The case of sulfonation in the chemical synthesis of oligonucleotides
- 1 January 1980
- journal article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 8 (10) , 2301-2306
- https://doi.org/10.1093/nar/8.10.2301
Abstract
The sulfonation of nucleosidic component, a side reaction during phosphotriester bond formation, as a function of the reactivity of the condensing agents and the kind of substituents in the starting phosphodiester is discussed. It was found that in the coupling reaction of nucleoside alkyl phosphodiesters, the degree of sulfonation of the nucleosidic component was very high; while under the same conditions when the aryl group was present in the corresponding phosphodiester, this side reaction practically did not occur.Keywords
This publication has 3 references indexed in Scilit:
- Arylsulfonyltetrazoles, new coupling reagents and further improvements in the triester method for the synthesis of deoxyribooligonucleotides1Nucleic Acids Research, 1977
- Use of arylsulfonyltriazoles for the synthesis of oligonucleotides by the triester approachJournal of the American Chemical Society, 1975
- Studies on Polynucleotides. LI.1 Syntheses of the 64 Possible Ribotrinucleotides Derived from the Four Major Ribomononucleotides2Journal of the American Chemical Society, 1966