Conversion of N ⁶ -hydroxymethyl-adenine nucleotides to N ⁶ -alkylthiomethyl-derivatives and its application to preparing new adsorbents for affinity chromatography

Summary

Reaction of adenine nucleotides (AMP, ADP, and ATP) with formaldehyde and 3-mercaptopropionic acid in alkaline mediums and that in acidic mediums gave new derivatives, N⁶ -[(2-carboxyethyl)thiomethyl]- and N⁶ , N⁶ -di[(2-carboxyethyl)thiomethyl]-adenine nucleotides, respectively. These derivatives were coupled to a diamine with a water-soluble carbodiimide and further bound to CNBr-activated polysaccharides. The polymer-bound nucleotides were active as immobilized cofactors for several kinases or effective as affinity adsorbents.