Nucleosides and Nucleotides. XIII. Synthesis of Thiopurine Nucleosides from Adenosine and Guanosine Derivatives by the Sulfhydrolysis
スポンサーリンク
概要
- 論文の詳細を見る
Synthesis of thiopurine nucleosides (and nucleotides) by the application of aminothiono exchange reaction (sulfhydrolysis) was described. 1-Methyl-6-thioinosine and 2', 3'-O-isopropylidene-5'-deoxy-3,5'-cyclo-2-thioxanthosine were obtained from 1-methyladenosine and cycloguanosine, respectively. Sulfhydrolysis of a 3,5'-cycloadenosine gave a 5-amino-N^5,5'-cycloimidazole-4-thiocarboxamide riboside in high yield. Synthesis of 6-thioinosine and 6-thioxanthosine by sulfhydrolysis of N^6-methoxyadenosine and crotonoside, respectively, was also performed.
- 公益社団法人日本薬学会の論文
- 1975-09-25
著者
-
上田 亨
Faculty of Pharmaceutical Science, Hokkaido University
-
三浦 一伸
Faculty of Pharmaceutical Sciences, Hokkaido University
-
三浦 一伸
Faculty Of Pharmaceutical Sciences Hokkaido University
関連論文
- Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
- Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
- Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
- PHOSPHOLIPASE D-CATALYZED TRANS-ALKYLPHOSPHORYLATION : A FACILE ONE-STEP SYNTHESIS OF NUCLEOSIDE 5'-ALKYLPHOSPHATES
- Synthesis of Bredinin from 1-β-D-Ribofuranosyl-5-aminoimidazole-4-carboxamide by a Photo-Reaction
- Synthesis of 6,2'-Methano-cyclouridine, a Uridine Fixed in High-Anti Conformation (Nucleosides and Nucleotides. LX)
- Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
- Nucleosides and Nucleotides. CXIX. Inhibition of DNA-Cytosine Methylase Hha I by a Self-Complementary Oligonucleotide Containing 5-Fluorocytosine
- Studies on Antitumor Agents. IX. : Synthesis of 3'-O-Benzyl-2'-deoxy-5-trifluoromethyluridine
- Pyrimidine S- and N-Cyclonucleosides. Synthesis of 6,2'(and 5')-S- and N-Cyclouridines (Nucleosides and Nucleotides. XXXII)
- Nucleosides and Nucleotides. IX. Synthesis of Sulfur-bridged Cyclonucleosides : (S)-2,2'-, 2,3'-, and 2,5'-Cyclo-2-thiouridines
- Synthesis of Sulfur-Bridged Uracil Anhydronucleosides
- Nucleotide Sequence of 5S Ribosomal Ribonucleic Acid from a Sulfate-Reducing Bacterium, Desulfovibrio vulgaris
- Modification of Adenine Residues of Mouse 5S Ribosomal Ribonucleic Acid with Monoperphthalic Acid ; the Secondary Structure of 5S Ribosomal Ribonucleic Acid (Nucleosides and Nucleotides. LVI)
- Blockwise Mechanical Synthesis of Oligonucleotides by the Phosphoramidite Method(Organic,Chemical)
- Deoxyribonucleic Acids and Related Compounds. XXII. : Synthesis of Genes for Human Nerve Growth Factor and Its Fused Protein
- Reaction of 5-Bromouridine Derivatives with Dimethyl Malonate Carbanion. A Novel Entry to the Synthesis of Uridine-5-acetic Acids
- Synthesis of 2'-Deoxy-6,2'-methano-cyclouridine (Nucleosides and Nucleotides. LIX)
- Nucleosides and Nucleotides. LIV. Synthesis of 6,6'-Cyclo-5', 6'-dideoxyhexofuranosyluracils via Radical Cyclization of a 6-Cyanouridine
- Introduction of Carbon Substituents into Pyrimidine and Purine Nucleosides by Sulfur Extrusion (Nucleosides and Nucleotides. XXX)
- Synthesis of 6,5'-S- and 6,5'-N-Cyclouridines (Nucleosides and Nucleotides. XXII)
