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Nucleic Acids Research, 1980, Vol. 8, No. 10 2331-2348
© 1980

Articles

Synthesis of oligonucleotides on cellulose by a phosphotriester method

Roberto Crea and Thomas Horn

Department of Organic Chemistry Genentech, Inc., 460 Point San Bruno Blvd., South San Francisco, CA 94080, USA

Received January 22, 1980. The synthesis of oligothymidilic acids, (dT)m (where m = 4, 7, 10, 13, 16, 19, 22, and 25), was carried out using a solid phase approach in combination with the modified phosphotriester methodology developed in solution. Cellulose was used as the solid support after its functionalization with a specially featured dinucleoside diphosphate, 5'-O-p-chlorophenylphospho-2'(3')-0-acetyluridilyl-[2'(3')-3']-5'-0-dimethoxytritylthymidine p-chloro-phenylester. The fully protected trideoxynucleoside triphosphste containing only thymidine was repeatedly used to elongate the oligonucleotide chain in the 3'-5' direction. Individual coupling yields ranged from 45% to 75%. The total time needed to prepare (dT)25 was four days. Similarly, the tridecanucleotide d(AGAAGGTACTTTT) was synthesized in good yield. The results show that this approach can be used for a fast and economic way to synthesize oligodeoxynucleotides.


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