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D-Amino Acids in Chemistry, Life Sciences, and Biotechnology

D-Amino Acids in Chemistry, Life Sciences, and Biotechnology

Hans Brückner (Editor), Noriko Fujii (Editor)

ISBN: 978-3-906-39065-9

Dec 2010

392 pages

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'D-Amino Acids in Chemistry, Life Sciences and Biotechnology' presents a collection of state of the art contributions from leading scientists in D-amino acid research, a field that has significant implications in relation to health care, research in age-related and neuronal diseases, pharmaceutical chemistry and food science.

The increasing importance of D-amino acids and the need for a forum to exchange ideas and hypothesis led to the foundation of the 'D-Amino Acid Research Society' in Japan, followed by the First International Conference on D-Amino Acid Research in 2009. The majority of the contributions published in D-Amino Acids in Chemistry, Life Sciences and Biotechnology result from this event and reflect the long-standing interest of the Guest Editors and their co-workers and collaborators in the field of D-amino acid research.

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PART 1: TRANSPEPTIDATION AND ISOMERIZATION
The Role of Protein L-Isoaspartyl/D-Aspartyl O-Methyltransferase (PIMT) in Intracellular Signal Transduction (T. Furuchi, K. Sakurako, M. Katane, M. Sekine, H. Homma*)
Modeling the Enolization of Succinimide Derivatives, a Key Step of Racemization of Aspartic Acid Residues: Importance of a Two-Water Mechanism (O. Takahashi*, K. Kobayashi, A. Oda)
Molecular-Dynamics Simulations for Amyloid beta 1-42 Monomer with D-Aspartic Acid Residues Using Continuous Solvent (A. Oda*, K. Kobayashi, O. Takahashi)
Accumulation of D-beta-Aspartic Acid-Containing Proteins in Age-Related Ocular Diseases (Y. Kaji*, T. Oshika, Y. Takazawa, M. Fukayama, N. Fujii)
Quantification of Structural Alterations of L-Asp and L-Asn Residues in Peptides Related to Neuronal Diseases by Reversed-Phase High-Performance Liquid Chromatography (Y. Sadakane*, K. Konoha, M. Kawahara, K. Nakagomi)
SAXS and SANS Observations of Abnormal Aggregation of Human alpha-Crystallin (M. Sugiyama*, N. Fujii, Y. Morimoto, K. Itoh, K. Mori, T. Fukunaga, N. Fujii)
Collapse of Homochirality of Amino Acids in Proteins from Various Tissues during Aging (N. Fujii*, Y. Kaji, N. Fujii, T. Nakamura, R. Motoie, Y. Mori, T. Kinouchi)
Influence of Oxidative Stress on D-Aspartyl Endopeptidase Activity (T. Kinouchi*, A. Matsuda, S. Kawakami, T. Shimizu, T. Shirasawa, N. Fujii)
Structural Consideration of Mammalian D-Aspartyl Endopeptidase (T. Kinouchi*, N. Fujii)
Oxidative Stress Induces the Formation of D-Aspartyl Residues in the Elastin Mimic Peptides (K. Kuge, K. Kitamura, K. Nakaoji, K. Hamada, N. Fujii, T. Saito, N. Fujii*)
PART 2: D-AMINO ACID (D-ASPARTIC ACID) OXIDASE
Indispensable but Insufficient Role of Renal D-Amino Acid Oxidase in Chiral Inversion of NG-Nitro-D-arginine (Y.-F. Xin, X. Li, B. Hao, N. Gong, W.-Q. Sun, R. Konno, Y.-X. Wang*)
Comparative Characterization of Three D-Aspartate Oxidases and One D-Amino Acid Oxidase from Caenorhabditis elegans (M. Katane, Y. Saitoh, Y. Seida, M. Sekine, T. Furuchi, H. Homma*)
D-Aspartate Oxidase: The Sole Catabolic Enzyme Acting on Free D-Aspartate in Mammals (M. Katane, H. Homma*)
Mutant Mice and Rats Lacking D-Amino Acid Oxidase (R. Konno*, K. Hamase, R. Maruyama, K. Zaitsu)
