Studies of Nucleosides and Nucleotides. L. Purine Cyclonucleosides. (14). Synthesis and Properties of Cyclonucleosides derived from 9-D-Xylofuranosyladenine
スポンサーリンク
概要
- 論文の詳細を見る
N^6-Benzoyladenine (II) and 1,2,3,5-tetraacetyl-D-xylofuranose (I) were condensed by fusion method to obtaine α- and β-D-xylofuranosyladenine (IV). Though the β-nucleoside was obtained in a pure crystalline form, the α-anomer was obtained as crystals containing 27% β-anomer as measured by nuclear magnetic resonance. β-D-Xylofuranosyladenine (IVa) was brominated at 8-position and then derived to 3', 5'-O-isopropylidene derivative (VI). Tosylation of VI at 2'-OH followed by the treatment with 40% aqueous NaSH gave a cyclonucleoside, 8,2'-anhydro-8-mercapto-3', 5'-O-isopropylidene-β-D-xylofurnaosyladenine (VII). De-sulfurization with Raney nickel and deprotection with acid gave a novel nucleoside, 9-β-(2-deoxy-threo-D-pentofuranosyl) adenine (X). From α-D-xylofuranosyladenine (IVb), bromination at 8-position with brominewater in pH 4 gave a crystalline cyclonucleoside, 8,2'-anhydro-8-oxy-9-α-D-xylofuranosyladenine (XV). Optical rotatory dispersion spectrum of XV showed a large negative Cotton effect in contrary to the β-cyclonucleoside, which had the positive effect in B-band region.
- 公益社団法人日本薬学会の論文
- 1971-03-25
著者
-
山田 昭治
Faculty Of Pharmaceutical Sciences Osaka University
-
中原 雄二
National Institute Of Health Sciences
-
中原 雄二
Faculty Of Pharmaceutical Sciences Osaka University
-
池原 森男
Faculty Of Pharmaceutical Sciences Osaka University
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
- 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
- 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
- 37 Lysergic acid誘導体の微生物代謝と関連化学
- Studies on Lysergic Acid Diethylamide and Related Compounds. II. Mass Spectra of Lysergic Acid Derivatives
- Deoxyribonucleic Acids and Related Compounds. XXII. : Synthesis of Genes for Human Nerve Growth Factor and Its Fused Protein
- 簡単な液体クロマトグラフィーを用いた水溶液からの微量疎水性化合物の抽出 : II.尿中のメタンフェタミン及びその関連化合物の固相抽出剤Sep Pak C_を用いた定量的抽出法の検討
- 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
- Enzyme Linked Immunosorbent Assay (ELISA) Using Monoclonal Antibody to Detect Methamphetamine in Urine and Hair
- 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.
- Smoking Abuse of Methamphetamine Mixed with Tobacco. Thermal Properties of N-Cyanomethylmethamphetamine and Its Degradation in Plasma and Aqueous Media
- β-Naphtoquinone(BNQ)プレラベル化法による唾液中のメタンフェタミン及びその代謝物のHPLC分析
- 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
- The Structures of Serratine and Serratanidine
- Structure of Serratanidine
- Studies on Lysergic Acid Diethylamide and Related Compounds. IX. Microbial Transformation of Amides Related to Lysergic Acid Diethylamide by Streptomyces roseochromogenes
- Studies on Lysergic Acid Diethylamide and Related Compounds. VII. Microbial Transformation of Lysergic Acid Diethylamide and Related Compounds
- Hair Analysis for Drugs of Abuse. X. Effect of Physicochemical Properties of Drugs on the Incorporation Rates into Hair
- 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
- Studies on Lysergic Acid Diethylamide and Related Compounds. V. Syntheses of Dihydrolysergic Acid Diethylamides and Related Compounds
- Studies of Nucleosides and Nucleotides. L. Purine Cyclonucleosides. (14). Synthesis and Properties of Cyclonucleosides derived from 9-D-Xylofuranosyladenine
- Studies on Lysergic Acid Diethylamide and Related Compounds. I. Synthesis of d-N^6-Demethyl-lysergic Acid Diethylamide
- Hair Analysis for Drugs of Abuse. XI. Disposition of Benzphetamine and Its Metabolites into Hair and Comparison of Benzphetamine Use and Methamphetamine Use by Hair Analysis
- Hair Analysis for Drugs of Abuse. IX. Comparison of Deprenyl Use and Methamphetamine Use by Hair Analysis
- Studies of Nucleosides and Nucleotides. XLIX. Synthesis of 8-Fluoroadenosine