Efficient reverse click labeling of azide oligonucleotides with multiple alkynyl Cy-Dyes applied to the synthesis of HyBeacon probes for genetic analysis

A convenient method of oligonucleotide labeling using click chemistry has been developed. A 2′-mesyloxyethyl ribothymidine phosphoramidite monomer was incorporated into DNA at several loci during solid phase oligonucleotide synthesis and converted to 2′-azidoethyl ribothymidine in high yield on the...

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Main Authors: Gerowska, M, Hall, L, Richardson, J, Shelbourne, M, Brown, T
Format: Journal article
Language:English
Published: 2012
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author Gerowska, M
Hall, L
Richardson, J
Shelbourne, M
Brown, T
author_facet Gerowska, M
Hall, L
Richardson, J
Shelbourne, M
Brown, T
author_sort Gerowska, M
collection OXFORD
description A convenient method of oligonucleotide labeling using click chemistry has been developed. A 2′-mesyloxyethyl ribothymidine phosphoramidite monomer was incorporated into DNA at several loci during solid phase oligonucleotide synthesis and converted to 2′-azidoethyl ribothymidine in high yield on the synthesis resin. The resultant azide oligonucleotides were doubly and triply labeled with alkyne-modified cyanine dyes and their biophysical properties were studied. The influence of the dye structures and method of labeling on the fluorescence properties of the DNA probes is discussed and compared with a standard labeling method using active esters of Cy-Dyes. © 2011 Elsevier Ltd. All rights reserved.
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spelling oxford-uuid:8ea68c56-15a8-41d4-8fdc-d7024d4adee82022-03-26T22:59:11ZEfficient reverse click labeling of azide oligonucleotides with multiple alkynyl Cy-Dyes applied to the synthesis of HyBeacon probes for genetic analysisJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:8ea68c56-15a8-41d4-8fdc-d7024d4adee8EnglishSymplectic Elements at Oxford2012Gerowska, MHall, LRichardson, JShelbourne, MBrown, TA convenient method of oligonucleotide labeling using click chemistry has been developed. A 2′-mesyloxyethyl ribothymidine phosphoramidite monomer was incorporated into DNA at several loci during solid phase oligonucleotide synthesis and converted to 2′-azidoethyl ribothymidine in high yield on the synthesis resin. The resultant azide oligonucleotides were doubly and triply labeled with alkyne-modified cyanine dyes and their biophysical properties were studied. The influence of the dye structures and method of labeling on the fluorescence properties of the DNA probes is discussed and compared with a standard labeling method using active esters of Cy-Dyes. © 2011 Elsevier Ltd. All rights reserved.
spellingShingle Gerowska, M
Hall, L
Richardson, J
Shelbourne, M
Brown, T
Efficient reverse click labeling of azide oligonucleotides with multiple alkynyl Cy-Dyes applied to the synthesis of HyBeacon probes for genetic analysis
title Efficient reverse click labeling of azide oligonucleotides with multiple alkynyl Cy-Dyes applied to the synthesis of HyBeacon probes for genetic analysis
title_full Efficient reverse click labeling of azide oligonucleotides with multiple alkynyl Cy-Dyes applied to the synthesis of HyBeacon probes for genetic analysis
title_fullStr Efficient reverse click labeling of azide oligonucleotides with multiple alkynyl Cy-Dyes applied to the synthesis of HyBeacon probes for genetic analysis
title_full_unstemmed Efficient reverse click labeling of azide oligonucleotides with multiple alkynyl Cy-Dyes applied to the synthesis of HyBeacon probes for genetic analysis
title_short Efficient reverse click labeling of azide oligonucleotides with multiple alkynyl Cy-Dyes applied to the synthesis of HyBeacon probes for genetic analysis
title_sort efficient reverse click labeling of azide oligonucleotides with multiple alkynyl cy dyes applied to the synthesis of hybeacon probes for genetic analysis
work_keys_str_mv AT gerowskam efficientreverseclicklabelingofazideoligonucleotideswithmultiplealkynylcydyesappliedtothesynthesisofhybeaconprobesforgeneticanalysis
AT halll efficientreverseclicklabelingofazideoligonucleotideswithmultiplealkynylcydyesappliedtothesynthesisofhybeaconprobesforgeneticanalysis
AT richardsonj efficientreverseclicklabelingofazideoligonucleotideswithmultiplealkynylcydyesappliedtothesynthesisofhybeaconprobesforgeneticanalysis
AT shelbournem efficientreverseclicklabelingofazideoligonucleotideswithmultiplealkynylcydyesappliedtothesynthesisofhybeaconprobesforgeneticanalysis
AT brownt efficientreverseclicklabelingofazideoligonucleotideswithmultiplealkynylcydyesappliedtothesynthesisofhybeaconprobesforgeneticanalysis