Incorporation of (R)- and (S)-3′,4′-seco-thymidine into oligodeoxynucleotides: hybridization properties and enzymatic stability
Open Access
- 1 January 1994
- journal article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 22 (5) , 703-710
- https://doi.org/10.1093/nar/22.5.703
Abstract
Novel flexible ollgodeoxynucleotide analogues containing (R)- and (S)-3′,4′-seco-thymidine were synthesized on an automated DNA-synthesizer using the phosphoramidlte approach. Oligodeoxynucleotide analogues (17-mers) having one or three modifications In the middle or one or two modifications In the ends were evaluated with respect to hybridization properties and enzymatic stability. 3′-End-modlfled oligomers were stable towards 3′-exonuclease degradation and displayed acceptable hybridization properties.Keywords
This publication has 18 references indexed in Scilit:
- Matrix-assisted laser desorption ionization time-of-flight mass spectrometry: a powerful tool for the mass and sequence analysis of natural and modified oligonucleotidesNucleic Acids Research, 1993
- Modified deoxyoligonucleotides stable to exonuclease degradation in serumNucleic Acids Research, 1991
- Incorporation of a complete set of deoxyadenosine and thymidine analogs suitable for the study of protein nucleic acid interactions into oligodeoxynucleotides. Application to the EcoRV restriction endonuclease and modification methylaseBiochemistry, 1990
- Sugar modified oligonucleotides. III (1). Synthesis, nuclease resistance and base pairing properties of α- and β-L-octathymidylatesBiochemical and Biophysical Research Communications, 1990
- New synthetic routes to protected purine 2′-O-methylriboside-3′-O-phosphoramidites using a novel alkylation procedureNucleic Acids Research, 1990
- Sugar modified oligonucleotides I. Carbo-oligodeoxynucleotides as potential antisense agentsBiochemical and Biophysical Research Communications, 1989
- Acyclic analogs of 3'-azido-3'-deoxythymidine as potential antiviral agents. Nucleoside synthesis by Michael additionJournal of Medicinal Chemistry, 1989
- Oligodeoxynucleotides as inhibitors of gene expression: a review.1988
- Comparative inhibition of chloramphenicol acetyltransferase gene expression by antisense oligonucleotide analogues having alkyl phosphotriester, methylphosphonate and phosphorothioate linkagesNucleic Acids Research, 1987
- Nucleoside und verwandte Verbindungen, V. Synthese der anomeren Thymin‐nucleoside der 2‐Desoxy‐D‐ribopyranoseEuropean Journal of Inorganic Chemistry, 1968