| pubmed-article:1630904 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:1630904 | lifeskim:mentions | umls-concept:C0012854 | lld:lifeskim |
| pubmed-article:1630904 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:1630904 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:1630904 | lifeskim:mentions | umls-concept:C0871161 | lld:lifeskim |
| pubmed-article:1630904 | pubmed:issue | 13 | lld:pubmed |
| pubmed-article:1630904 | pubmed:dateCreated | 1992-8-17 | lld:pubmed |
| pubmed-article:1630904 | pubmed:abstractText | We have investigated the conformations of the hexadeoxyribonucleotide, L-d(CGCGCG) composed of L-deoxyribose, the mirror image molecule of natural D-deoxyribose. In this paper, we report the synthesis of four L-deoxynucleosides and the L-oligonucleotide-ethidium bromide interactions. The L-deoxyribose synthon 9 was synthesized from L-arabinose with an over all yield of 28.5% via the Barton-McCombie reaction. The L-deoxynucleosides were obtained by a glycosylation of appropriate nucleobase derivatives with the 1-chloro sugar 9. After derivatization to nucleoside phosphoramidites, L-deoxycytidine and L-deoxyguanosine were incorporated into a hexadeoxynucleotide, L-d(CGCGCG) by a solid-phase beta-cyanoethylphosphoramidite method. This L-hexanucleotide was resistant to digestion with nuclease P1. The conformations of L-d(CGCGCG) were an exact mirror image of that of the corresponding natural one as described previously, and the conformations of the L-d(CGCGCG)-ethidium bromide complex were also the mirror images of those of the D-d(CGCGCG)-ethidium bromide complex under both low and high salt conditions. These results suggest that ethidium bromide prefers not a right-handed helical sense, but the base-base stacking geometry of the B-form rather than that of the Z-form. Thus, L-DNA would be a useful tool for studying DNA-drug interactions. | lld:pubmed |
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| pubmed-article:1630904 | pubmed:language | eng | lld:pubmed |
| pubmed-article:1630904 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1630904 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:1630904 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1630904 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:1630904 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:1630904 | pubmed:month | Jul | lld:pubmed |
| pubmed-article:1630904 | pubmed:issn | 0305-1048 | lld:pubmed |
| pubmed-article:1630904 | pubmed:author | pubmed-author:UedaYY | lld:pubmed |
| pubmed-article:1630904 | pubmed:author | pubmed-author:ShinoharaKK | lld:pubmed |
| pubmed-article:1630904 | pubmed:author | pubmed-author:AkagiMM | lld:pubmed |
| pubmed-article:1630904 | pubmed:author | pubmed-author:UrataHH | lld:pubmed |
| pubmed-article:1630904 | pubmed:author | pubmed-author:OguraEE | lld:pubmed |
| pubmed-article:1630904 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:1630904 | pubmed:day | 11 | lld:pubmed |
| pubmed-article:1630904 | pubmed:volume | 20 | lld:pubmed |
| pubmed-article:1630904 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:1630904 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:1630904 | pubmed:pagination | 3325-32 | lld:pubmed |
| pubmed-article:1630904 | pubmed:dateRevised | 2009-11-18 | lld:pubmed |
| pubmed-article:1630904 | pubmed:meshHeading | pubmed-meshheading:1630904-... | lld:pubmed |
| pubmed-article:1630904 | pubmed:meshHeading | pubmed-meshheading:1630904-... | lld:pubmed |
| pubmed-article:1630904 | pubmed:meshHeading | pubmed-meshheading:1630904-... | lld:pubmed |
| pubmed-article:1630904 | pubmed:meshHeading | pubmed-meshheading:1630904-... | lld:pubmed |
| pubmed-article:1630904 | pubmed:year | 1992 | lld:pubmed |
| pubmed-article:1630904 | pubmed:articleTitle | Synthesis and properties of mirror-image DNA. | lld:pubmed |
| pubmed-article:1630904 | pubmed:affiliation | Osaka University of Pharmaceutical Sciences, Japan. | lld:pubmed |
| pubmed-article:1630904 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:1630904 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |
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