Studies of Nucleosides and Nucleotides. LXVIII. Purine Cyclonucleosides. (29). Synthesis and Properties of O-Cyclonucleosides derived from Hypoxanthine, Mercaptopurine, Methylmer-captopurine and Purine
スポンサーリンク
概要
- 論文の詳細を見る
The O-cyclonucleosides of hypoxanthine, 6-mercaptopurine, 6-methylmercaptopurine, and purine were synthesized. Cyclonucleosides of hypoxanthine, and 6-mercaptopurine were synthesized i) by the derivatization of corresponding adenine cyclonucleosides and ii) by the cyclization of appropriate 2'-or 3'-TPS-derivatives. Cyclonucleosides of 6-methylmercaptopurine and purine were synthesized from the corresponding 6-mercaptopurine cyclonucleosides by methylation and Raney Nickel desulfurization. Ultraviolet spectrum (UV), nuclear magnetic resonance (NMR), circular dichroism (CD) and Mass spectra of these cyclonucleosides were measured. It was found in the CD spectrum that the purine 8,2'-cyclonucleoside had a larger magnitude of Cotton effect than its 8,3'-counterpart, in contrast to the order found in other cyclonucleosides.
- 公益社団法人日本薬学会の論文
- 1976-04-25
著者
-
池原 森男
Faculty of Pharmaceutical Sciences, Osaka University(Present address)
-
村岡 全子
Department Of Chemistry Japan Women's University
-
池原 森男
Faculty Of Pharmaceutical Sciences Osaka University
-
村岡 全子
Faculty of Pharmaceutical Sciences, Osaka University and Department of Chemistry, Japan Womens Unive
関連論文
- Activity of Artificial Mutant Variants of Human Growth Hormone Changes in Charged Residues around 62-67
- Activity of Artificial Mutant Variants of Human Growth Hormone Deficient in a Disulfide Bond between Cys53 and Cys165
- Synthesis of 8,5'-Anhydro-8-mercaptoadenosine
- Synthesis of 8,5'-Anhydro-8-mercaptoadenosine
- Synthesis of 8,5'-Anhydro-8-mercaptoadenosine
- Synthesis of 8,5'-Anhydro-8-mercaptoadenosine
- Studies on tRNA and Related Compounds. XXXVII. Synthesis and Physical Properties of 2'- or 3'-O-(o-Nitrobenzyl) nucleosides : the Use of o-Nitrophenyldiazomethane as a Synthetic Reagent
- Studies on Transfer Ribonucleic Acids and Related Compounds. XVI. Synthesis of Ribooligonucleotides using a Photosensitive o-Nitrobenzyl Protection for the 2'-Hydroxyl Group
- Studies on tRNA and Related Compounds. XXXVII. Synthesis and Physical Properties of 2'- or 3'-O-(o-Nitrobenzyl) nucleosides : the Use of o-Nitrophenyldiazomethane as a Synthetic Reagent
- Studies on Transfer Ribonucleic Acids and Related Compounds. XVI. Synthesis of Ribooligonucleotides using a Photosensitive o-Nitrobenzyl Protection for the 2'-Hydroxyl Group
- Molecular Dynamics and Free Energy Perturbation Calculations on the Mutation of Tyrosine 45 to Tryptophan in Ribonuclease T_1
- Synthesis and Expression of a Gene for Human Tumor Necrosis Factor
- Synthesis of a Gene Coding for Human Lysozyme
- Synthesis and Properties of d(ATACGCGTAT) and Its Derivatives Containing One and Two 5-Methylcytosine Residues. : Effect of the Methylation on Deoxyribonucleic Acid Conformation
- Polynucleotides. LXIII. Solution Conformation of Oligodeoxyribonucleotides containing an Alternating dC-dG Sequence which can form a Left-handed Double Helix
- Studies on Nucleosides and Nucleotides. LXXXVIII. : Purine Cyclonucleosides. XLIII. : ^C NMR Spectra of 2'-Substituted 2'-Deoxyadenosines. Substituent Effects on the Chemical Shifts in the Furanose Ring System
- Polynucleotides. LXI. Synthesis and Properties of Dinucleoside Monophosphates Containing 8,2'-S-Cycloadenosine and 8,2'-S-Cycloinosine Residues. Sequence Dependency of the Stability of the Stacking Conformation
- Polynucleotides. LV. Synthesis and Properties of Dinucleoside Monophosphates derived from Adenine 8,2'-S- and Uracil 6,2'-O-Cyclonucleosides. Further Support for the Left-Handed Stacking of Oligonucleotides having High-Anti Base Torsion Angles
- Polynucleotides. LIII. Synthesis and Properties of 2'-Azido-2'-deoxyadenylyl-(3'-5')-2'-azido-2'-deoxyadenosine
