Chemistry:5,6-Dihydro-5(α-thyminyl)thymine
From HandWiki
thymine.svg)
| |
| Names | |
|---|---|
| IUPAC name
5-[(5-Methyl-2,4-dioxohexahydro-5-pyrimidinyl)methyl]-2,4(1H,3H)-pyrimidinedione
| |
| Other names
5-Thyminyl-5,6-dihydrothymine
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChEBI |
|
| ChemSpider | |
PubChem CID
|
|
| |
| |
| Properties | |
| C10H12N4O4 | |
| Molar mass | 252.230 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
5,6-Dihydro-5(α-thyminyl)thymine is a DNA pyrimidine dimer photoproduct produced when DNA in bacterial spores is exposed to ultraviolet light.[1] In bacteria, this DNA base dimer deforms the structure of DNA, so endospore forming bacteria have an enzyme called spore photoproduct lyase that repairs this damage.[2]
.png)
Laboratory synthesis
5,6-Dihydro-5(α-thyminyl)thymine can also be synthesized in a laboratory by reacting 5-hydroxymethyluracil and 6-aminothymine yielding 5,6-dihydro-6-imino-5-(α-thyminyl)thymine. When hydrogen is added in a reduction then 5,6-dihydro-5(α-thyminyl)thymine is the product.[3]
References
- ↑ Varghese, A.J. (February 1970). "5-Thyminyl-5,6-dihydrothymine from DNA irradiated with ultraviolet light". Biochemical and Biophysical Research Communications 38 (3): 484–490. doi:10.1016/0006-291x(70)90739-4. PMID 5462695.
- ↑ Moeller, Ralf; Douki, Thierry (2007). "UV-radiation-induced formation of DNA bipyrimidine photoproducts in Bacillus subtilis endospores and their repair during germination". International Microbiology 1 (10): 39–46. doi:10.2436/20.1501.01.6.
- ↑ Bergstrom, Donald E.; Rash, Kenneth F. (1978). "Synthesis of a photoproduct from ultraviolet-irradiation of bacterial spores: 5,6-dihydro-5-(α-thyminyl)thymine". J. Chem. Soc., Chem. Commun. (7): 284. doi:10.1039/C39780000284.
 |  |
