title: Synthesis and structural studies of S-type/N-type-locked/frozen nucleoside analogues and their incorporation in RNA-selective, nuclease resistant 2'-5' linked oligonucleotides.
abstract: 2'-endo locked or frozen (S-type)/3'-endo locked or frozen (N-type) nucleoside analogues were synthesized. Conformational analysis based on (3)J(HH) and NOE measurements is presented which is further confirmed by X-ray crystal structural studies. 2'-5'isoDNA oligonucleotides (ON) were synthesized using these modified nucleoside analogues and UV-T(m) studies of the resultant 2'-5'isoDNA : RNA duplexes reflect the site- and sequence-dependent effects and confirm that the S-type sugar conformations were preferred over the N-type sugar geometry in such duplexes.
authors.affiliation: Organic Chemistry Division, CSIR-National Chemical Laboratory, Homi Bhabha Road, Pune 411008, India.
authors.forename: Namrata
authors.initials: N
authors.lastname: Erande
authors.forename: Anita D
authors.initials: AD
authors.lastname: Gunjal
authors.forename: Moneesha
authors.initials: M
authors.lastname: Fernandes
authors.forename: Rajesh
authors.initials: R
authors.lastname: Gonnade
authors.forename: Vaijayanti A
authors.initials: VA
authors.lastname: Kumar
mesh_terms: D000818:Animals; D001483:Base Sequence; D018360:Crystallography, X-Ray; D004247:DNA / Q000138:chemical synthesis / Q000737:chemistry / Q000378:metabolism; D008958:Models, Molecular; D008968:Molecular Conformation; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D009841:Oligonucleotides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D012313:RNA / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D020871:RNA Stability; D012260:Ribonucleases / Q000378:metabolism; D012911:Snakes / Q000378:metabolism
chemical_list: D009705:Nucleosides; D009841:Oligonucleotides; C477371:locked nucleic acid; D012313:RNA; D004247:DNA; D012260:Ribonucleases