Cross-Linked DNA: Propargylated Ribonucleosides as ``Click'' Ligation Sites for Bifunctional Azides

DC FieldValueLanguage
dc.contributor.authorPujari, Suresh S.
dc.contributor.authorSeela, Frank
dc.date.accessioned2021-12-23T16:05:38Z-
dc.date.available2021-12-23T16:05:38Z-
dc.date.issued2012
dc.identifier.issn00223263
dc.identifier.urihttps://osnascholar.ub.uni-osnabrueck.de/handle/unios/7114-
dc.description.abstract2'-O or 3'-O-propargylated adenosines and ribothymidines were used as click targets for cross-linking of oligonucleotides with aliphatic and aromatic azides. The cross-link generates a sugar modification at the 2'-O-ligation site. Inexpensive ribonucleosides were used as starting materials. Cross-linking of oligonucleotides was performed at internal or terminal positions. Hybridization of homodimers with two complementary single strands resulted in stable ligated DNA duplexes.
dc.description.sponsorshipChemBiotech, Munster, Germany; We thank Dr. S. Budow and Dr. P. Leonard for helpful discussions and support while preparing the manuscript. We also thank Mr. H. Mei for measuring the NMR spectra and Mr. Nhat Quang Tran for the oligonucleotide syntheses. We would like to thank Dr. H. Luftmann, Organisch-chemisches Institut, Universitat Munster, Germany, for the measurement of the MALDI spectra. Financial support by ChemBiotech, Munster, Germany, is highly appreciated.
dc.language.isoen
dc.publisherAMER CHEMICAL SOC
dc.relation.ispartofJOURNAL OF ORGANIC CHEMISTRY
dc.subjectADENOSINE-DEAMINASE
dc.subjectBASE-PAIRS
dc.subjectChemistry
dc.subjectChemistry, Organic
dc.subjectCONJUGATION
dc.subjectDOUBLE-HELIX
dc.subjectDUPLEX STABILITY
dc.subjectHYBRIDIZATION
dc.subjectLINKING
dc.subjectOLIGONUCLEOTIDES
dc.subjectTERMINAL ALKYNES
dc.titleCross-Linked DNA: Propargylated Ribonucleosides as ``Click'' Ligation Sites for Bifunctional Azides
dc.typejournal article
dc.identifier.doi10.1021/jo300421p
dc.identifier.isiISI:000303492300031
dc.description.volume77
dc.description.issue9
dc.description.startpage4460
dc.description.endpage4465
dc.contributor.orcid0000-0002-0246-3362
dc.publisher.place1155 16TH ST, NW, WASHINGTON, DC 20036 USA
dcterms.isPartOf.abbreviationJ. Org. Chem.
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