glchm5URA – beta-D-glucosylhydroxymethyluracil; base J

Name
WID glchm5URA View in model
Name beta-D-glucosylhydroxymethyluracil; base J View in model
Traditional name 5-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-1,3-dihydropyrimidine-2,4-dione
IUPAC name 5-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
Cross references PubChem: 34878572
 
Classification
Type modified_nucleobase View in model
 
Structure
Empirical formula (pH 7.5) H16C11N2O8
SMILES (pH 7.5) N1C=C(C(=O)NC1=O)COC2C(C(C(C(O2)CO)O)O)O
Charge (pH 7.5) 0
Is hydrophobic False View in model
Molecular weight (Da) 304.25 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)		 249.21
pI 3.40
logP -3.51
logD (pH 7.5) -3.51
 
Function
Reaction participant DNA base glucosyl transfer (5-hydroxymethyluracil ==> beta-D-glucosylhydroxymethyluracil; base J; glucose)
[c]: GLC + hm5URA ⇒ glchm5URA + H2O		 View in model
 
Comments
Comments discovered in African trypanosomes [PUB_0478]
References

  1. Gommers-Ampt JH, Borst P. Hypermodified bases in DNA. FASEB J 9, 1034-42 (1995). WholeCell: PUB_0478, PubMed: 7649402
 
Metadata
Created 2012-10-01 15:06:59
Last updated 2012-10-01 15:12:13