The case of sulfonation in the chemical synthesis of oligonucleotides

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 phosphodi...

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Bibliographic Details
Published inNucleic acids research Vol. 8; no. 10; pp. 2301 - 2306
Main Authors Kraszewski, A., Stawiński, J., Wiewiórowski, M.
Format Journal Article
LanguageEnglish
Published England Oxford University Press 24.05.1980
Subjects
Arylsulfonates
Chemical Phenomena
Chemistry
Indicators and Reagents
Methods
Oligonucleotides - chemical synthesis
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Summary: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 phosphodiesiers, 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.
Bibliography:istex:706E0B5BE57D2F327C893C6E8C9FBDAC30A2780E
ArticleID:8.10.2301
For reaction condition see Experimental Section.
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ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0305-1048
1362-4962
DOI:10.1093/nar/8.10.2301