Bromodeoxyuridine
Structural formula | ||||||||||||||||||||||
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General | ||||||||||||||||||||||
Non-proprietary name | Broxuridine | |||||||||||||||||||||
other names |
5-bromo-2-deoxyuridine (BrdU) |
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Molecular formula | C 9 H 11 BrN 2 O 5 | |||||||||||||||||||||
External identifiers / databases | ||||||||||||||||||||||
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properties | ||||||||||||||||||||||
Molar mass | 307.10 g mol −1 | |||||||||||||||||||||
Physical state |
firmly |
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Melting point |
192-193 ° C |
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solubility |
very bad in water (970 mg l −1 at 25 ° C) |
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safety instructions | ||||||||||||||||||||||
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Toxicological data | ||||||||||||||||||||||
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
- ↑ a b c Entry on bromodeoxyuridine in the ChemIDplus database of the United States National Library of Medicine (NLM) .
- ↑ a b data sheet bromodeoxyuridine (PDF) from Carl Roth , accessed on April 29, 2017.
Web links
- BrdU incorporation during DNA replication - Jiayang Chien, Wellesley College