Amino Acids, Peptides and Proteins in Organic Chemistry.Vol.4

PROTECTION REACTIONS
General Considerations
Alpha-Amino Protection (Nalpha-Protection)
Carboxy Protection
Side Chain Protection
Photocleavable Protections
Conclusions
Experimental Procedures
 
PART I: Amino Acid-Based Peptidomimetics
 
THE HUISGEN CYCLOADDITION IN PEPTIDOMIMETIC CHEMISTRY
Introduction
Huisgen [2+3] Cycloaddition Between Azides and Acetylenes
Mechanistic Consideration for the Cu-Huisgen and Ru-Huisgen Cycloaddition
Building Blocks for the Synthesis of TriazoleModified Peptidomimetics
Cyclic Triazole Peptidomimetics
Acylic Triazole Peptidomimetics
Useful Experimental Procedures
 
RECENT ADVANCES IN BETA-STRAND MIMETICS
Introduction
Macrocyclic Peptidomimetics
Acyclic Compounds
Aliphatic and Aromatic Carbocycles
Ligands Containing One Ring with One Heteroatom (N)
Ligands Containing One Ring or Multiple Rings with One Heteroatom (O,S)
Ligands Containing One Ring with Two Heteroatoms (N,N)
Ligands Containing One Ring with Two Heteroatoms (N,S) or Three Heteroatoms (N,N,S or N,N,N)
Ligands Containing Two Rings with One Heteroatom (N or O)
Ligands Containing Two Rings with Two or Three Heteroatoms (N,N or N,S or N,N,N)
Conclusions
 
PART II: Medicinal Chemistry of Amino Acids
 
MEDICINAL CHEMISTRY OF ALPHA-AMINO ACIDS
Introduction
Glutamic Acid
Conformational Restriction
Bioisosterism
Structure-Activity-Studies
Conclusions
 
MEDICINAL CHEMISTRY OF ALICYCLIC BETA-AMINO ACIDS
Introduction
Five-Membered Alicyclic Beta-Amino Acids
Six-Membered Alicyclic Beta-Amino Acids
 
MEDICINAL CHEMISTRY OF ALPHA-HYDROXY-BETA-AMINO ACIDS
Introduction
Alpha-Hydroxy-Beta-Amino Acids
Antibacterial Agents
Inhibitors of Aminopeptidases
Aspartyl Proteases Inhibitors
Paclitaxel and its Derivatives
 
PEPTIDE DRUGS
Lights and Shades of Peptide and Protein Drugs
Peptide Drugs Available on the Market
Approved Peptides in Oncology
Antimicrobial Peptides
Perspectives
 
ORAL

Andrew Hughes is a reader and Head of the Department of Chemistry, La Trobe University, Melbourne, Australia. He obtained his degrees from the University of Western Australia before taking up post-doctoral appointments at the University of Cambridge starting 1989. After three years working with Professor Andrew Holmes, he joined Professor Steven Ley´s group. While at Cambridge he was appointed the Shell Research Fellow at Robinson College. His interests lie in the general field of asymmetric synthesis and methodology, with a recent focus on amino acid chemistry.