Chemical synthesis of oligoribonucleotides with 2'-O-(2-cyanoethoxymethyl)-protected phosphoramidites. 2008

Tadaaki Ohgi, and Hidetoshi Kitagawa, and Junichi Yano
Discovery Research Laboratories, Nippon Shinyaku Co., Ltd., Ibaraki, Japan.

An RNA synthetic method with 2-cyanoethoxymethyl (CEM) as the 2'-hydroxyl protecting group allows the synthesis of long oligoribonucleotides from CEM-amidites with an efficiency and final purity comparable to that obtained in DNA synthesis. The CEM-amidites give a high coupling efficiency, because the CEM group minimizes steric hindrance in the coupling reaction. The CEM group shows satisfactory stability under solid-phase synthetic conditions, avoids the generation of asymmetric centers, and is easily cleaved to give the final product. This unit describes the synthesis of the four CEM-amidites, the preparation of reagents, the solid-phase synthesis of oligoribonucleotides on an automated DNA synthesizer, and their deprotection.

UI MeSH Term Description Entries
D009682 Magnetic Resonance Spectroscopy Spectroscopic method of measuring the magnetic moment of elementary particles such as atomic nuclei, protons or electrons. It is employed in clinical applications such as NMR Tomography (MAGNETIC RESONANCE IMAGING). In Vivo NMR Spectroscopy,MR Spectroscopy,Magnetic Resonance,NMR Spectroscopy,NMR Spectroscopy, In Vivo,Nuclear Magnetic Resonance,Spectroscopy, Magnetic Resonance,Spectroscopy, NMR,Spectroscopy, Nuclear Magnetic Resonance,Magnetic Resonance Spectroscopies,Magnetic Resonance, Nuclear,NMR Spectroscopies,Resonance Spectroscopy, Magnetic,Resonance, Magnetic,Resonance, Nuclear Magnetic,Spectroscopies, NMR,Spectroscopy, MR
D009843 Oligoribonucleotides A group of ribonucleotides (up to 12) in which the phosphate residues of each ribonucleotide act as bridges in forming diester linkages between the ribose moieties.
D009943 Organophosphorus Compounds Organic compounds that contain phosphorus as an integral part of the molecule. Included under this heading is broad array of synthetic compounds that are used as PESTICIDES and DRUGS. Organophosphorus Compound,Organopyrophosphorus Compound,Organopyrophosphorus Compounds,Compound, Organophosphorus,Compound, Organopyrophosphorus,Compounds, Organophosphorus,Compounds, Organopyrophosphorus
D002625 Chemistry, Organic The study of the structure, preparation, properties, and reactions of carbon compounds. (McGraw-Hill Dictionary of Scientific and Technical Terms, 6th ed) Organic Chemistry
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular

Related Publications

Tadaaki Ohgi, and Hidetoshi Kitagawa, and Junichi Yano
September 1990, Nucleic acids research,
Tadaaki Ohgi, and Hidetoshi Kitagawa, and Junichi Yano
December 2010, Current protocols in nucleic acid chemistry,
Tadaaki Ohgi, and Hidetoshi Kitagawa, and Junichi Yano
February 2002, Current protocols in nucleic acid chemistry,
Tadaaki Ohgi, and Hidetoshi Kitagawa, and Junichi Yano
January 2000, Nucleosides, nucleotides & nucleic acids,
Tadaaki Ohgi, and Hidetoshi Kitagawa, and Junichi Yano
August 2011, Journal of the American Chemical Society,
Tadaaki Ohgi, and Hidetoshi Kitagawa, and Junichi Yano
January 2015, Nucleosides, nucleotides & nucleic acids,
Tadaaki Ohgi, and Hidetoshi Kitagawa, and Junichi Yano
January 1983, Nucleic acids symposium series,
Copied contents to your clipboard!