Abstract
A novel oligonucleotide analog has been prepared from ribonucleoside derived morpholine subunits linked by carbamate groups. Oxidative cleavage of the 2',3' vicinal diol of cytidine followed by reductive amination of the resulting dialdehyde afforded the morpholine subunit. Coupling of the subunits are through carbamate moieties and the oligomers were characterized by 1H NMR and FAB MS. Evidence for interaction of the hexamer 19 with p(dG6) was found, but an atypical interaction of 19 with a RNA target was observed.
Full text
PDF
Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- Alexander J., Cargill R., Michelson S. R., Schwam H. (Acyloxy)alkyl carbamates as novel bioreversible prodrugs for amines: increased permeation through biological membranes. J Med Chem. 1988 Feb;31(2):318–322. doi: 10.1021/jm00397a008. [DOI] [PubMed] [Google Scholar]
- Letsinger R. L., Bach S. A., Eadie J. S. Effects of pendant groups at phosphorus on binding properties of d-ApA analogues. Nucleic Acids Res. 1986 Apr 25;14(8):3487–3499. doi: 10.1093/nar/14.8.3487. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Maher L. J., 3rd, Dolnick B. J. Comparative hybrid arrest by tandem antisense oligodeoxyribonucleotides or oligodeoxyribonucleoside methylphosphonates in a cell-free system. Nucleic Acids Res. 1988 Apr 25;16(8):3341–3358. doi: 10.1093/nar/16.8.3341. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Miller P. S., Agris C. H., Aurelian L., Blake K. R., Murakami A., Reddy M. P., Spitz S. A., Ts'o P. O. Control of ribonucleic acid function by oligonucleoside methylphosphonates. Biochimie. 1985 Jul-Aug;67(7-8):769–776. doi: 10.1016/s0300-9084(85)80166-8. [DOI] [PubMed] [Google Scholar]
- van der Krol A. R., Mol J. N., Stuitje A. R. Modulation of eukaryotic gene expression by complementary RNA or DNA sequences. Biotechniques. 1988 Nov-Dec;6(10):958–976. [PubMed] [Google Scholar]