- Polynucleotides. LIII. Conformation of Dinucleoside Monophosphates containing 8-Methyladenosine Residue as studied by Proton Magnetic Resonance
- Studies on Nucleosides and Nucleotides. LXXXI. : Carbon-13 Magnetic Resonance Spectra of 8-Substituted Purine Nucleotides. Effects of Various Phosphate Groups on the Chemical Shifts and Conformation of Nucleotides
- Studies on Nucleosides and Nucleotides. LXXXVIII. : Purine Cyclonucleosides. XLIII. : ^C NMR Spectra of 2'-Substituted 2'-Deoxyadenosines. Substituent Effects on the Chemical Shifts in the Furanose Ring System
- Polynucleotides. LXI. Synthesis and Properties of Dinucleoside Monophosphates Containing 8,2'-S-Cycloadenosine and 8,2'-S-Cycloinosine Residues. Sequence Dependency of the Stability of the Stacking Conformation
- Polynucleotides. LV. Synthesis and Properties of Dinucleoside Monophosphates derived from Adenine 8,2'-S- and Uracil 6,2'-O-Cyclonucleosides. Further Support for the Left-Handed Stacking of Oligonucleotides having High-Anti Base Torsion Angles
- Polynucleotides. LIII. Synthesis and Properties of 2'-Azido-2'-deoxyadenylyl-(3'-5')-2'-azido-2'-deoxyadenosine
- Purification and Characterization of the Product of Chemically Synthesized Human Growth Hormone Gene Expression in Escherichia coli(Biological,Chemical)
- A Large-Scale Synthesis of a Nonadecadeoxyribonucleotide Duplex Having a Sequence Identical to That of Phage φ80 O_R2 by the Phosphoro-p-anisidate Method
- Studies on Transfer Ribonucleic Acids (tRNA) and Related Compounds. XLIX. Solid-Phase Synthesis of Nonadecaribonucleotide Corresponding to the 5'-Half of the Formylmethionine tRNA Deficient in D-Loop and Stem Region
- PARTIAL PURIFICATION AND BIOLOGICAL ACTIVITY OF THE PRODUCT OF CHEMICALLY SYNTHESIZED HUMAN GROWTH HORMONE GENE EXPRESSION IN ESCHERICHIA COLI
- Deoxyribonucleic Acids (DNA) and Related Compounds. XIII. Synthesis of DNA Duplexes Containing a Ribosome Binding Site
- Deoxyribonucleic Acids and Related Compounds. XII. Polymer Support Synthesis of a 46-mer Duplex Containing the Promoter of Galactose Operon of Escherichia coli
- Studies on Transfer Ribonucleic Acids and Related Compounds. XLIV. A Large-Scale Synthesis of the Anticodon Heptanucleotide of Formyl-methionine Transfer Ribonucleic Acid by Using 2'-O-Tetrahydrofuranylnucleosides
- Studies on Transfer Ribonucleic Acids and Related Compounds. XLIII. Synthesis of Oligoribonucleotides by using 5'-Selective Phosphorylation of 2'-O-Tetrahydrofuranyl Nucleosides
- Studies on Transfer Ribonucleic Acids and Related Compounds. XLI. Synthesis of tRNA Fragments containing Modified Nucleosides
- Studies on Deoxynucleic Acids and Related Compounds. VI. Synthesis of Oligodeoxyribonucleotides containing Recognition Sequences for Restriction Endonucleases
- Studies on Deoxynucleic Acids and Related Compounds. IV. Syntheses of an Octanucleotide containing a Recognition Site for Restriction Enzyme Eco RI and of an Arabinosyladenine Analog
- A NEW SYNTHETIC METHOD FOR 5'-TRIPHOSPHORYL-ADENYLYL-(2'-5')-ADENYLYL-(2'-5')-ADENOSINE (2-5A) AND 2-5A CORE USING 3'-O-TETRAHYDROFURANYL-ADENOSINE DERIVATIVES
- Studies on Deoxyribonucleic Acids and Related Compounds. III. Synthesis of Oligodeoxyribonucleotides Complementary to the Anticodon Loop of Escherichia coli tRNA^_f by an Improved Triester Method
- Studies on Deoxyribonucleic Acids and Related Compounds. II. Synthesis of a Decanucleotide containing a Restriction Enzyme (PstI) Recognition Site
- Studies on Transfer Ribonucleic Acids and Related Compounds. XXXIV. Stepwise Diester or Partial Triester Synthesis of Penta-to Octanucleotides Corresponding to Residues 41-46,47-54,61-65 and 66-71 of tRNA^_f of E. coli
- Studies on Transfer Ribonucleic Acids and Related Compounds. XXV. Synthesis of E. coli tRNA^_f 5'-Terminal Tetranucleotide C-G-C-Gp and Its Sequence Analog U-G-C-Gp
