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Copper-Oxygen Chemistry

Kenneth D. Karlin (Editor), Shinobu Itoh (Editor), Steven Rokita (Editor)

ISBN: 978-1-118-09435-8 August 2011 480 Pages


Covers the vastly expanding subject of oxidative processes mediated by copper ions within biological systems

Copper-mediated biological oxidations offer a broad range of fundamentally important and potentially practical chemical processes that cross many chemical and pharmaceutical disciplines. This newest volume in the Wiley Series on Reactive Intermediates in Chemistry and Biology is divided into three logical areas within the topic of copper/oxygen chemistry— biological systems, theory, and bioinorganic models and applications—to explore the biosphere for its highly evolved and thus efficient oxidative transformations in the discovery of new types of interactions between molecular oxygen and copper ion. Featuring a diverse collection of subject matter unified in one complete and comprehensive resource, Copper-Oxygen Chemistry probes the fundamental aspects of copper coordination chemistry, synthetic organic chemistry, and biological chemistry to reveal both the biological and chemical aspects driving the current exciting research efforts behind copper-oxygen chemistry. In addition, Copper-Oxygen Chemistry:

  • Addresses the significantly increasing literature on oxygen-atom insertion and carbon-carbon bond-forming reactions as well as enantioselective oxidation chemistries

  • Progresses from biological systems to spectroscopy and theory, and onward to bioinorganic models and applications

  • Covers a wide array of reaction types such as insertion and dehydrogenation reactions that utilize the cheap, abundant, and energy-containing O2 molecule

With thorough coverage by prominent authors and researchers shaping innovations in this growing field, this valuable reference is essential reading for bioinorganic chemists, as well as organic, synthetic, and pharmaceutical chemists in academia and industry.

Preface to Series vii

Introduction ix

Contributors xi

1 Insights into the Proposed Copper–Oxygen Intermediates that Regulate the Mechanism of Reactions Catalyzed by Dopamine b-Monooxygenase, Peptidylglycine a-Hydroxylating Monooxygenase, and Tyramine b-Monooxygenase 1
Robert L. Osborne and Judith P. Klinman

2 Copper Dioxygenases 23
Jozsef Kaizer, Jozsef Sandor Pap, and Gabor Speier

3 Amine Oxidase and Galactose Oxidase 53
Dalia Rokhsana, Eric M. Shepard, Doreen E. Brown, and David M. Dooley

4 Energy Conversion and Conservation by Cytochrome Oxidases 107
Angela Paulus and Simon de Vries

5 Multicopper Proteins 131
Takeshi Sakurai and Kunishige Kataoka

6 Structure and Reactivity of Copper–Oxygen Species Revealed by Competitive Oxygen-18 Isotope Effects 169
Justine P. Roth

7 Theoretical Aspects of Dioxygen Activation in Dicopper Enzymes 197
Kazunari Yoshizawa

8 Chemical Reactivity of Copper Active-Oxygen Complexes 225
Shinobu Itoh

9 Cytochrome c Oxidase and Models 283
Zakaria Halime and Kenneth D. Karlin

10 Supramolecular Copper Dioxygen Chemistry 321
Jean-Noel Rebilly and Olivia Reinaud

11 Organic Synthetic Methods Using Copper Oxygen Chemistry 361
Marisa C. Kozlowski

Index 445