Studies on chemical synthesis of mRNAs. I. Synthesis and properties of N2-tritylguanosine derivatives and application to synthesis of pGpUpU.
スポンサーリンク
概要
- 論文の詳細を見る
Trityl (Tr), 4-methoxytrityl (MMTr), and 4,4′-dimethoxytrityl (DMTr) groups were introduced into the 2-amino group of 2′,3′,5′-tri-<I>O</I>-acetylguanosine by treatment with the corresponding trityl chlorides in pyridine to afford the <I>N</I><SUP>2</SUP>-tritylated guanosine derivatives in high yields. Similarly, the <I>N</I><SUP>6</SUP>-tritylated adenosine derivatives were synthesized. The stability of the three kinds of trityl groups under acidic conditions were described. The MMTr and Tr groups were found to be suitable for the protection of the 2-amino group of guanosine in oligonucleotide synthesis. An appropriately protected <I>N</I><SUP>2</SUP>-tritylguanosine 5 -phosphorodithioate derivative was synthesized and utilized for the synthesis of pGpUpU.
- 公益社団法人 日本化学会の論文
著者
-
Sekine Mitsuo
Department Of Life Chemistry Tokyo Institute Of Technology
-
Ishido Yoshiharu
Department Of Chemistry Tokyo Institute Of Technology
-
Yamaguchi Kazuo
Department Of Biological Sciences Graduate School Of Natural Science And Technology Kanazawa Univers
-
Hata Tsujiaki
Department of Chemistry Tokyo Institute of Technology
-
Sekine Mitsuo
Department of Life Chemistry, Tokyo Institute of Technology
-
Sakairi Nobuo
Department of Chemistry, Tokyo Institute of Technology
-
Yamaguchi Kazuo
Department of Life Chemistry, Tokyo Institute of Technology
-
Gokita Noboru
Department of Life Chemistry, Tokyo Institute of Technology
関連論文
- Studies on Synthetic Ionophores. X. Transport Behavior of Na^+ and K^+ with an ω-Hydroxy Carboxylic Acid Containing Octaether Linkages as a Synthetic Analog of Natural Carboxylic Acid Ionophores through an Organic Liquid Membrane
- Alkylation of Phosphate Group of Nucleotides via Tributylstannyl Phosphate Derivatives
- Transformation of Dinucleoside S-Aryl Phosphorothioates into the Corresponding ο-Alkyl Phosphates by Use of Tributyltin Alkoxides
- Synthesis of 4-Thiopseudoisocytidine and 4-Thiopseudouridine as Components of Triplex-forming Oligonucleotides
- EVOLUTIONARY DESIGN METHOD FOR MULTIPURPOSE BATCH PLANTS ON THE BASIS OF CYCLIC PRODUCTION
- STRUCTURE AND REPLICATION MECHANISM OF PLASMID pKYM
- ARTIFICIAL CONTROL OF THE REPLICATION OF λdv DNA III
- One-Pot Synthesis of α, γ-Dinucleoside 5'-Triphosphates, G^pppG and A^pppA, Using S, S'-Bis(4-chlorophenyl) phosphorodithioate
- Does Antiphospholipid Antibody Syndrome Affect Bioprosthetic Heart Valve? : Midterm Echocardiographic Report
- Convenient Training Method for Aortic Cannulation : Glove-and-Peel Method
- PB67 SYNTHESIS OF CAPPED OLIGORIBONUCLEOTIDES BY USE OF PROTECTED 7-METHYLGUANOSINE 5'-DIPHOSPHATE DERIVATIVES
- Synthesis of 2'(3')-O-(L-Phenylalanyl) and 2'(3')-O-(D-Phenylalanyl) Cytidyly(3'-5')adenosine
- A New Silyl Ether-Type Linker Useful for the Automated Synthesis of Oligonucleotides Having Base-Labile Protective Groups
- Total Synthesis of Agrocin 84 and Phosmidosine as Naturally Occurring Nucleotidic Antibiotics Having P-N Bond Linkages
- Recent Advances in Cell Micropatterning Techniques for Bioanalytical and Biomedical Sciences
- Facile Chlorination of Sugar Moiety of Nucleosides by Use of Tris(2,4,6-tribromophenoxy)dichlorophosphorane
- PB148 A NEW METHOD FOR THE SYNTHESIS OF BRANCHED OLIGORIBONUCLEOTIDES USING A FULLY PROTECTED BRANCHED TRIRIBONUCLEOSIDE DIPHOSPHATE UNIT
- Incorporation of 2'-O-Methyl-2-thiouridine into Oligoribonucleotides Induced Stable A-form Structure
- Synthesis and Hybridization Properties of Oligonucleotides Incorporating Bi- and Tricyclic Cytosine Derivatives
- Syntheses and Structures of Synthetic Carboxylic Ionophores Containing 2,3-Naphthylene Groups
- Grafting Poly(ethylene glycol) to a Glass Surface via a Photocleavable Linker for Light-induced Cell Micropatterning and Cell Proliferation Control
- D-8-1 Syntheses of Purine Nucleosides by the Fusion Method(Nucleosides)
- On the Multiplication of Dislocation by the Cathodic Charging of Hydrogen into Electrolytic Iron and Chromium Steels
- Syntheses of Phospholipids Containing 2-Nitrobenzyl Ester Moieties at the Terminals of Alkyl Chains and Properties of Photodegradable Liposomes from the Lipids
- B-33. Postoperative Polyuria following Craniotomy
- Observation of Flow Figures in Nematic Liquid Crystal MBBA
- A New Pattern in a Nematic Liquid Crystal
- Novel Silane Coupling Agents Containing a Photolabile 2-Nitrobenzyl Ester for Introduction of a Carboxy Group on the Surface of Silica Gel
- A REPLICATION PROTEIN ENCODED BY PLASMID pSC101
- Functional analysis of DNA Polymerase I homologs in Arabidopsis thaliana
- Self-Aligned Fabrication Process of Electrode for Organic Thin-Film Transistors on Flexible Substrate Using Photosensitive Self-Assembled Monolayers
- The Dehydration Reactions of Nitroparaffins and Aldoximes
- The Dehydration Reactions of Aldoximes
- Synthetic Studies of Carbohydrate Derivatives with Photochemical Reactions. IX. The Photochemical Addition of 1,3-Dioxolane to Several Enoses
- On the Mechanism of the Acid Catalysis and New Activating Agents in the Fusion Reaction of an Acylated Sugar with a Purine Derivative
- Studies on Synthetic Ionophores. IX. X-Ray Crystal Structure Analysis of Potassium, Rubidium, and Cesium Salts of a Synthetic Carboxylic Ionophore.
