Subscribe Now Subscribe Today
Science Alert
 
FOLLOW US:     Facebook     Twitter
Blue
   
Curve Top
Journal of Applied Sciences
  Year: 2008 | Volume: 8 | Issue: 15 | Page No.: 2659-2668
DOI: 10.3923/jas.2008.2659.2668
 
Facebook Twitter Digg Reddit Linkedin StumbleUpon E-mail
Effect of Different Substituents on the Amino-Oxo/Amino-Hydroxy Cytosine Tautomeric System
Hamzeh S.M. Al-Omari

Abstract:
Amino-oxo cytosine and amino-hydroxy cytosine tautomeric system was studied by employing MNDO semi-empirical method of calculations. The amino-hydroxy structure was found to be energetically favorable over amino-oxo form of cytosine as indicated by the calculated heat of formation and Gibbs free energy. The substitution of F, OH, CN, NH2, BH2 and CH3 at carbon 6-position was studied. All the substituents are found to affect the geometrical parameters of the substituted structures. The equilibria between the substituted amino-oxo and amino-hydroxy cytosines were studied by the Gibbs free energy change and by isodesmic reactions. The calculations were performed at 25C. It is found that all substituents push the equilibria in the forward direction compared to the unsubstituted tautomeric pairs except in the case of BH2 substituent where the equilibrium becomes slightly less favourable in the forward direction.
PDF Fulltext XML References Citation Report Citation
How to cite this article:

Hamzeh S.M. Al-Omari , 2008. Effect of Different Substituents on the Amino-Oxo/Amino-Hydroxy Cytosine Tautomeric System. Journal of Applied Sciences, 8: 2659-2668.

DOI: 10.3923/jas.2008.2659.2668

URL: https://scialert.net/abstract/?doi=jas.2008.2659.2668

 
COMMENT ON THIS PAPER
 
 
 

 

 
 
 
 
 
 
 
 
 

 
 
 
 
 
 
 

       

       

Curve Bottom