- Studies on Transfer Ribonucleic Acids and Related Compounds. XVII. Studies on Protecting Groups of Trisubstituted Phosphates in the Synthesis of Ribooligonucleotides
- Deoxyribonucleic Acids and Related Compounds. XXII. : Synthesis of Genes for Human Nerve Growth Factor and Its Fused Protein
- Overproduction of Cellular and Activated Ha-ras Proteins by Mutating a Synthetic Gene(Biological,Chemical)
- Polynucleotides. XXXIV. Ultraviolet Absorption and Circular Dichroism of ApUpG Analogs containing Modified Adenosine Residues
- Studies of Nucleosides and Nucleotides. LVI. A Versatile Method for the Synthesis of 8-Mercaptoadenosine Nucleotides
- Studies of Nucleosides and Nucleotides. LV. Reaction of Cytidine 5'-Monophosphate with p-Toluenesulfonyl Chloride
- Studies of Nucleosides and Nucleotides. XXXII. Purine Cyclonucleosides. 3. Synthesis of 2'-Deoxy- and 3'-Deoxyadenosine from Adenosine
- Direct Evidence of the Interaction between Base and the Protective Group in the Sugar Moiety of Nucleosides
- Synthesis of 8-Hydroxypurine Nucleosides
- Studies of Nucleosides and Nucleotides. XXV. Purine Cyclonucleosides. 2. Synthesis of 5'-Deoxyguanosine via an 5', 8-Cyclonucleoside
- Studies on Coenzyme Analogs. XVII. A New Synthesis of Purine Nucleoside by the Condensation of Chloropyrimidine with Glucosylamine.
- Synthesis of 2'- and 3'-Deoxyinosines
- Synthesis of Thioinosine and Thio-AICA-riboside Analogs
- Synthesis of Thio-AICA, 6-Thioxanthine, Isoguanine Analogs, and Their Ribosides
- Studies on Coenzyme Analogs. XIII. Oxidation of Methylmercaptopurine and its Nucleoside by means of N-Chloro-and N-bromosuccinimide.
- Potential Antimetabolites. IV. Synthesis of 2,6-Bis-alkylthiopurine Ribosides and their Selective Substitution by Nucleophilic Reagents.
- Studies on Transfer Ribonucleic Acids and Related Compounds. VII. Synthesis and Properties of Cyclic Oligoadenylic Acids
- Structural Elucidation of Tubercidin
- Potential Antimetabolites. VI. An Improved Synthesis of 2-β-D-Ribofuranosyl-as-triazine-3,5 (2H, 4H)-dione (6-Azauridine).
- Potential Antimetabolites. II. Chemical Synthesis of 6-Azacytidine.
- Potential Antimetabolites. I. Selective Thiation of Uracil and 1,2,4-Triazine-3,5 (2H, 4H)-dione (6-Azauracil).
- Debenzylation Reaction of Benzylphosphoric Acid Esters
- Studies of Nucleosides and Nucleotides. LXXXIV. Purine Cyclonucleosides. XL. Cyclonucleosides derived from 5´-Deoxyadenosine
- Syntheses of 2-Acylaminoacetamidine and 3-Acylaminopropionamidine Derivatives
- Polymer Support Synthesis of Oligodeoxyribonucleotide with an Aminoethyl or Aminohexyl Group at the 5' End by the Phosphite-Triester Approach
- Chemical Synthesis of Deoxyribonucleotide with a 5'-Phosphoryl Group on a Polystyrene Polymer Support by the Phosphotriester Method(Organic,Chemical)
- Synthesis of Oligoribonucleotides via the Phosphite-Triester Approach on a Polymer Support
- Synthesis and Properties of Phosphoramidite Derivatives of MOdified Nucleosides
- Studies on Transfer Ribonucleic Acids and Related Compounds. XXXIX. Chemical Synthesis of Heptadeca- and Hexadecaribonucleotides corresponding to the 3'-Terminus of the tRNA^_f of E. coli
- Studies on Transfer Ribonucleic Acids and Related Compounds. XXXI. Synthesis of the 3', 5'-Bisphosphorylated Hexanucleotide corresponding to Bases (72-77) of tRNA^ from E. coli and Its Base Transition Analog
- Studies on Transfer Ribonucleic Acids and Related Compounds. XXI. : Synthesis and Properties of Guanine Rich Fragments from E. coli tRNA^_f 5'-End
- Studies on Transfer Ribonucleic Acid and Related Compounds. XIII. Synthesis of Trinucleoside Diphosphates, A-U-A and εA-U-A via a Triester Intermediate
- Studies of Nucleosides and Nucleotides. XXII. Phosphorylation of Adenosine using Borate Complex as Protecting Group for 2'-and 3'-Hydroxyl Groups.
