Unnatural Amino Acids: Methods and Protocols

ISBN-13: 9781617793301 / Angielski / Twarda / 2011 / 409 str.

Loredano Pollegioni; Stefano Servi

Opis

Even though they are present in nature, non-proteinogenic amino acids are usually defined as unnatural or non-natural. Beside their structural diversity, interest in these compounds is due to their occurrence in nature, their biological properties, the analytical aspects, their use as probes, and their incorporation into peptides and proteins, among other reasons. Divided into five convenient sections, "Unnatural Amino Acids: Methods and Protocols" deals with enzymatic methods used to produce non-natural amino acids, aspects concerning the presence of unnaturalamino acidsin peptides with antimicrobial properties, genetic incorporation of unnatural amino acidsinto proteins (yeast and mammalian cells), and detection and quantification of D-amino acids and related enzymes. Written in the highly successful "Methods in Molecular Biology " series format, chapters contain introductions to their respective topics, lists of the necessary materials and reagents, step-by-step, readily reproducible laboratory protocols, and notes on troubleshooting and avoiding known pitfalls.

Authoritative and accessible, "Unnatural Amino Acids: Methods and Protocols" serves as an ideal guide for scientists and contributes to directing the attention of researchers to the many fields of growing scientific interest in non-natural amino acids.

Spis treści

Part I. Synthesis of Unnatural Amino Acids

 

1. Preparation of Unnatural Amino Acids with Ammonia-lyases and 2,3-aminomutases

            László Poppe, Csaba Paizs, Klaudia Kovács, Florin-Dan Irimie, and Beáta Vértessy

 

2. Multistep Enzyme Catalyzed Reactions for Unnatural Amino Acids

            Paola D'Arrigo and Davide Tessaro

 

3. Enzymatic Production of Enantiopure Amino Acids from Mono-substituted Hydantoin Substrates

            Gwynneth F. Matcher, Rosemary A. Dorrington, and Stephanie G. Burton

 

4. Preparation of Glutamate Analogues by Enzymatic Transamination

            Thierry Gefflaut, Zeinab Assaf, and Martine Sancelme

 

5. Carbon-Carbon Bond Forming Enzymes for the Synthesis of Non-natural Amino Acids

            Pere Clapés, Jesús Joglar, and Mariana Gutiérrez

 

6.  Engineering Cyclic Amidases for Non-natural Amino Acid Synthesis

            Francisco Javier Las Heras-Vázquez, Josefa María Clemente-Jiménez, Sergio Martínez-Rodríguez, and Felipe Rodríguez-Vico

 

 

Part II. Application of Unnatural Amino Acids

 

7. NMR Analysis of Unnatural Amino Acids in Natural Antibiotics

            Franca Castiglione

 

8. Site-specific Incorporation of Unnatural Amino Acids as Probes for Protein Conformational Changes

            Jennifer C. Peeler and Ryan A. Mehl

 

9. Application of Unnatural Amino Acids to the De novo Design of Selective Antibiotic Peptides

            Rickey P. Hicks and Amanda L. Russell

 

10. Use of Unnatural Amino Acids to Probe Structure-activity Relationships and Mode-of-action of Antimicrobial Peptides

            Alessandro Tossi, Marco Scocchi, Sotir Zahariev, and Renato Gennaro

 

 

Part III. Use of Unnatural Amino Acids in Protein Synthesis

 

11. Experimental Methods for Scanning Unnatural Amino Acid Mutagenesis

            Jia Liu and Ashton T. Cropp

 

12. Genetic Incorporation of Unnatural Amino Acids into Proteins in Yeast

            Qian Wang and Lei Wang

 

13. Site-specific Incorporation of Unnatural Amino Acids into Proteins in Mammalian Cells

            Nobumasa Hino, Kensaku Sakamoto, and Shigeyuki Yokoyama

 

14. Incorporation of Unnatural Non-a-amino Acids into the N-terminus of Proteins in a Cell-free Translation System

            Takahiro Hohsaka

 

15. Site Specific Modification of Proteins by the Staudinger-phosphite Reaction

            Paul Majkut, Verena Böhrsch, Remigiusz Serwa, Michael Gerrits, and Christian P. R. Hackenberger

 

 

Part IV. D-amino Acids: Analysis and Applications

 

16. HPLC Methods for Determination of D-aspartate and N-methyl-D-aspartate

            George H. Fisher and Mara Tsesarskaia

 

17. Estimation of Chronological Age from the Racemization Rate of L- and D-aspartic Acid: How to Completely Separate Enantiomers from Dentin

            Toshiharu Yamamoto and Susumu Ohtani

 

18. Enzymatic Detection of D-amino Acids

            Gianluca Molla, Luciano Piubelli, Federica Volontè, and Mirella S. Pilone

 

19. An Enzymatic-HPLC Assay to Monitor Endogenous D-serine Release from Neuronal Cultures

            Inna Radzishevsky and Herman Wolosker

 

20. Electrophysiological Analysis of the Modulation of NMDA-receptors Function by d-serine and Glycine in the Central Nervous System

            Fabrice Turpin, Glenn Dallérac, and Jean-Pierre Mothet

 

21. Biosensors for D-amino Acid Detection

            Silvia Sacchi, Elena Rosini, Laura Caldinelli, and Loredano Pollegioni

 

22. Analysis of D-β-aspartyl Isomers at Specific Sites in Proteins

            Noriko Fujii and Norihiko Fujii

 

23. Nutritional Value of D-amino Acids, D-peptides and Amino Acid Derivatives in Mice

            Mendel Friedman and Carol E. Levin

 

 

Part V. Enzymes Active on D-amino Acids

 

24. Preparation and Assay of Recombinant Serine Racemase

            Florian Baumgart, Clara Aicart-Ramos, and Ignacio Rodríguez-Crespo

 

25. Assay of Amino Acid Racemases

            Masumi Katane, Masae Sekine, and Hiroshi Homma

 

26. Assays of D-amino Acid Oxidases

            Gabriella Tedeschi, Loredano Pollegioni, and Armando Negri

 

27. Enzymes Acting on D-amino Acid Containing Peptides

            Yasuhisa Asano