n2AD – 2-amino-adenine

Name
WID n2AD View in model
Name 2-amino-adenine View in model
Traditional name 9H-purine-2,6-diamine
IUPAC name 9H-purine-2,6-diamine
Cross references ChEBI: 479075, PubChem: 87351544
 
Classification
Type modified_nucleobase View in model
 
Structure
Empirical formula (pH 7.5) H6C5N6
SMILES (pH 7.5) NC1=NC2=C(N=CN2)C(N)=N1
Charge (pH 7.5) 0
Is hydrophobic False View in model
Molecular weight (Da) 150.14 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)		 118.07
pI 8.13
logP -0.680
logD (pH 7.5) -1.00
 
Function
Reaction participant DNA base amination (adenine ==> 2-amino-adenine; ammonia)
[c]: AD + NH3 ⇒ (2) H + n2AD		 View in model
 
Comments
Comments occurs in bacteriophage DNA [PUB_0477]; 100% adenosine replacement in phage S-2L [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 15:07:03
Last updated 2012-10-01 15:12:23