- Synthesis of 6-Cyano- and 5-Cyano-uridines and Their Derivatives (Nucleosides and Nucleotides. XXI)
- Synthesis of 6-Cyanocytidine and Its Derivatives (Nucleosides and Nucleotides. XX
- Nucleosides and Nucleotides. XIV. Synthesis of 6-Alkylthiouridines and Uridine-6-sulfonic Acid
- Synthesis of Orotidine from Uridine
- THE DESIGN, SYNTHESIS AND ANTILEUKEMIC ACTIVITY OF 5-ALKYNYL-1-β-D-RIBOFURANOSYLIMIDAZOLE-4-CARBOXAMIDES
- Substrate Specificity of a Thymidine Phosphorylase in Human Liver Tumor
- Degradation of Nucleic Acids with Ozone. VI. Labilization of the Double-Helical Structure of Calf Thymus Deoxyribonucleic Acid
- A Convenient Synthesis of Diribonucleoside Monophosphates by the Use of Unblocked Nucleosides
- Synthetic Studies of Potential Antimetabolites. XI. Syntheses of β-D-Pentofuranosyl-5-methylcytosines
- Alternative Synthesis of 2'-Deoxy-6,2'-methano-pyrimidine Nucleosides : Nucleosides and Nucleotides. XC
- Synthesis of 6,6'-Cyclo-5', 6'-dideoxy-1-(β-D-allofuranosyl)cytosine and Related Nucleosides : Nucleosides and Nucleotides.LXXXVIII)
- Synthesis of 6,3'-Methanocytidine, 6,3'-Methanouridine, and Their 2'-Deoxyribonucleosides (Nucleosides and Nucleotides. LXXVII)
- Preparation and Characterization of Monoclonal Antibodies Specific for Ribonuclese Inhibitor from Rat Liver
- Overproduction of Cellular and Activated Ha-ras Proteins by Mutating a Synthetic Gene(Biological,Chemical)
- Purification of Chicken Liver Ribonucleases by Affinity Chromatography with UMP-Sepharose (Nucleosides and Nucleotides. LII)
- Alkyl Addition Reaction of Pyrimidine 2'-Ketonucleosides : Synthesis of 2'-Branched-Chain Sugar Pyrimidine Nucleosides : Nucleosides and Nucleotides. LXXXI^1
- Molecular Conformations of Carbon-Bridged Cyclodeoxyadenosines in the Solid State and in Solution.2'-Deoxy-8,2'-methanoadenosine and 2'-Deoxy-8,2'-ethanoadenosine
- Nucleosides and Nucleotides. XLIII. : On the Stereoselectivity of Alkyl Addition Reaction of Pyrimidine 2'-Ketonucleosides
- Crystal and Molecular Structures of Carbon-Bridged Pyrimidine Cyclonucleosides. Substrate Analogs of Ribonuclease A
- A NEW METHOD FOR SYNTHESIZING THE ANTINEOPLASTIC NUCLEOSIDES 1-(2-AZIDO-2-DEOXY-β-D-ARABINOFURANOSYL)CYTOSINE (CYTARAZID) AND 1-(2-AMINO-2-DEOXY-β-D-ARABINOFURANOSYL)CYTOSINE (CYTARAMIN) FROM URIDINE
- Synthesis and Optical Properties of 2'-Deoxy-8,2'-methanoguanosine
- A Facile Enzymatic Synthesis of 5'-(3-sn-Phosphatidyl)nucleosides and Their Antileukemic Activities
- Synthesis of 6,5'-Cyclo-5'-deoxy-5'(R and S)-(2-hydroxyethyl)-uridmes (Nucleosides and Nucleotides. LXXIII)(Organic,Chemical)
- Synthesis of 6,5'-Cyclo-2',5'-dideoxypyrimidine Nucleosides : Nucleosides and Nucleotides. LXXII(Organic,Chemical)
- The Reaction of 6-Phenylthiouridine with Sulfur Nucleophiles : A Simple and Regiospecific Preparation of 6-Alkylthiouridines and 6-Alkylthiouridylic Acids
- Potential Antimetabolites. IV. Synthesis of 2,6-Bis-alkylthiopurine Ribosides and their Selective Substitution by Nucleophilic Reagents.
- Ribozyme--酵素としてのRNA (1987年の化学-5-)
- ras遺伝子産物の活性と構造 (1986年の化学-4-)
- 遺伝子の人工合成とその発現 (1985年の化学)
- Synthesis of Guanosine 5'-Diphosphate.
