DNAmod: 5,6-dihydrothymine

Description

A pyrimidone obtained by formal addition of hydrogen across the 5,6-position of thymine.

Chemical formula	Net charge	Average mass
C5H8N2O2	0	128.12930

Name	5,6-dihydrothymine
Abbreviation	diHT

IUPAC	SMILES	InChI	InChIKey	Synonyms
5,6-dihydrothymine, 5-methyldihydropyrimidine-2,4(1H,3H)-dione	CC1CNC(=O)NC1=O	InChI=1S/C5H8N2O2/c1-3-2-6-5(9)7-4(3)8/h3H,2H2,1H3,(H2,6,7,8,9)	NBAKTGXDIBVZOO-UHFFFAOYSA-N	5,6-dihydro-5-methyluracil 5-methyl-5,6-dihydrouracil dihydrothymine

Origin	Function	Functional detail	Organisms	References
natural	damage	mutagenic	Escherichia coli Homo sapiens	Yamane, T, et al. 1967. Dihydrothymine from UV-irradiated DNA. Proceedings of the National Academy of Sciences of the United States of America. 58(2). Hariharan, PV, et al. 1977. Formation of products of the 5,6-dihydroxydihydrothymine type by ultraviolet light in HeLa cells. Biochemistry. 16(12).

CHEBI:27468

Hariharan, PV, et al. 1977. Formation of products of the 5,6-dihydroxydihydrothymine type by ultraviolet light in HeLa cells. Biochemistry. 16(12).
Hofmann, U, et al. 2003. Sensitive method for the quantification of urinary pyrimidine metabolites in healthy adults by gas chromatography-tandem mass spectrometry. Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences. 791(1-2).
Hubbard, K, et al. 1989. Characterization of antibodies to dihydrothymine, a radiolysis product of DNA. Biochemistry. 28(10).
Tainaka, K, et al. 2010. Sequence dependence of excess electron transfer in DNA. The Journal of Physical Chemistry. B. 114(45).
Yamane, T, et al. 1967. Dihydrothymine from UV-irradiated DNA. Proceedings of the National Academy of Sciences of the United States of America. 58(2).