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Thymidine (symbol dT or dThd), also known as deoxythymidine, deoxyribosylthymine, or thymine deoxyriboside, is a . Deoxythymidine is the T, which pairs with (A) in double-stranded DNA. In cell biology it is used to synchronize the cells in G1/early S phase. The prefix deoxy- is often left out since there are no precursors of thymine nucleotides involved in RNA synthesis.

Before the boom in thymidine use caused by the need for thymidine in the production of the antiretroviral drug (AZT), much of the world's thymidine production came from sperm. Thymidine occurs almost exclusively in DNA but it also occurs in the of .


Structure and properties
In its composition, deoxythymidine is a composed of (a pentose ) joined to the base .

Deoxythymidine can be phosphorylated with one, two or three phosphoric acid groups, creating ( deoxy thymidine mono phosphate), , or (for the di- and tri- phosphates, respectively).

It exists in form as small white or white crystalline powder. It has a of and a of 185 . The stability of deoxythymidine under standard temperature and pressure (STP) is very high.

Deoxythymidine is non-toxic and is part of one of the four nucleosides in DNA. It is a naturally occurring compound that exists in all living organisms and DNA viruses. Instead of thymidine, RNA contains ( joined to ). Uracil is chemically very similar to thymine, which is also known as 5-methyluracil. Since thymine nucleotides are precursors of DNA (but not RNA), the prefix "deoxy" is often left out, i.e., deoxythymidine is often just called thymidine.

Thymidine is listed as a chemical .The following list of chemicals known or believed to be teratogens is drawn primarily from Dangerous Properties of Industrial Materials, 7th Ed., by N. Irving Sax and Richard J. Lewis.


Modified analogs
is a radiosensitizer and increases the amount of DNA damage received from ionizing radiation.

(AZT) – used in the treatment of infection. AZT inhibits the process of reverse transcription, a critical step in the viral life cycle.

Radiolabeled thymidine (TdR), such as thymidine (3H-TdR), is commonly used in cell proliferation assays. The thymidine is incorporated into dividing cells and the level of this incorporation, measured using a liquid scintillation counter, is proportional to the amount of cell proliferation. For example, proliferation can be measured this way in lymphoproliferative disorders.

Bromodeoxyuridine (BrdU) is another thymidine analog that is often used for the detection of proliferating cells in living tissues.

5-Ethynyl-2´-deoxyuridine (EdU) is a thymidine analog which is incorporated into the DNA of dividing cells and is used to assay DNA synthesis in cell culture or living tissues. It can be visualized by covalently binding a fluorescent azide using , which is less harsh than the conditions used to expose the for BrdU antibodies.

is an .

(β-L-2′-deoxythymidine, LdT) is the unmodified "unnatural" L- of thymidine that was used in the treatment of chronic .

(2025). 9788086241296


Thymidine imbalance induces mutation and recombination
During growth of bacteriophage T4, an excess of thymidine availability increases . A deficiency of thymidine during growth also increases mutation. A thymidylate auxotroph of the diploid yeast Saccharomyces cerevisiae was grown under conditions in which thymidyate levels varied from excess to depletion. High levels of thymidylate were observed to be mutagenic and recombinogenic, whereas starvation for thymidylate was recombinogenic but only slightly mutagenic.


External links
  • http://money.cnn.com/magazines/fortune/fortune_archive/1990/11/05/74308/index.htm

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