Chemical capping by phosphitylation during oligonucleotide synth

Details Chemical capping by phosphitylation during oligonucleotide synth Chemical capping by phosphitylation during oligonucleotide synth

1987-06-04

1989-03-28

Griffin, Ronald W.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

536 28, C07H 1910, C07H 1920

Patent

active

048165719

ABSTRACT:
A method is provided for capping failure sequences in oligonucleotide synthesis by phosphitylation. A phosphite monoester is reacted with the 5' or 3' hydroxyl of the failure sequence between successive condensation steps in a synthesis procedure to form a 5' or 3' phosphite diester with the failure sequence. The phosphite diester substituent is inert with respect to subsequent reaction steps in the synthesis of the desired oligonucleotide product.

REFERENCES:
patent: 4458066 (1984-07-01), Caruthers et al.
Matteucci et al., J. Am. Chem. Soc., 103 (11), 3185-3191 (1981).
Garegg et al., Tetrahedron Letters, 27 (34), 4055-4058 (1986).
Froehler et al., Tetrahedron Letters, 27 (4), 469-472 (1986).
Setlow and Hollaender, "Genetic Engineering Principles and Methods", vol. 4, pp. 1-17.
"Oligonucleotide Synthesis a Practical Approach", Chapter 3 by Atkinson and Smith entitled, Solid-Phase Synthesis of Oligodeoxyribonucleotides by the Phosphitetriester Method, pp. 35-53.
Marvin H. Caruthers, "Gene Synthesis Machines: DNA Chemistry and Its Uses", Oct. 18, 1985, pp. 281-185, Science, vol. 230.
Giles and Morrison, "An Economical System for Automated DNA Synthesis", Mar./Apr. 1987, pp. 16-24.

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