| Structure-editing of nucleic acids for selective targeting of RNA. | |
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MedLine Citation:
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PMID: 17430211 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The synthesis of backbone-modified nucleic acids has been an area of very intense research over the last two decades. The main reason for this research activity is the instability of nucleic acid based drugs in the intracellular conditions. Changes in the sugar-phosphate backbone invariably bring about the changes in the complementation properties of the nucleic acids. The naturally occurring deoxyribose- (DNA) and ribose (RNA) sugar-phosphate backbones are endowed with considerable differences in their binding affinities towards themselves. This occurs because of the different sugar conformations prevalent in DNA and RNA and the subtle structural changes accruing from these in hydrogen bonding, base-stacking interactions and hydration of major/minor grooves. The six-atom phosphodiester linkages and pentose-sugars give immense opportunities for chemical modifications that lead to several backbone-modified nucleic acid structures. This article is focused on such modifications that impart RNA-selective binding properties to the modified nucleic acid mimics and the rationale behind the said selectivity. It is found that the six-atom sugar-phosphate backbone could be replaced by either one-atom extended or one-atom edited repeating units, leading to the folded or extended geometries to maintain the internucleoside distance-complementarity. Other important contributions come from electronegativity of the substituent groups, hydration in the major/minor groove, base stacking etc. |
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Authors:
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Vaijayanti A Kumar; K N Ganesh |
Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't; Review |
Journal Detail:
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Title: Current topics in medicinal chemistry Volume: 7 ISSN: 1873-4294 ISO Abbreviation: Curr Top Med Chem Publication Date: 2007 |
Date Detail:
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Created Date: 2007-04-13 Completed Date: 2007-05-29 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101119673 Medline TA: Curr Top Med Chem Country: Netherlands |
Other Details:
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Languages: eng Pagination: 715-26 Citation Subset: IM |
Affiliation:
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Division of Organic Chemistry, Synthesis, National Chemical Laboratory, Pune, 411008 India. va.kumar@ncl.res.in |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Amines
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chemistry Animals Biomimetic Materials / chemistry Humans Nucleic Acid Conformation Nucleic Acids / chemistry* Phosphorus / chemistry RNA / chemistry* Stereoisomerism Substrate Specificity Sulfhydryl Compounds / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Amines; 0/Nucleic Acids; 0/Sulfhydryl Compounds; 63231-63-0/RNA; 7723-14-0/Phosphorus |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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