gludT – a-glutamyl-2'-deoxythymidine

Name
WID gludT View in model
Name a-glutamyl-2'-deoxythymidine View in model
Traditional name 2-[({1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxo-3H-pyrimidin-5-yl}methyl)amino]pentanedioic acid
IUPAC name 2-[({1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl}methyl)amino]pentanedioic acid
 
Classification
Type modified_deoxyribonucleoside View in model
 
Structure
Empirical formula (pH 7.5) H21C15N3O9
SMILES (pH 7.5) C1(=CN(C(=O)NC1=O)C2CC(C(O2)CO)O)CNC(C(O)=O)CCC(O)=O
Charge (pH 7.5) -1
Is hydrophobic False View in model
Molecular weight (Da) 387.34 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)
324.91
pI 2.50
logP -5.03
logD (pH 7.5) -7.99
 
Function
Reaction participant View in model
 
Comments
Comments occurs in bacteriophage DNA [PUB_0477]; in bacteriophage PhiW-14 up to 50% thymidine replaced by gludT [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 15:06:59
Last updated 2012-10-01 15:12:13