DHTHY – 5,6-dihydrothymine

Name
WID DHTHY View in model
Name 5,6-dihydrothymine View in model
Traditional name 5,6-dihydrothymine
IUPAC name 5-methyl-1,3-diazinane-2,4-dione
Cross references ChEBI: 27468, PubChem: 8144506, KEGG: C00906, BioCyc: DIHYDRO-THYMINE
 
Classification
Type modified_nucleobase View in model
 
Structure
Empirical formula (pH 7.5) H8C5N2O2
SMILES (pH 7.5) CC1CNC(=O)NC1=O
Charge (pH 7.5) 0
Is hydrophobic False View in model
Molecular weight (Da) 128.13 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)		 112.48
ΔfG'o (pH 7.5, 25C, I = 0; kJ mol‑1) 38.80
logP -0.670
logD (pH 7.5) -0.670
 
Function
Reaction participant DNA base reduction (thymine ==> 5,6-dihydrothymine; hydrogen radical)
[c]: (2) hydrogen_radical + THY ⇒ DHTHY		 View in model
 
Comments
Comments recognized by endonuclease III, FPG, UNG [PUB_0473]
References

  1. Hatahet Z, Kow YW, Purmal AA, Cunningham RP, Wallace SS. New substrates for old enzymes. 5-Hydroxy-2'-deoxycytidine and 5-hydroxy-2'-deoxyuridine are substrates for Escherichia coli endonuclease III and formamidopyrimidine DNA N-glycosylase, while 5-hydroxy-2'-deoxyuridine is a substrate for uracil DNA N-glycosylase. J Biol Chem 269, 18814-20 (1994). WholeCell: PUB_0473, PubMed: 8034633
 
Metadata
Created 2012-10-01 15:06:54
Last updated 2012-10-01 15:12:03