Abstract
We have earlier reported the synthesis and antisense properties of the conformationally constrained oxetane-C and -T containing oligonucleotides, which have shown effective down-regulation of the proto-oncogene c-myb mRNA in the K562 human leukemia cells. Here we report on the straightforward syntheses of the oxetane-A and oxetane-G nucleosides as well as their incorporations into antisense oligonucleotides (AONs), and compare their structural and antisense properties with those of the T and C modified AONs (including the thermostability and RNase H recruitment capability of the AON/RNA hybrid duplex by Michaelis-Menten kinetic analyses, their resistance in the human serum, as well as in the presence of exo and endonucleases).
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Adenosine / analogs & derivatives*
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Adenosine / chemistry
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Base Sequence
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Circular Dichroism
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Cytidine / analogs & derivatives*
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Cytidine / chemistry
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Deoxyribonuclease I / chemistry
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Deoxyribonuclease I / metabolism
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Ethers, Cyclic / chemistry*
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Ethers, Cyclic / metabolism
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Guanosine / analogs & derivatives*
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Guanosine / chemistry
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Humans
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Kinetics
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Models, Molecular
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Molecular Sequence Data
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Nucleic Acid Conformation
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Nucleic Acid Heteroduplexes / chemistry
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Nucleic Acid Heteroduplexes / metabolism
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Oligonucleotides / blood
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Oligonucleotides / chemical synthesis
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Oligonucleotides / chemistry*
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Oligonucleotides / metabolism
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Proto-Oncogene Mas
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RNA / chemistry
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RNA / metabolism
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Ribonuclease H / chemistry
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Ribonuclease H / metabolism
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Thermodynamics
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Thymidine / analogs & derivatives*
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Thymidine / chemistry
Substances
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Ethers, Cyclic
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MAS1 protein, human
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Nucleic Acid Heteroduplexes
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Oligonucleotides
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Proto-Oncogene Mas
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Guanosine
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Cytidine
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RNA
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Deoxyribonuclease I
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Ribonuclease H
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oxetane
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Adenosine
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Thymidine