In 1906, Hermann Leuchs, a student of Emil Fischer, discovered the class of N-Carboxy-aminoacid-anhydrides, also known as Leuch's anhydrides, or abbreviated NCAs. These compounds are, even 80 years after their discovery, valuable intermediates in organic synthesis due to their reactivity: NCAs polymerize with the elimination of carbondioxide to yield polypeptides, model compounds for proteins. They can be used as starting material for a variety of pharmaceutically interesting products and for synthetic polymers (fibres and films). Ralph Hirschmann demonstrated the step by step synthesis of ribonuclease utilizing NCAs as monomers. The author of this monograph, Hans R. Kricheldorf, University Hamburg, is, on account of his own research in Freiburg and Hamburg, predestined to give the reader an insight into the organic chemistry of NCAs and related heterocycles as well as macromolecular chemistry, that is the synthesis of polypeptides and the structure-reactivity relationship. I predict a good accept- ance of this book about the class of cyclic aminoacid derivatives by scientists in various areas. Aachen, September 1986 Helmut Zahn Acknowledgment The author would like to express his gratitude to the american chemical society, the royal society of chemistry, Marcel Dekker Inc., John Wiley & Sons, Hiithig & Wepf Verlag and Kobunshi Gakkai for the permission to reproduce figures from their journals.
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1. Synthesis and Characterization of NCAs.- 1.1 Syntheses of ?-Amino Acid NCAs.- 1.2 Syntheses of ß- and ?-Amino Acid NCAs.- 1.3 Thio Analogs of ?- and ß-Amino Acid NCAs.- 1.4 Purification and Titration of NCAs.- 1.5 IR Spectroscopy.- 1.6 NMR Spectroscopy.- 1.7 Tables of NCAs.- References.- 2. Oligomerization and Polymerization of NCAs: Chemical Aspects..- 2.1 Background.- 2.2 Stoichiometric Reactions of NCAs.- 2.3 Stepwise Peptide Syntheses.- 2.4 Polymerization with Protic Nucleophiles.- 2.5 Tertiary Amines.- 2.6 Metal Salts and Organometallic Compounds.- 2.7 Thermal Polymerizations.- 2.8 ?-Amino Acid NCA and Thio NCAs.- References.- 3. Polymerization of NCAs: Physical Aspects.- 3.1 Determination of Molecular Weights.- 3.2 Molecular Weight Distributions and Polydispersity.- 3.3 Chain-Effect Polymerization.- 3.4 Secondary Structure of Solid Polypeptides.- References.
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Produktdetaljer

ISBN
9783642715884
Publisert
2011-12-29
Utgiver
Vendor
Springer-Verlag Berlin and Heidelberg GmbH & Co. K
Høyde
242 mm
Bredde
170 mm
Aldersnivå
Research, P, 06
Språk
Product language
Engelsk
Format
Product format
Heftet