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Cover image for Cis-trans isomerization in biochemistry
Title:
Cis-trans isomerization in biochemistry
Publication Information:
Weinheim : Wiley-VCH Verlag, 2006
ISBN:
9783527313044
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30000010113733 QD415 C57 2006 Open Access Book Book
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Summary

Summary

Collating the knowledge from over 20,000 publications in chemistry, biology and nanotechnology, this handbook is the first to comprehensively present the state of the art in one ready reference. A team of international authors connects the various disciplines involved, covering cis-trans isomerization of double bonds and pseudo-double bonds, as well as other cis-trans isomerizations.
For biochemists, organic chemists, physicochemists, photochemists, polymer and medicinal chemists.


Author Notes

Christophe Dugave prepared his PhD in molecular pharmacology under the guidance of Professor Marquet and Professor Gaudry. Then he moved to the University of Sherbrooke (Canada) where he worked as a post-doctoral fellow under the supervision of Professor Deslongchamps. He is currently working at the Department of Protein Engineering and Research of the French Atomic Energy Commission at CEA/Saclay near Paris. His research interests include the synthesis of nonnatural amino acids, pseudopeptides, peptidomimetics, and radiolabeling of peptides and proteins with tritium technetium and other radioisotopes.


Table of Contents

Preface
List of Contributors
1 NomenclatureChristophe Dugave)
2 General Mechanisms of Cis-Trans Isomerization: A Rapid SurveyChristophe Dugave)
2.1 Introduction
2.2 Homolytic Cis-Trans Isomerization
2.3 Heterolytic Cis-Trans Isomerization
3 Mechanisms of Cis-Trans Isomerization around the Carbon-Carbon Double Bonds via the Triplet StateYasushi Koyama and Yoshinori Kakitani and Hiroyoshi Nagae)
3.1 A Concept of a Triplet-Excited Region
3.2 Triplet-State Isomerization in Retinal
3.3 Triplet-State Isomerization in b-CaroteneSpheroidene
3.4 Spectroscopic and Analytical Techniques for Studying Cis-Trans Isomerization in the T1 State
4 Retinal Binding ProteinsHideki Kandori)
4.1 Retinal Chromophore in Rhodopsins
4.2 Photoisomerization in Visual Rhodopsins
4.3 Photoisomerization in Archaeal Rhodopsins
4.4 Summary and Prospects
5 Non-Retinal Chromophoric ProteinsMarc Zimmer)
5.1 Introduction
5.2 Photoactive Yellow Protein
5.3 Green Fluorescent Protein and Other GFP-like Proteins
5.4 Phytochromes
6 Fatty Acids and PhospholipidsChryssostomos Chatgilialoglu and Carla Ferreri)
6.1 Introduction
6.2 Enzyme-Catalyzed Cis-Trans Isomerization of Unsaturated Fatty Acid Residues in Bacteria
6.3 Radical-Catalyzed Cis-Trans Isomerization of Unsaturated Lipids and its Effect on Biological Membranes
6.4 Perspectives and Future Research
7 In Silico Dynamic Studies of Cis-Trans Isomerization in Organic and Biological SystemsUte F. R!hrig and Ivano Tavernelli and Ursula Rothlisberger)
7.1 Introduction
7.2 Computational Methods
7.3 Theoretical Aspects of CTI
7.4 CTI in PSB5 and Formaldimine
7.5 CTI in Rhodopsin
7.6 Summary and Conclusions
8 Chemical Aspects of the Restricted Rotation of Esters, Amides, and Related CompoundsChristophe Dugave)
8.1 Thermodynamic and Kinetic Aspects of Cis-Trans Isomerization
8.2 Influence of the Environment on CTI
8.3 The Study of CTI of Amides and other Conjugated p-Systems
9 Amide Cis-Trans Isomerization in Peptides and ProteinsStephan Wawra and Gunter Fischer
9.1 Imidic and Secondary Amide Peptide Bond Conformation
9.2 Amide Relevant Conformations in Proteins
9.3 Native State Peptide Bond Isomerization
9.4 Biological Consequences
10 Enzymes Catalyzing Peptide Bond Cis-TransIsomerizationsGunter Fischer)
10.1 Introduction
10.2 Cyclophilins
10.3 FK506 Binding Proteins (FKBPs)
10.4 Trigger Factor
10.5 Parvulins
10.6 Secondary Amide Peptide Bond Cis-Trans Isomerases
10.7 Catalytic Mechanism of Peptide Bond Cis-Trans Isomerases
11 Tailoring the Cis-Trans Isomerization of AmidesLuis Moroder and Christian Renner and John J. Lopez and Gabriele Tuchscherer and Manfred Mutter)
11.1 Introduction
11.2 Substituted Prolines
11.3 Pseudoprolines in Chemical Synthesis and Biology
11.4 Conclusions and Perspectives
12 Peptidyl Prolyl Isomerases: New Targets for Novel Therapeutics?Christophe Dugave)
12.1 Introduction
12.2 Implication of PPIases in Biological Processes and Diseases
12.3 Structure and SAR studies of PPIases: Structural Evidence and Putative Catalytic Mechanism
12.4 PPIase Inhibitors: Fro
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