Chemical Synthesis of Nucleoside Analogues examines the application of synthetic methodologies to the preparation of compounds of biological interest, including the synthesis of nucleic acids on pre-existing nucleic acid templates, assembling RNA, or DNA. This comprehensive compendium culls expert contributions that highlight the structural components of nucleosides (supported by spectral data) and their modification as well as the synthetic strategies based on chemical approaches. The text serves undergraduate students, specialists, and researchers, allowing access to a variety of compounds…mehr
Chemical Synthesis of Nucleoside Analogues examines the application of synthetic methodologies to the preparation of compounds of biological interest, including the synthesis of nucleic acids on pre-existing nucleic acid templates, assembling RNA, or DNA. This comprehensive compendium culls expert contributions that highlight the structural components of nucleosides (supported by spectral data) and their modification as well as the synthetic strategies based on chemical approaches. The text serves undergraduate students, specialists, and researchers, allowing access to a variety of compounds without forgetting the biological importance of the target compounds.
PEDRO MERINO, PhD, is the Director of the Department of Synthesis and Structure of Biomolecules of the Institute of Chemical Synthesis and Homogenous Catalysis at the University of Zaragoza. Dr. Merino has authored more than 200 publications, including several reviews and book chapters. His research spans asymmetric synthesis, target-oriented synthesis, organometallic chemistry, and asymmetric metal-assisted and organic catalysis. Recently, he has been investigating the use of computational chemistry to better understand reaction mechanisms.
Inhaltsangabe
Contributors ix Foreword xiii Preface xv 1 Biocatalytic Methodologies for Selective Modified Nucleosides 1 Miguel Ferrero, Susana Fern andez, and Vicente Gotor 2 Nucleosides Modified at the Base Moiety 49 O. Sari, V. Roy, and L. A. Agrofoglio 3 Chemical Synthesis of Acyclic Nucleosides 103 Hai-Ming Guo, Shan Wu, Hong-Ying Niu, Ge Song, and Gui-Rong Qu 4 Phosphonated Nucleoside Analogues 163 Roberto Romeo, Caterina Carnovale, Antonio Rescifina, and Maria Assunta Chiacchio 5 Chemical Syntheses of Nucleoside Triphosphates 209 Lina Weinschenk and Chris Meier 6 Mononucleotide Prodrug Synthetic Strategies 229 Suzanne Peyrottes and Christian P erigaud 7 Synthesis of C-Nucleosides 263 Omar Boutureira, M. Isabel Matheu, Yolanda D ?az, and Sergio Castill on 8 Methodologies for the Synthesis of Isomeric Nucleosides and Nucleotides of Antiviral Significance 317 Maurice Okello and Vasu Nair 9 Synthesis of Conformationally Constrained Nucleoside Analogues 345 Esma Maougal, Jean-Marc Escudier, Christophe Len, Didier Dubreuil, and Jacques Lebreton 10 Synthesis of 3-Spiro-Substituted Nucleosides: Chemistry of TSAO Nucleoside Derivatives 427 Mar ?a-Jos e Camarasa, Sonsoles Vel azquez, Ana San-F elix, and Mar ?a-Jes us P erez-P erez 11 l-Nucleosides 473 Daniela Perrone and Massimo L. Capobianco 12 Chemical Synthesis of Carbocyclic Analogues of Nucleosides 535 E. Leclerc 13 Uncommon Three-, Four-, and Six-Membered Nucleosides 605 E. Groaz and P. Herdewijn 14 Recent Advances in Synthesis and Biological Activity of 4-Thionucleosides 655 Varughese A. Mulamoottil, Mahesh S. Majik, Girish Chandra, and Lak Shin Jeong 15 Recent Advances in the Chemical Synthesis of Aza-Nucleosides 699 Tom as Tejero, Ignacio Delso, and Pedro Merino 16 Stereoselective Methods in the Synthesis of Bioactive Oxathiolane and Dioxolane Nucleosides 727 D. D'Alonzo and A. Guaragna 17 Isoxazolidinyl Nucleosides 781 Ugo Chiacchio, Antonino Corsaro, Salvatore Giofr`e, and Giovanni Romeo 18 Synthetic Studies on Antifungal Peptidyl Nucleoside Antibiotics 819 Apurba Datta 19 Chemical Synthesis of Conformationally Constrained PNA Monomers 847 Pedro Merino and Rosa Matute Index 881
Contributors ix Foreword xiii Preface xv 1 Biocatalytic Methodologies for Selective Modified Nucleosides 1 Miguel Ferrero, Susana Fern andez, and Vicente Gotor 2 Nucleosides Modified at the Base Moiety 49 O. Sari, V. Roy, and L. A. Agrofoglio 3 Chemical Synthesis of Acyclic Nucleosides 103 Hai-Ming Guo, Shan Wu, Hong-Ying Niu, Ge Song, and Gui-Rong Qu 4 Phosphonated Nucleoside Analogues 163 Roberto Romeo, Caterina Carnovale, Antonio Rescifina, and Maria Assunta Chiacchio 5 Chemical Syntheses of Nucleoside Triphosphates 209 Lina Weinschenk and Chris Meier 6 Mononucleotide Prodrug Synthetic Strategies 229 Suzanne Peyrottes and Christian P erigaud 7 Synthesis of C-Nucleosides 263 Omar Boutureira, M. Isabel Matheu, Yolanda D ?az, and Sergio Castill on 8 Methodologies for the Synthesis of Isomeric Nucleosides and Nucleotides of Antiviral Significance 317 Maurice Okello and Vasu Nair 9 Synthesis of Conformationally Constrained Nucleoside Analogues 345 Esma Maougal, Jean-Marc Escudier, Christophe Len, Didier Dubreuil, and Jacques Lebreton 10 Synthesis of 3-Spiro-Substituted Nucleosides: Chemistry of TSAO Nucleoside Derivatives 427 Mar ?a-Jos e Camarasa, Sonsoles Vel azquez, Ana San-F elix, and Mar ?a-Jes us P erez-P erez 11 l-Nucleosides 473 Daniela Perrone and Massimo L. Capobianco 12 Chemical Synthesis of Carbocyclic Analogues of Nucleosides 535 E. Leclerc 13 Uncommon Three-, Four-, and Six-Membered Nucleosides 605 E. Groaz and P. Herdewijn 14 Recent Advances in Synthesis and Biological Activity of 4-Thionucleosides 655 Varughese A. Mulamoottil, Mahesh S. Majik, Girish Chandra, and Lak Shin Jeong 15 Recent Advances in the Chemical Synthesis of Aza-Nucleosides 699 Tom as Tejero, Ignacio Delso, and Pedro Merino 16 Stereoselective Methods in the Synthesis of Bioactive Oxathiolane and Dioxolane Nucleosides 727 D. D'Alonzo and A. Guaragna 17 Isoxazolidinyl Nucleosides 781 Ugo Chiacchio, Antonino Corsaro, Salvatore Giofr`e, and Giovanni Romeo 18 Synthetic Studies on Antifungal Peptidyl Nucleoside Antibiotics 819 Apurba Datta 19 Chemical Synthesis of Conformationally Constrained PNA Monomers 847 Pedro Merino and Rosa Matute Index 881
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