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Nucleic Acids Research, 1983, Vol. 11, No. 20 7087-7103
© 1983

MOLECULAR BIOLOGY

A stereospeifically 18O-labelled deoxydinucleoside phosphate block for incorporation into an oligonucleotide

Barry V.L. Potter, Fritz Eckstein* and Bogdan Uznanski

Max-Planck-Institut für experimentelle Medizin, Abteilung Chemie Hermann-Rein-Str. 3, D-3400 Göttingen, FRG Polish Academy of Sciences, Centre for Molecular and Macromolecular Studies, Department of Bioorganic Chemistry 90-362 Lodz, Boczna 5, Poland

*To whom reprint requests should be addressed

Received September 14, 1983. Accepted September 29, 1983.

Fully protected diastereoisomers of deoxyguanylyl(3' -> 5')deoxyadenosine stereospecifically labelled on phosphorus with oxygen-18 have been synthesized by oxidation of phosphite triester intermediates in the presence of 18O-labelled water. The diastereoisomers have been chromatographically separated and their absolute configuration at phosphorus determined. (Rp)-[18o]deoxyguanylyl(3' -> 5') deoxyadenosine has been prepared by complete deprotection of the parent diastereoisomer of the Sp configuration. Methylation of the former compound permits assignment of the absolute configurations of the methyl esters of N1-methyldeoxyguanylyl(3' -> 5')N1-methyldeoxyadenosine.


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