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Structure of the Fully Modified Left-Handed Cyclohexene Nucleic Acid Sequence GTGTACAC.
- Source :
-
Journal of the American Chemical Society . 2/13/2008, Vol. 130 Issue 6, p1979-1984. 6p. 3 Diagrams, 3 Charts. - Publication Year :
- 2008
-
Abstract
- CeNA oligonucleotides consist of a phosphorylated backbone where the deoxyribose sugars are replaced by cyclohexene moieties. The X-ray structure determination and analysis of a fully modified octamer sequence GTGTACAC, which is the first crystal structure of a carbocyclic-based nucleic acid, is presented. This particular sequence was built with left-handed building blocks and crystallizes as a left- handed double helix. The helix can be characterized as belonging to the (mirrored) A-type family. Crystallographic data were processed up to 1.53 Å, and the octamer sequence crystallizes in the space group R32. The sugar puckering is found to adopt the ³H2 half-chair conformation which mimics the C3′-endo conformation of the ribose sugar. The double helices stack on top of each other to form continuous helices, and static disorder is observed due to this end-to-end stacking. [ABSTRACT FROM AUTHOR]
- Subjects :
- *NUCLEOTIDE sequence
*OLIGONUCLEOTIDES
*SPINE
*DEOXYRIBOSE
*MOIETIES (Chemistry)
Subjects
Details
- Language :
- English
- ISSN :
- 00027863
- Volume :
- 130
- Issue :
- 6
- Database :
- Academic Search Index
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Academic Journal
- Accession number :
- 29986215
- Full Text :
- https://doi.org/10.1021/ja077313f