| Synthesis of 6'-branched locked nucleic acid by a radical TEMPO-scavanged stereoselective mercury cyclization. | |
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MedLine Citation:
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PMID: 18672932 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A 6'(R)-hydroxymethyl derivative of the locked nucleic acid (LNA)-thymidine monomer has been synthesized by a stereoselective mercury cyclization and subsequent use of TEMPO as a radical scavenger. This compound was converted to an azide derivative, which in a Huisgen-type [3 + 2] cycloaddition afforded a double-headed nucleoside with a triazole linking an additional thymine to the 6'-position of the LNA-nucleoside monomer. |
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Authors:
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Gerald Enderlin; Poul Nielsen |
Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2008-08-02 |
Journal Detail:
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Title: The Journal of organic chemistry Volume: 73 ISSN: 1520-6904 ISO Abbreviation: J. Org. Chem. Publication Date: 2008 Sep |
Date Detail:
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Created Date: 2008-08-29 Completed Date: 2008-11-25 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: United States |
Other Details:
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Languages: eng Pagination: 6891-4 Citation Subset: IM |
Affiliation:
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Nucleic Acid Center, Department of Physics and Chemistry, University of Southern Denmark, 5230 Odense M, Denmark. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Azides
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chemistry Cyclic N-Oxides / chemistry* Cyclization Free Radical Scavengers / chemistry* Mercury / chemistry* Models, Chemical Oligonucleotides / chemical synthesis* Stereoisomerism Thymidine / analogs & derivatives, chemical synthesis* Triazoles / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Azides; 0/Cyclic N-Oxides; 0/Free Radical Scavengers; 0/Oligonucleotides; 0/Triazoles; 0/locked nucleic acid; 2564-83-2/TEMPO; 50-89-5/Thymidine; 7439-97-6/Mercury |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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