Active Oxygen in Biochemistry
The field of "Oxygen Activation" has attracted considerable interest recently, not only because it presents challenges in those fields of basic research that aim to understand the fundamental aspects of chemical and biological reactions that involve dioxy
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Dedicated to the memory of Teddy G. Traylor (1925-1993) and Bertram Selverstone (1917-1993)
ACTIVE OXYGEN IN BIOCHEMISTRY
EDITORS: JOAN SELVERSTONE VALENTINE
University of California, Los Angeles CHRISTOPHER S. FOOTE
University of California, Los Angeles ARTHUR GREENBERG
University of North Carolina at Charlotte JOEL F. LIEBMAN
University of Maryland Baltimore County
SPRINGER SCIENCE+BUSINESS MEDIA, LLC
First edition 1995
©
1995 Springer Science+Business Media New York Originally published by Blackie Academic & Professional in 1995
Typeset in 10/12 pt Palatino by Best-set Typesetter Ltd., Hong Kong ISBN 978-1-4613-9783-0 (eBook) ISBN 978-1-4613-9785-4 DOI 10.1007/978-1-4613-9783-0 Apart from any fair dealing for the purposes of research or private study, or criticism or review, as permitted under the UK Copyright Designs and Patents Act, 1988, this publication may not be reproduced, stored, or transmitted, in any form or by any means, without the prior permission in writing of the publishers, or in the case of reprographic reproduction only in accordance with the terms of the licences issued by the Copyright Licensing Agency in the UK, or in accordance with the terms of licences issued by the appropriate Reproduction Rights Organization outside the UK. Enquiries concerning reproduction outside the terms stated here should be sent to the publishers at the Glasgow address printed on this page. The publisher makes no representation, express or implied, with regard to the accuracy of the information contained in this book and cannot accept any legal responsibility or liability for any errors or omissions that maybe made. A catalogue record for this book is available from the British Library Library of Congress Catalog Card Number : 95-080020
ao Printed on acid-free text paper, manufactured in accordance with ANSIINISO Z39.48-1992 (Permanence of Paper)
Contents
Preface
Vll
Series Preface
ix
Structure Energetics and Reactivity in Chemistry Series (SEARCH series)
Xl
Editorial Advisory Board
xii
Contributors
xv
1
Biological Reactions of Dioxygen: An Introduction Raymond Y. N. Ho, Joel F. Liebman, and Joan Selverstone Valentine
1
2
Oxygen Activation by Flavins and Pterins Bruce A. Palfey, David P. Ballou, and Vincent Massey
37
3 Reactions of Dioxygen and Its Reduced Forms with Heme Proteins and Model Porphyrin Complexes Teddy C. Traylor and Patricia S. Traylor 4 Dioxygen Reactivity in Copper Proteins and Complexes Stephen Fox and Kenneth D. Karlin
84
188
v
vi
Contents
5
Oxygen Activation at Nonheme Iron Centers Lawrence Que, Jr.
232
6
The Mechanism of Lipoxygenases Mark J. Nelson and Steven P. Seitz
276
7
The Biological Significance of Oxygen-Derived Species Barry Halliwell
313
8 Metal-Complex-Catalyzed Cleavage of Biopolymers Rosemary A. Marusak and Claude F. Meares 9
Exploration of Selected Pathways for Metabolic Oxidative Ring Opening of Benzene Based on Estimates of Molecular Energetics Arthur Greenberg
10 The Role of Oxidized Lipids in Cardiovascular Disease Judith A.
