DNA Degradation - (Jun/06/2007 )
I am trying to figure out why 4 mgs of DNA would degrade after being aminated with ethylenediamine?
-tiffini-
Your experiment send shivers up my spine!
-amyfer-
My chemistry has gone to seed. But my guess is that the amine groups on the ethylenediamine are attacking the phosphodiester bonds. Probably by N lone pair (of the amine) attacking the P atom (of the phosphate group), resulting in the electron moving to the P=O, oxygen for a moment. When that electron bounces back, it moves to the oxygen connected to carbon-1. The H+ ion is extracted from the N atom by the leaving O-.
I don't think P-N bound is stable, resulting in the bond quickly being hydrolysed.
Hmm... anybody with better organic chemistry? Is my guess work anywhere close?
-perneseblue-