- Studies on Coenzyme Analogs. XVII. A New Phosphorylating Agent, 2,6-Lupetidylphos-phorodichloridate, and Some Investigations on the Selective Phosphorylation.
- Studies on Transfer Ribonucleic Acids and Related Compounds. XXXVIII. A Rapid Method for the Synthesis of Ribooligonucleotides by using 3', 5'-Unsubstituted Nucleosides. Synthesis of a Hexanucleotide containing Anticodon Triplet of E. coli tRNA^_f.
- Studies on Transfer Ribonucleic Acids and Related Compounds. X. Synthesis of the Yeast Tyrosine tRNA 5'-Terminal Oligonucleotides
- Studies of Nucleosides and Nucleotides. XLII. Purine Cyclonucleosides. (9). Synthesis of Adenine Cyclonucleosides having 8,2'-and 8,3'-O-Anhydro Linkages
- Polynucleotides. XXIX. Synthesis of Deoxyribooligonucleotide Blocks by an Extraction Method
- Studies on Transfer Ribonucleic Acids and Related Compounds. XXVII. Linear and Cyclic Oligonucleotides obtained by Polymerization of Protected Ribonucleoside 3'-Phosphates
- Synthetic Studies of Potential Antimetabolites. VII. Evidences that the supposed 1-β-D-Ribofuranosyl-1H-imidazo [4,5-b] pyridine is actually 3-β-D-Ribofuranosyl-3H-imidazo [4,5-b] pyridine (1-Deazapurine Ribofuranoside)
- Syntheses and Properties of Several 4-Alkyl-or Arylsulfonylquinoline 1-Oxides
- Studies of Nucleosides and Nucleotides. LXXXI. Synthesis and Characterization of 8-Methyladenosine
- Studies of Nucleosides and Nucleotides. XXXIX. Synthesis of 8-Substituted Purine Nucleotides by the Direct Replacement Reactions
- Studies of Nuclesides and Nucleotides.XXXI.Reaction of Nitrous Acid with Mono- and Di-esters of Phosphoramidate
- Studies of Nucleosides and Nucleotides. LXXXII. Cyclonucleosides. (39). Synthesis and Properties of 2'-Halogeno-2'-deoxyadenosines
- Studies of Nucleosides and Nucleotides. LXXXV. Purine Cyclonucleosides. (35). Synthesis of Purine Nucleosides having 2'-Azido and 2'-Amino Functions by Cleavage of Purine Cyclonucleosides
- Polynucleotides. XII. Synthesis and Properties of Dinucleoside Monophosphates containing 8-Bromoadenosine
- Polynucleotides. I. Formation of Internucleotidic Linkage by Means of Dimethylformamide-Thionyl Chloride Complex
- Studies of Nucleosides and Nucleotides. XXVI. Further Studies on the Chlorination of Inosine Derivatives with Dimethylformamide-Thionyl Chloride Complex
- Synthesis of 3'-5'-Internucleotidic Linkage by the Use of Dimethyl-formamide-Thionyl Chloride Complex as Condensing Agent
- Studies of Nucleosides and Nucleotides. LXVIII. Purine Cyclonucleosides. (29). Synthesis and Properties of O-Cyclonucleosides derived from Hypoxanthine, Mercaptopurine, Methylmer-captopurine and Purine
- Studies of Nucleosides and Nucleotides. LII. Purine Cyclonucleosides. (17). Synthesis and Properties of Cyclonucleosides derived from Inosine and Thioinosine
- Potential Antimetabolites. III. Synthesis of 5-Aminoimidazole-4-carboxthioamide and Nitro-1-β-D-ribofuranosylimidazoles.
- Selective Removal of Protecting Groups for Phosphomonoesters of Nucleotides by Anodic Oxidation
- Polynucleotides. XXVI. Synthesis of an AUG Analog, 8,2-Anhydro-8-oxy-9-β-D-arabinofuranosyladenine Phosphoryl-(3'-5')-uridylyl-(3'-5')-guanosine
- Polynucleotides. XX. Synthesis of an AUG Analog containing 8,5'-O-Cycloadenosine
- Studies of Nucleosides and Nucleotides. LXXIII. Chlorination of Adenosine and Its N^6-Methyl Derivatives with t-Butyl Hypochlorite
- Studies of Nucleosides and Nucleotides. LXVI. Purine Cyclonucleosides 29. N-Oxides of Adenine Cyclonucleosides
- Studies of Nucleosides and Nucleotides. LX. Purine Cyclonucleosides. (22). Synthesis of 8,5'-Anhydro-8-mercapto-9-β-D-arabinofuranosyladenine and 8,5'-Anhydro-8-mercapto-9-β-D-xylofuranosyladenine by the Rearrangement of O-Cyclonucleosides