title: New oligonucleotide analogues based on morpholine subunits joined by oxalyl diamide tether.
abstract: We report on the design, synthesis and some of the properties of the new oligonucleotide analogues based on morpholine nucleoside (MorB) subunits joined by an oxalyl diamide tether instead of a phosphate group. The synthetic strategy and oligomer design are optimized to easily obtain target substances without using protective groups. The dimers HOMorU-Ox-NHMorU, HOMorU-Ox-NHMorA, and uracil containing the hexamer HOMorU-(Ox-NHMorU)5 were synthesized. The structures of all substances were confirmed by 1H, 13C, NMR, and mass spectroscopy. Base stacking interactions in dimers were revealed by CD-spectra data.
authors.affiliation: The Institute of Chemical Biology and Fundamental Medicine, Lavrent'ev Ave 8, Novosibirsk 630090, Russia. abramova@niboch.nsc.ru
authors.forename: Tatiana V
authors.initials: TV
authors.lastname: Abramova
authors.forename: Marat F
authors.initials: MF
authors.lastname: Kassakin
authors.forename: Alexander A
authors.initials: AA
authors.lastname: Lomzov
authors.forename: Dmitrii V
authors.initials: DV
authors.lastname: Pyshnyi
authors.forename: Vladimir N
authors.initials: VN
authors.lastname: Silnikov
mesh_terms: D000577:Amides / Q000737:chemistry*; D002942:Circular Dichroism; D015394:Molecular Structure; D009025:Morpholines / Q000737:chemistry*; D009705:Nucleosides / Q000737:chemistry; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D012680:Sensitivity and Specificity; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D013237:Stereoisomerism
chemical_list: D000577:Amides; D009025:Morpholines; D009705:Nucleosides; D009841:Oligonucleotides; C037574:morpholine