Synthesis of therapeutic oligonucleotides. (2018)

• Record Type: Book
• Further Information: Note: Satoshi Obika, Mitsuo Sekine, editors.
• Editors: Obika, Satoshi; Sekine, Mitsuo
• Contents: Intro; Preface; Contents; Part I: Synthesis of Natural Oligonucleotides; Non-protected Synthesis of Oligonucleotides; 1 Introduction; 2 Development of Proton-Block Strategy for the Synthesis of Oligonucleotides Without Base Protection; 3 Development of the Activated Phosphite Method Using N-Unprotected Phosphoramidites; 4 Mechanism of the Activated Phosphite Method; 5 Synthesis of RNA Oligomers Using the Activated Phosphite Method; 6 Synthesis of Phosphoramidite Monomer Building Blocks; 7 Conclusion; References Various Coupling Agents in the Phosphoramidite Method for Oligonucleotide Synthesis1 Introduction; 2 Coupling Agents in the Phosphoramidite Method; 2.1 1H-Tetrazole and Its Derivatives; 2.1.1 1H-Tetrazole; 2.1.2 5-Ethylthio-1H-tetrazole; 2.1.3 5-Benzylthio-1H-tetrazole; 2.1.4 5-[3, 5-Bis(trifluoromethyl)phenyl]-1H-tetrazole (Activator 42); 2.2 4, 5-Dicyanoimidazole; 2.3 Carboxylic Acids; 2.4 Acid/Azole Complexes; 3 Conclusion; References; Recent Development of Chemical Synthesis of RNA; 1 Introduction; 2 Basic Principle of Solid-Phase Synthesis of DNA/RNA in Phosphoramidite Approach 3 Current RNA Synthesis Using TBDMS as 2′-Hydroxyl Protecting Group4 RNA Synthesis Using Acid-Labile 2′-Hydroxyl Protecting Groups; 5 RNA Synthesis Using 2′-Protecting Groups Having an Acetal Skeleton; 5.1 (2-Nitrobenzyl)oxymethyl (NBOM) Group; 5.2 2-(Trimethylsilyl)ethoxymethyl (SEM) Group; 6 RNA Synthesis Using the Triisopropylsilyloxymethyl (Tom) Group; 7 Cyanoethoxy-1-Methylethyl (CEE) and Cyanoethoxymethyl (CEM) Groups; 8 RNA Synthesis Using 4-Methylphenylsulfonylethoxymethyl (TEM) Group; 9 RNA Synthesis Using tert-Butyldithiomethyl (DTM) Group 10 RNA Synthesis Using [[2-(Methylthio)phenyl]thio]methyl (MPTM) Group11 RNA Synthesis Using (N-Dichloroacetyl-N-methyl)aminobenzyloxylmethyl (DCMABOM) Group; 12 RNA Synthesis Using the Acetal Levulinyl Ester (ALE) Group; 13 RNA Synthesis Using the Cyanoethyl (CE) Group; 14 RNA Synthesis Without Using Base Protection; 15 Recent Studies on RNA Chemical Synthesis; 16 Summary and Perspectives; References; RNA Synthesis Using the CEM Group; 1 Introduction; 2 Synthesis of CEM Amidites; 3 Synthesis of RNA; 4 Experimental Section; 4.1 Preparation of CEM-SMe 4.2 Synthesis of U-CEM Phosphoramidite (5a.)4.2.1 3′, 5′-O-(Tetraisopropyldisiloxane-1, 3-diyl)-2′-O-(2-cyanoethoxymethyl)uridine (2a.); 4.2.2 2′-O-(2-Cyanoethoxymethyl)uridine (3a.); 4.2.3 5′-O-(4, 4′-Dimethoxytrityl)-2′-O-(2-xyanoethoxymethyl)uridine (4a.); 4.2.4 5′-O-(4, 4′-Dimethoxytrityl)-2′-O-(2-cyanoethoxymethyl)uridine 3′-O-(2-Cyanoethyl N, N-diisopropylphosphoramidite) (5a.); 4.3 Synthesis of C-CEM Phosphoramidite (5b.); 4.3.1 4-N-Acetyl-3′, 5′-O-(tetraisopropyldisiloxane-1, 3-diyl)-2′-O-(2-cyanoethoxymethyl)cytidine (2b.); 4.3.2 4-N-Acetyl-2′-O-(2-cyanoethoxymethyl)cytidine (3b.)
• Publisher Details: Singapore : Springer
• Publication Date: 2018
• Extent: 1 online resource
• Subjects: 572.85; Oligonucleotides; SCIENCE / Life Sciences / Biochemistry; Oligonucleotides; Electronic books
• Languages: English
• ISBNs: 9789811319129
• Related ISBNs: 981131912X; 9789811319112; 9811319111
• Notes: Note: Includes bibliographical references.; Note: Online resource; title from PDF title page (EBSCO, viewed December 11, 2018)
• Access Rights: Legal Deposit; Only available on premises controlled by the deposit library and to one user at any one time; The Legal Deposit Libraries (Non-Print Works) Regulations (UK).
• Access Usage: Restricted: Printing from this resource is governed by The Legal Deposit Libraries (Non-Print Works) Regulations (UK) and UK copyright law currently in force.