dhpdU – 5'-dihydroxypentyl-2'-deoxyuridine

Name
WID dhpdU View in model
Name 5'-dihydroxypentyl-2'-deoxyuridine View in model
Traditional name 5-(4,5-dihydroxypentyl)-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrimidine-2,4-dione
IUPAC name 5-(4,5-dihydroxypentyl)-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
 
Classification
Type modified_deoxyribonucleoside View in model
 
Structure
Empirical formula (pH 7.5) H22C14N2O7
SMILES (pH 7.5) C1=C(C(N(C(N1C2OC(C(C2)O)CO)=O)[H])=O)CCCC(O)CO
Charge (pH 7.5) 0
Is hydrophobic False View in model
Molecular weight (Da) 330.33 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)		 291.27
pI 3.74
logP -1.85
logD (pH 7.5) -1.85
 
Function
Reaction participant View in model
 
Comments
Comments occurs in bacteriophage DNA [PUB_0477]; in bacteriophage SP15 up to 60% thymidine replaced by dhpdU [PUB_0478];
References

  1. Gommers-Ampt JH, Borst P. Hypermodified bases in DNA. FASEB J 9, 1034-42 (1995). WholeCell: PUB_0478, PubMed: 7649402

  2. Warren RA. Modified bases in bacteriophage DNAs. Annu Rev Microbiol 34, 137-58 (1980). WholeCell: PUB_0477, PubMed: 7002022
 
Metadata
Created 2012-10-01 15:06:54
Last updated 2012-10-01 15:12:03