating cells in vital tissues. It is formed by combining deoxyribose with the nucleobase 5-bromouracil .

BrdU can be taken up by the cell and incorporated into the newly synthesized DNA as a marker in phosphorylated form instead of the nucleotide deoxythymidine triphosphate (dTTP) during the S phase of the cell cycle . Specific antibodies against BrdU can be used to demonstrate immunohistochemical evidence that DNA synthesis has taken place . For the antibody to bind to the BrdU, the DNA must be denatured , which is usually carried out with acids or heat.

Since BrdU can replace thymidine during DNA replication, it is able to trigger mutations . It is therefore potentially harmful to health.

Individual evidence

  1. ↑ a b c Entry on bromodeoxyuridine in the ChemIDplus database of the United States National Library of Medicine (NLM) .
  2. ↑ a b data sheet bromodeoxyuridine (PDF) from Carl Roth , accessed on April 29, 2017.

Web links