Azide-alkyne "click" reaction performed on oligonucleotides with the universal nucleoside 7-octadiynyl-7-deaza-2′-deoxyinosine

Abstract Oligonucleotides containing 7-substituted 7-deaza-2′- deoxyinosine derivatives bearing alkynyl groups were prepared. The octa-1,7-diynyl derivative was functionalized with the non-fluorescent 3- azidocoumarin by the Huisgen-Sharpless-Meldal cycloaddition to afford a highly fluorescent oligo...

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Bibliographic Details
Published inNucleic Acids Symposium Series Vol. 52; no. 1; pp. 471 - 472
Main Authors Ming, Xin, Leonard, Peter, Heindl, Dieter, Seela, Frank
Format Journal Article
LanguageEnglish
Published England Oxford University Press 2008
Subjects
DNA - chemistry
Fluorescent Dyes - chemistry
Inosine - analogs & derivatives
Inosine - chemistry
Oligonucleotides - chemistry
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Summary:Abstract Oligonucleotides containing 7-substituted 7-deaza-2′- deoxyinosine derivatives bearing alkynyl groups were prepared. The octa-1,7-diynyl derivative was functionalized with the non-fluorescent 3- azidocoumarin by the Huisgen-Sharpless-Meldal cycloaddition to afford a highly fluorescent oligonucleotide conjugate. The ambiguous base pairing character and the clickable side chain allows the incorporation of almost any reporter molecule to DNA.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0261-3166
1746-8272
DOI:10.1093/nass/nrn239