Effects of D-Aspartate Treatment on D-Aspartate Oxidase, Superoxide Dismutase, and Caspase 3 Activities in Frog (Rana esculenta) Tissues (L. Burrone, M. Di Giovanni, M. M. Di Fiore, G. C. Baccari, A. Santillo*)
Thyroid Hormones and D-Aspartic Acid, D-Aspartate Oxidase, D-Aspartate Racemase, Hydrogen peroxide, and ROS in Rats and Mice (E. Topo, G. Fisher, A. Sorricelli, F. Errico, A. Usiello, A. D'Aniello*)
Aberrant Control of Motoneuronal Excitability in Amyotrophic Lateral Sclerosis: Excitatory Glutamate/D-Serine vs. Inhibitory Glycine/gamma-Aminobutanoic Acid (GABA) (J. Sasabe*, S. Aiso)
PART 3: D-AMINO ACIDS RELATED TO NUTRITION AND INDUSTRIAL APPLICATIONS
Origin, Microbiology, Nutrition, and Pharmacology of D-Amino Acids (M. Friedman)
Natural Occurrence and Industrial Applications of D-Amino Acids: An Overview (S. Martinez-Rodriguez*, A. I. Martinez-Gomez, F. Rodriguez-Vico, J. M. Clemente-Jimenez, F. J. Las Heras-Vazquez*)
Enzymes Responsible for the Conversion of Nalpha-[(Benzyloxy)carbonyl]-D-lysine to Nalpha-[(Benzyloxy)carbonyl]-D-aminoadipic Acid by Rhodococcus sp. AIU Z-35-1 (K. Isobe*, N. Fukuda, S. Nagasawa, K. Saitou)
New Biological Functions and Applications of High-Molecular-Mass Poly-¿-glutamic Acid (H. Poo, C. Park, M.-S. Kwak, D.-Y. Choi, S.-P. Hong, I.-H. Lee, Y. T. Lim, Y. K. Choi, S.-R. Bae, H. Uyama, C.-J. Kim, M.-H. Sung*)
Identification and Biochemical Characterization of Membranous Short-Chain Polyglutamate from Bacillus subtilis (T. Kamei, D. Yamashiro, T. Horiuchii, Y. Minouchi, M. Ashiuchi*)
PART 4: AMINO ACID RACEMASES AND PEPTIDE ISOMERASES
Serine Racemase Knockout Mice (H. Mori*, R. Inoue)
Site-Directed Mutagenesis of Rice Serine Racemase: Evidence That Glu219 and Asp225 Mediate the Effects of Mg2+ on the Activity (Y. Gogami, A. Kobayashi, T. Ikeuchi, T. Oikawa*)
Detection and Function of the Intramolecular Disulfide Bond in Arginine Racemase: An Enzyme with Broad Substrate Specificity (D. Matsui, T. Oikawa*)
Mammalian Peptide Isomerase: Platypus-Type Activity Is Present in Mouse Heart (J. M. S. Koh, S. J. P. Chow, B. Crossett, P. W. Kuchel*)
PART 5: RACEMIZATION MECHANISMS AND CHEMISTRY OF D-AMINO ACIDS
Configurational Assignment of D- and L-Isovalines in Intact, Natural, and Synthetic Peptides by 2D-NMR Spectroscopy (M. De Zotti, E. Schievano, S. Mammi, B. Kaptein, Q. B. Broxterman, S. B. Singh, H. Brückner, C. Toniolo*)
Computational Insight into the Mechanism of Serine Residue Racemization (O. Takahashi*, K. Kobayashi, A. Oda)
Computational Modeling of the Enolization in a Direct Mechanism of Racemization of the Aspartic Acid Residue (O. Takahashi*, K. Kobayashi, A. Oda)
Protein-Engineering Study of Contribution of Conceivable D-Serine Residues to the Thermostabilization of Ovalbumin under Alkaline Conditions (N. Takahashi*, M. Maeda, M. Yamasaki, B. Mikami)
Generation of Enantiomeric Amino Acids during Acid Hydrolysis of Peptides Detected by the Liquid Chromatography/Tandem Mass Spectroscopy (T. Miyamoto, M. Sekine, T. Ogawa, M. Hidaka, H. Homma, H. Masaki*)
Photolysis of rac-Leucine with Circularly Polarized Synchrotron Radiation (U. J. Meierhenrich*, J.-J. Filippi, C. Meinert, S. V. Hoffmann, J. H. Bredehöft, L. Nahon)
Amino Acid Ligand Chirality for Enantioselective Syntheses (K. Micskei*, T. Patonay, L. Caglioti, G. Pályi*)
Hydrophobicity of Peptides Containing D-Amino Acids (T. Munegumi)
INDEX