Oligomerization reactions of deoxyribonucleotides on montmorillonite clay: The effect of mononucleotide structure on phosphodiester bond formation

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Abstract
Adenine deoxynucleotides bind more strongly to Na+-montmorillonite than do the corresponding ribonucleotides. Thymidine nucleotides binds less strongly to Na+-montmorillonite than do the corresponding adenine deoxynucleotides. Oligomers of 2′-dpA up to the tetramer were detected in the reaction 2′-d-5′-AMP with EDAC (a water-soluble carbodiimide) in the presence of Na+-montmorillonite. Reaction of 3′-d-5′-AMP with EDAC on Na+-montmorillonite yields 3′-d-2′,5′-pApA while the reaction of 2′-d-3′-AMP yields almost exclusively 3′,5′-cdAMP. The reaction of 5′-TMP under the same reaction conditions give 3′,5′-cpTpT and 3′,5′-pTpT while 3′-TMP gives mainly 3′,5′-cpT. The yield of dinucleotide products (dpNpN) containing the phosphodiester bond is 1% or less when Na+-montmorillonite is omitted from the reaction mixture.