- Debenzylation Reaction of Benzylphosphoric Acid Esters
- Nucleosides and Nucleotides. XXXXV. Facile Deoxygenation of Neplanocin A and Nucleosides by the Use of Tri-n-butyltin Hydride
- Synthesis of 2'-Substituted Derivatives of Neplanocin A (Nucleosides and Nucleotides. XLIV)
- Synthesis of 2'(R)-Substituted Neplanocin A's (Nucleosides and Nucleotides. XXXVII)
- Synthesis and Optical Properties of 2,3-Dideoxy-D-erythro-hex-2-enopyranosyl Nucleosides (Nucleosides and Nucleotides. LXII)
- Degradation of Nucleic Acids with Ozone. IV. Specific Internucleotidic Bond-Cleavage of Ozone-Treated Transfer Ribonucleic Acids with Aniline-acetate
- Degradation of Nucleic Acids with Ozone. III. Mode of Ozone-Degradation of Mouse Proline Transfer Ribonucleic Acid (tRNA) and Isoleucine tRNA
- Degradation of Nucleic Acids with Ozone. I. Degradation of Nucleobases, Ribonucleosides and Ribonucleoside-5'-monophosphates
- Preparation of ^S-Labeled Ribonucleic Acid and Deoxyribonucleic Acid and Their Use for the Assay of Nucleolytic Enzymes (Nucleosides and Nucleotides. XXXIX)
- Modification of Cytosine Moieties of Nucleic Acids with Hydrogen Sulfide (Nucleosides and Nucleotides. XXXIV)
- Synthesis of 6-Thioguanine and 2,6-Diaminopurine Nucleosides and Nucleotides from Adenine Counterparts via a Facile Rearrangement in the Base Portion (Nucleosides and Nucleotides. XIX)
- Nucleosides and Nucleotides. XIII. Synthesis of Thiopurine Nucleosides from Adenosine and Guanosine Derivatives by the Sulfhydrolysis
- Chemical Conversion of Adenosine to Guanosine (Nucleosides and Nucleotides. XI)
- Nucleosides and Nucleotides. X. Synthesis of 4-Thiouracil Nucleosides and Nucleotides by the Solvolysis of Cytidine and Its Phosphates with Hydrogen Sulfide
- Nucleosides and Nucleotides. VIII. Formation of Spongocytidylyladenosine in the Synthesis of Cytidylyladenosine from Cytidine 2', 3'-Cyclic Phosphate and Adenosine
- Reaction of 6-Methylsulfonylpurine Riboside with Carbon Nucleophiles and the Synthesis of 6-Alkylpurine Nucleosides (Nucleosides and Nucleotides. XXIX)
- 合成遺伝子による蛋白質の生産と改変
- Synthesis of 2,4-Dithiouridine and 2-Thiocytidine
- A Convenient Synthesis of Ribonucleoside 2', 3', -Cyclic Phosphates from Ribonucleosides and Ribonucleotides
- Interactions between Synthetic Nucleotide Analogs and Snake Venom 5'-Nucleotidase
- A New and Convenient Synthesis of 1-O-Acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose from Guanosine ; Some Observations on Solvolysis of 2', 3', 5'-Tri-O-benzoylguanosine
- Chemical Synthesis of Guanosine Diphosphate Mannose (GDPM)
- Synthesis of 8,2'-Methanoguanosine and 9-(α-D-Arabinofuranosyl)-8,2'-methanoguanine (Nucleosides and Nucleotides. LXVII.)
- Synthesis of 8,6'-Cyclo-6'-deoxyhexofuranosyladenines : Adenosines Fixed in an Anti-conformation (Nucleosides and Nucleotides. LXVI)
- Synthesis of 8,2'-Methano- and 8,2'-Ethanoadenosines(Nucleosides and Nucleotides. LXV)
- A FACILE SYNTHESIS OF 6,3'-METHANO-URIDINE AND-CYTIDINE FROM A 3-KETOSUGAR : NUCLEOSIDES AND NUCLEOTIDES LXVIII
- Synthesis of 2'-Deoxy-8,2'-ethanoadenosine and 3'-Deoxy-8,3'-ethanoadenosine : Nucleosides and Nucleotides. LXIV
- Synthesis of 8-Alkyladenosines, 8,2'-Anhydro-8-hydroxymethyl-9-(β-D-arabinofuranosyl) adenine and Related Compounds (Nucleosides and Nucleotides. LVIII)
- Synthesis and Optical Properties of 2,5'-O-Cycloimidazole Nucleosides and Related Compounds (Nucleosides and Nucleotides. XXV)
- Nucleosides and Nucleotides. XII. Synthesis and Properties of 2'-Deoxy-2'-mercaptouridine and Its Derivatives
- Synthesis of 2-Thiouridine and 6-Methyl-3-(β-D-ribofuranosyl)-2-thiouracil
- Synthesis of 5'-Hydroxyalkyl-5'-deoxy-8,5'(R and S)-cycloadenosines (Nucleosides and Nucleotides. XXXI)
- Synthesis of 2- and 8-Cyanoadenosines and Their Derivatives : Nucleosides and Nucleotides. XXVII
- Optical Properties of Thiopyrimidine Nucleosides
- Nucleosides and Nucleotides. VII. Synthesis of 2-Thiocytidine by the Extended Hilbert-Johnson Procedure
- Nucleosides and Nucleotides. V. Identification and Substitution Reaction of 1-Methyl-2,4-dialkoxypyrimidinium Salts : Model Studies on Hilbert-Johnson Pyrimidine Nucleoside Synthesis
- Coenzyme Analogs. XI. Synthesis of N-Methyl-and N, N-Dimethylcytidine 5'-Phosphate.