- Studies on chemical synthesis of mRNAs. I. Synthesis and properties of N2-tritylguanosine derivatives and application to synthesis of pGpUpU.
- Studies on synthetic ionophores. VI. Synthesis of polyether carboxylic acids and their use as carriers for alkali metal ion transport through liquid membrane.
- Studies on synthetic ionophores. VIII. Transport of alkaline earth metal ions by polyether carboxylic acids through liquid membrane.
- Carbon-13 Nuclear Magnetic Resonance Spectra of α-Ribonucleosides
- A Convenient Method for the Synthesis of Nucleoside Phosphorothioates
- Synthetic Studies of Carbohydrate Derivatives with Photochemical Reaction. II. Photochemistry of Benzylidene Sugar Derivatives
- Synthetic Studies of Amino Acids by the Use of Copper Complex. II. The Condensation Reaction of N-Pyruvylideneglycinatocopper(II) Complexes with various Aldehydes
- Synthetic Studies of Carbohydrate Derivatives with Photochemical Reaction. VIII. Photochemical Desulfurization of Some Sugar Diethyl Dithioacetal Acetates into the Corresponding 1-S-Ethyl-1-thioalditol Acetates
- Synthetic Studies of Amino Acids by the Use of Copper(II) Complex. III. Syntheses of Several 2-Amino-2-deoxyaldonic Acids by the Use of Bisglycinato- and N-Pyruvylideneglycinatoaquocopper(II)
- Kinetic and NMR Spectroscopic Studies of the Fusion Reactions of Chloropurines with 1,2,3,5-Tetra-O-acetyl-D-ribofuranoses
- Protection of phosphonate function by means of ethoxycarbonyl group. A new method for generation of reactive silyl phosphite intermediates.
- Preparation of 2-nitromethyl-2-cycloalkenol and 2-nitromethyl-2-cycloalkenone.
- Condensation Reactions of Adenine Derivatives with 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose in Nitrophenols
- Synthetic Studies by the Use of Carbonates, II. An Easy Method of Preparing Cyclic Carbonates of Polyhydroxy Compounds by Transesterification with Ethylene Carbonate
- Synthetic Studies by the Use of Carbonates. I. The Nucleophilic Substitution Reaction of Ethylene Carbonate with Amine Hydrohalides
- Synthetic Studies by the Use of Carbonates. III. The Condensation Reactions of Ethylene Carbonate with a Variety of Phenols Catalyzed by Lithium Hydride or Tetraethylammonium Halides
- A new type of P - C and C - C bond cleavage reactions in .ALPHA.-trimethyl-silyloxy-.BETA.-oxo phosphonates and .ALPHA.-ethoxy-.BETA.-oxo phosphonates. The synthesis of unsymmetrical .ALPHA.-hydroxy ketones utilizing 1:1 carbonyl adducts of diethyl trimet
- p-Nitrophenyl Phosphate as a Phosphorylating Reagent in Nucleotide Synthesis
- Synthesis and properties of O6-substituted guanosine derivatives.
- Synthesis and properties of S,S-diaryl thymidine phosphorodithioates.
- Studies on Pyrophosphates. I. A Selective Degradation of Pyrophosphates by Means of 2,6-Dichloroquinone N-Chloroimide
- Solid phase synthesis of oligodeoxyribonucleotides utilizing the phenylthio group as a phosphate protecting group.
- The regioselective C-hydroxyalkylation of 1,3-diphenyl-1,3-propanedione with halo alcohols, involving intramolecular alcoholysis: the synthesis of oxoalkyl esters.
- STUDIES ON THE HAEMOPHILUS PERTUSSIS:XI. ON ANTITOXIC TISSUE IMMUNITY