carbamoylmethyl6AD – N6-carbamoylmethyladenine

Name
WID carbamoylmethyl6AD View in model
Name N6-carbamoylmethyladenine View in model
Traditional name 2-(9H-purin-6-ylamino)acetamide
IUPAC name 2-(9H-purin-6-ylamino)acetamide
Cross references PubChem: 85884570
 
Classification
Type modified_nucleobase View in model
 
Structure
Empirical formula (pH 7.5) H8C7N6O1
SMILES (pH 7.5) NC(=O)CNC1=NC=NC2=C1N=CN2
Charge (pH 7.5) 0
Is hydrophobic False View in model
Molecular weight (Da) 192.18 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)
154.82
pI 7.46
logP -1.56
logD (pH 7.5) -1.57
 
Function
Reaction participant DNA base alkylation (adenine ==> N6-carbamoylmethyladenine; acetamide )
[c]: acetamide + ADcarbamoylmethyl6AD + (2) H
View in model
 
Comments
Comments formed by E. coli Mu phage mom gene product [PUB_0478]; converts adenosine in consensus sequence [CG]A[GC]NPy [PUB_0478]; modification protects against host nucleases [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 15:06:51
Last updated 2012-10-01 15:11:56