Dihydrothymine

Last updated
Dihydrothymine
5,6-Dihydrothymin.svg
Names
IUPAC name
5-methylhexahydropyrimidine-2,4-dione
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.010.717 OOjs UI icon edit-ltr-progressive.svg
MeSH 5,6-dihydrothymine
PubChem CID
UNII
  • InChI=1S/C5H8N2O2/c1-3-2-6-5(9)7-4(3)8/h3H,2H2,1H3,(H2,6,7,8,9) Yes check.svgY
    Key: NBAKTGXDIBVZOO-UHFFFAOYSA-N Yes check.svgY
  • CC1CNC(=O)NC1=O
Properties
C5H8N2O2
Molar mass 128.12922
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dihydrothymine is an intermediate in the metabolism of thymine. The enzyme dihydrouracil dehydrogenase (NAD+) converts thymine to dihydrothymine in the reaction: [1] [2]

+ NADH
 
 
H+
 
Dihydrothymine
H+
 
 
+ NAD+
 

References

  1. Campbell LL (August 1957). "Reductive degradation of pyrimidines. III. Purification and properties of dihydrouracil dehydrogenase". The Journal of Biological Chemistry. 227 (2): 693–700. doi: 10.1016/S0021-9258(18)70749-7 . PMID   13462991.
  2. West, Thomas P. (2001). "Pyrimidine base catabolism in Pseudomonas putida biotype B". Antonie van Leeuwenhoek. 80 (2): 163–167. doi:10.1023/A:1012275512136. PMID   11759049.