Prebiotic oligodeoxynucleotide synthesis in a cyclic evaporating system at low temperatures.

Deoxynucleoside 5'-monophosphates were condensed by cyanamide or by l-ethyl-3-(3-dimethylaminopropyl) carbodiimide in the presence of ammonium chloride at 0 degree, 37 degrees or 60 degrees C through several cycles of evaporation to dryness with replenishment of all reactants at each cycle. We found that at 37 degrees or 60 degrees cyanamide gives distinctly more high molecular weight material than does carbodiimide. Indeed, the yield of condensed products for the cyanamide reaction (dimers and higher oligomers) was found to be between 60 percent and 80 percent. The molecular weight distribution of the product shifts to higher molecular weights as cycling continues at 37 degrees or 60 degrees for both condensing agents. The water soluble carbodiimide gives higher yields of low molecular weight product but much lower yields of the higher molecular weight products. At 0 degree yields of high molecular weight product were low for both condensing agents. Results of characterization of the products demonstrate the synthesis of oligodeoxynucleotides including tetramers, with 3'-5' phosphodiester linkages.