putTHY – alpha-putrescinylthymine

Name
WID putTHY View in model
Name alpha-putrescinylthymine View in model
Traditional name 5-{[(4-aminobutyl)amino]methyl}-1,3-dihydropyrimidine-2,4-dione
IUPAC name 5-{[(4-aminobutyl)amino]methyl}-1,2,3,4-tetrahydropyrimidine-2,4-dione
Cross references PubChem: 24523142, CAS: 40451-54-5
 
Classification
Type modified_nucleobase View in model
 
Structure
Empirical formula (pH 7.5) H16C9N4O2
SMILES (pH 7.5) C1(=CNC(=O)NC1=O)CNCCCCN
Charge (pH 7.5) 2
Is hydrophobic False View in model
Molecular weight (Da) 212.25 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)
197.76
pI 10.03
logP -2.60
logD (pH 7.5) -6.28
 
Function
Reaction participant DNA base amination (5-hydroxymethyluracil ==> alpha-putrescinylthymine; putrescine)
[c]: hm5URA + PTRC ⇒ (2) H + H2O + putTHY
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