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Nucleic Acids Research, 1985, Vol. 13, No. 22 8181-8196
© 1985

Articles

Analytical studies of ‘mixed sequence’ oligodeoxyribonucleotides synthesized by competitive coupling of either methyl- or ß-cyanoethyl-N,N-diisopropylamino phosphoramidite reagents, including 2'-deoxyinosine

Gerald Zon, Kathleen A Gallo, Carrie J. Samson, Kai-liu Shao, Michael F. Summers and R.Andrew Byrd

Division of Biochemistry and Biophysics, Food and Drug Administration 8800 Rockville Pike, Bethesda, MD 20892, USA

Received September 12, 1985. Revised October 31, 1985. Accepted October 31, 1985.

High-performance liquid chromatography (HPLC) and 1H/31P nuclear magnetic resonance (NMR) spectroscopy were used to measure the molar ratio of oligodeoxyribonucleotide products in mixtures obtained with automated DNA synthesizers that employed competitive coupling of either standard methyl- or newerß-cyanoethyl-N, N-diisopropylamino phosphoramidite reagents, which include deoxylnosine. Mixtures of these reagents when used as freshly prepared solutions afforded ratios of products that indicated negligibly small differences among the rates of the various competitive coupling reactions. However, studies of reagent stability in solution revealed that both types of the N-isobutyryl deoxyguanosine reagent decompose faster than their corresponding dA, dC, and dT phosphoramidites, which led to significantly lower proportions of dG-containing sequences. This problem was attenuated for the ß-cyanoethyl reagents due to their slower rate of decomposition.


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