| Insights from crystal structures into the opposite effects on RNA affinity caused by the s- and R-6'-methyl backbone modifications of 3'-fluoro hexitol nucleic Acid. | |
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MedLine Citation:
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PMID: 22229409 Owner: NLM Status: In-Data-Review |
Abstract/OtherAbstract:
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Locked nucleic acid (LNA) analogues with 2',4'-bridged sugars show promise in antisense applications. S-5'-Me-LNA has high RNA affinity, and modified oligonucleotides show weakened immune stimulation in vivo. Conversely, an R-5'-methyl group dramatically lowers RNA affinity. To test the effects of S- and R-6'-methyl groups on 3'-fluoro hexitol nucleic acid (FHNA) stability, we synthesized S- and R-6'-Me-FHNA thymidine and incorporated them into oligo-2'-deoxynucleotides. As with LNA, S-6'-Me is stabilizing whereas R-6'-Me is destabilizing. Crystal structures of 6'-Me-FHNA-modified DNAs explain the divergent consequences for stability and suggest convergent origins of these effects by S- and R-6'-Me (FHNA) [-5'-Me (LNA and RNA)] substituents. |
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Authors:
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Pradeep S Pallan; Jinghua Yu; Charles R Allerson; Eric E Swayze; Punit Seth; Martin Egli |
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Publication Detail:
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Type: Journal Article Date: 2011-12-29 |
Journal Detail:
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Title: Biochemistry Volume: 51 ISSN: 1520-4995 ISO Abbreviation: Biochemistry Publication Date: 2012 Jan |
Date Detail:
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Created Date: 2012-01-10 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 0370623 Medline TA: Biochemistry Country: United States |
Other Details:
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Languages: eng Pagination: 7-9 Citation Subset: IM |
Affiliation:
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Department of Biochemistry, Vanderbilt University , School of Medicine, Nashville, Tennessee 37232, United States. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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