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" Synthesis of therapeutic oligonucleotides / "
Satoshi Obika, Mitsuo Sekine, editors.
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BL
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890041
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| Title & Author
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Synthesis of therapeutic oligonucleotides /\ Satoshi Obika, Mitsuo Sekine, editors.
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| Publication Statement
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Singapore :: Springer,, 2018.
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1 online resource
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| ISBN
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9789811319129
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: 981131912X
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9789811319112
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9811319111
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| Bibliographies/Indexes
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Includes bibliographical references.
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| Contents
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Intro; Preface; Contents; Part I: Synthesis of Natural Oligonucleotides; Non-protected Synthesis ofOligonucleotides; 1 Introduction; 2 Development ofProton-Block Strategy fortheSynthesis ofOligonucleotides WithoutBase Protection; 3 Development oftheActivated Phosphite Method Using N-Unprotected Phosphoramidites; 4 Mechanism oftheActivated Phosphite Method; 5 Synthesis ofRNA Oligomers Using theActivated Phosphite Method; 6 Synthesis ofPhosphoramidite Monomer Building Blocks; 7 Conclusion; References
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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 theAcetal Levulinyl Ester (ALE) Group; 13 RNA Synthesis Using theCyanoethyl (CE) Group; 14 RNA Synthesis Without Using Base Protection; 15 Recent Studies onRNA Chemical Synthesis; 16 Summary andPerspectives; References; RNA Synthesis Using theCEM Group; 1 Introduction; 2 Synthesis ofCEM Amidites; 3 Synthesis ofRNA; 4 Experimental Section; 4.1 Preparation ofCEM-SMe
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3 Current RNA Synthesis Using TBDMS as2'-Hydroxyl Protecting Group4 RNA Synthesis Using Acid-Labile 2'-Hydroxyl Protecting Groups; 5 RNA Synthesis Using 2'-Protecting Groups Having anAcetal Skeleton; 5.1 (2-Nitrobenzyl)oxymethyl (NBOM) Group; 5.2 2-(Trimethylsilyl)ethoxymethyl (SEM) Group; 6 RNA Synthesis Using theTriisopropylsilyloxymethyl (Tom) Group; 7 Cyanoethoxy-1-Methylethyl (CEE) andCyanoethoxymethyl (CEM) Groups; 8 RNA Synthesis Using 4-Methylphenylsulfonylethoxymethyl (TEM) Group; 9 RNA Synthesis Using tert-Butyldithiomethyl (DTM) Group
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4.2 Synthesis ofU-CEM Phosphoramidite (5a.)4.2.1 32 52 O-(Tetraisopropyldisiloxane-1,3-diyl)-22 O-(2-cyanoethoxymethyl)uridine (2a.); 4.2.2 22 O-(2-Cyanoethoxymethyl)uridine (3a.); 4.2.3 52 O-(4,42 Dimethoxytrityl)-22 O-(2-xyanoethoxymethyl)uridine (4a.); 4.2.4 52 O-(4,42 Dimethoxytrityl)-22 O-(2-cyanoethoxymethyl)uridine 32 O-(2-Cyanoethyl N, N-diisopropylphosphoramidite) (5a.); 4.3 Synthesis ofC-CEM Phosphoramidite (5b.); 4.3.1 4-N-Acetyl-32 52 O-(tetraisopropyldisiloxane-1,3-diyl)-22 O-(2-cyanoethoxymethyl)cytidine (2b.); 4.3.2 4-N-Acetyl-22 O-(2-cyanoethoxymethyl)cytidine (3b.)
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Various Coupling Agents inthePhosphoramidite Method forOligonucleotide Synthesis1 Introduction; 2 Coupling Agents inthePhosphoramidite Method; 2.1 1H-Tetrazole andIts 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 ofChemical Synthesis ofRNA; 1 Introduction; 2 Basic Principle ofSolid-Phase Synthesis ofDNA/RNA inPhosphoramidite Approach
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| Abstract
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This book presents the latest knowledge on a broad range of topics relating to the synthesis of natural and artificial oligonucleotides with therapeutic potential. Nucleic acid-based therapeutics are attracting much attention, and numerous therapeutic oligonucleotides, such as antisense oligonucleotides, siRNAs, splice-switching oligonucleotides, and nucleic acid aptamers, are being evaluated in clinical trials for the treatment of a variety of diseases. Synthesis of Therapeutic Oligonucleotides covers a broad range of topics in the field that are of high relevance to researchers, including the synthesis of natural and chemically modified oligonucleotides, the development of novel nucleic acid analogs, industrial scale synthesis and purification of oligonucleotides, and important aspects of chemistry, manufacturing, and controls (CMC). The aim is to provide new insights and inspire fresh ideas in nucleic acid chemistry that may ultimately lead to novel concepts and techniques and the discovery of more effective nucleic acid drugs. The book will be of high value for both established researchers in the field and students intending to specialize in nucleic acid chemistry research.
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Oligonucleotides.
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Oligonucleotides.
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SCIENCE-- Life Sciences-- Biochemistry.
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Oligonucleotides-- chemical synthesis.
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Oligonucleotides-- therapeutic use.
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| Dewey Classification
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572.85
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| LC Classification
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QP625.O47
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| NLM classification
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2019 I-116
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QU 57
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| Added Entry
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Obika, Satoshi
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Sekine, Mitsuo
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