putdT – alpha-putrescinyl-2'-deoxythymidine

Name
WID putdT View in model
Name alpha-putrescinyl-2'-deoxythymidine View in model
Traditional name 5-{[(4-aminobutyl)amino]methyl}-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrimidine-2,4-dione
IUPAC name 5-{[(4-aminobutyl)amino]methyl}-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) H24C14N4O5
SMILES (pH 7.5) C1(=CN(C(=O)NC1=O)C2CC(C(O2)CO)O)CNCCCCN
Charge (pH 7.5) 2
Is hydrophobic False View in model
Molecular weight (Da) 328.36 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)
298.08
pI 10.01
logP -3.29
logD (pH 7.5) -6.94
 
Function
Reaction participant View in model
 
Comments
Comments occurs in bacteriophage DNA [PUB_0477]; in bacteriophage PhiW-14 up to 50% thymidine replaced by putdT [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 15:07:06
Last updated 2012-10-01 15:12:30