Fluorine in Medicinal Chemistry and Chemical Biology

Introduction
Chapter 1 Unique Properties of Fluorine and Their Relevance to Medicinal Chemistry and Chemical Biology by Takashi Yamazaki, Takeo Taguchi and Iwao Ojima

Medicinal Chemistry
Chapter 2 Fluorinated Prostanoids: Development of Tafluprost, a New Anti–glaucoma Agent by Yasushi Matsumura
Chapter 3 Fluorinated conformationally restricted glutamate analogs for CNS drug discovery and development by Atsuro Nakazato
Chapter 4 Fluorinated Inhibitors of Matrix Metalloproteinases by Roberta Sinisi, Monika Jagodzinska, Gabriele Candiani, Florent Huguenot, Monica Sani, Alessandro Volonterio, Raffaella Maffezzoni and Matteo Zanda
Chapter 5 Fluoro–Taxoid Anticancer Agents by Antonella Pepe, Larisa Kuznetsova, Liang Sun and Iwao Ojima
Chapter 6 Antimalarial Fluoroartemisinins: Increased Metabolic and Chemical Stability by Jean–Pierre Bégué, Danièle Bonnet–Delpon
Chapter 7 Synthesis and Biological Activity of Fluorinated Nucleosides by Tokumi Maruyama, Masahiro Ikejiri, Kunisuke Izawa and Tomoyuki Onishi

Synthetic methods for medicinal chemistry and chemical biology
Chapter 8 Synthesis of
gem –Difluoromethylenated Nucleosides
via
gem –Difluoromethylene–Containing Building Blocks by Wei–Dong Meng and Feng–Ling Qing
Chapter 9 Recent Advances in the Syntheses of Fluorinated Amino Acids by Kenji Uneyama
Chapter 10 Fluorinated Moieties for Replacement of Amide and Peptide Bonds by Takeo Taguchi and Hikaru Yanai
Chapter 11 Perfluorinated Heteroaromatic Systems as Scaffolds for Drug Discovery by David Armstrong, Matthew W. Cartwright, Emma L. Parks, Graham Pattison, Graham Sandford, Rachel Slater, John A. Christopher, David D. Miller, Paul W. Smith and Antonio Vong
Chapter 12
gem –Difluorocyclopropanes as key building blocks for novel biologically active molecules by Toshiyuki Itoh
Chapter 13 Fluorous Mixture Synthesis (FMS) of Drug–Like Molecules and Enantiomers, Stereoisomers, and Analogs of Natural Products by Wei Zhang
Chapter 14 Fluorine–18 Radiopharmaceuticals by Michael R. Kilbourn and Xia Shao

Applications of fluorinated amino acids and peptides to chemical biology and pharmacology
Chapter 15 Application of Artificial Model Systems to Study the Interactions of Fluorinated Amino Acids within the Native Environment of Coiled Coil Proteins by Mario Salwiczek, Toni Vagt and Beate Koksch
Chapter 16 Fluorinated Amino Acids and Biomolecules in Protein Design and Chemical Biology by He Meng, Ginevra A. Clark
, and Krishna Kumar
Chapter 17 Effects of Fluorination on the Bioorganic Properties of Methionine by John F. Honek
Chapter 18 Structure analysis of membrane–active peptides using
19 F–labeled amino acids and solid state NMR by Parvesh Wadhwani and Erik Strandberg
Chapter 19 Metabolism of Fluorine–containing Drugs using
in vivo Magnetic Resonance Spectroscopy by Erika Schneider

Appendix
FDA–Approved Active Pharmaceutical Ingredients Containing Fluorine by Elizabeth Pollina–Cormier, Manisha Das, and Iwao Ojima