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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!
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-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-