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Metal Ions in Biological Systems: Antibiotics and Their Complexes, Vol. 19 Book

Metal Ions in Biological Systems: Antibiotics and Their Complexes, Vol. 19
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  • Metal Ions in Biological Systems: Antibiotics and Their Complexes, Vol. 19
  • Written by author Helmut Sigel
  • Published by Taylor & Francis, Inc., July 1985
  • Metal Ions in Biological Systems is devoted to increasing our understanding of the relationship between the chemistry of metals and life processes. The volumes reflect the interdisciplinary nature of bioinorganic chemistry and coordinate the efforts of re
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Preface to the Seriesiii
Preface to Volume 19v
Contributorsxiii
Contents of Other Volumesxv
Chapter 1The Discovery of Ionophores: An Historical Account1
Abbreviations16
References17
Chapter 2Tetracyclines and Daunorubicin19
1.Introduction19
2.Tetracyclines20
3.Daunorubicin40
References49
Chapter 3Interaction of Metal Ions with Streptonigrin and Biological Properties of the Complexes53
1.Introduction54
2.Structural and Chemical Properties of Streptonigrin and Its Metal Complexes55
3.Biological Activity and Suggested Mechanistic Schemes for the Antitumor Action of Streptonigrin70
4.Conclusions76
References77
Chapter 4Bleomycin Antibiotics: Metal Complexes and Their Biological Action81
1.Introduction82
2.Structural and Synthetic Aspects of Bleomycin82
3.Characteristics of Bleomycin-Metal Complexes85
4.Oxygen Activation and Redox Cycle of the Bleomycin-Iron Complex85
5.Interaction of Bleomycin and Its Iron Complex with DNA90
6.Sequence-Specific DNA Cleavage by the Bleomycin-Iron Complex92
7.Metal Complexes and DNA Cleavage of Bleomycin Analogs: Peplomycin, Tallysomycin, and Phleomycin95
8.Metal Complexes and Oxygen Activation by Synthetic Analogs and Biosynthetic Intermediates of Bleomycin97
9.Molecular Mechanism of Bleomycin Action103
10.Conclusions104
References105
Chapter 5Interaction Between Valinomycin and Metal Ions109
1.Introduction110
2.Structure and Conformation of Free Valinomycin112
3.Structure and Conformation of Valinomycin-Metal Ion Complexes115
4.Valinomycin-Metal Ion Complexes in Transmembrane Ion Transport131
Abbreviations and Definitions132
References133
Chapter 6Beauvericin and the Other Enniatins139
1.Introduction140
2.Ion Binding143
3.Membrane Transport158
4.Analogs165
5.Conclusions167
Abbreviations167
References168
Chapter 7Complexing Properties of Gramicidins173
1.Introduction174
2.Structural Properties175
3.Ion-Complexing Properties186
4.Transport Properties193
References200
Chapter 8Nactins: Their Complexes and Biological Properties207
1.Introduction207
2.Molecular Structure of Nactins209
3.Complexes212
4.Biological Properties224
References225
Chapter 9Cation Complexes of the Monovalent and Polyvalent Carboxylic Ionophores: Lasalocid (X-537A), Monensin, A23187 (Calcimycin), and Related Antibiotics229
1.Introduction230
2.Structure of Ionophore-Cation Inclusion Complexes233
3.Techniques for Measuring Equilibrium Ionophore-Ion Affinities239
4.Carboxylic Ionophore-Mediated Ion Transport248
5.Biological Test Systems266
6.Conformational Aspects of Ion Capture and Membrane Transport272
7.Biological Applications of Ionophores284
8.Overview288
References289
Chapter 10Complexes of D-Cycloserine and Related Amino Acids with Antibiotic Properties295
1.Introduction295
2.Mode of Action297
3.Uses of D-Cycloserine298
4.Organic Chemistry of D-Cycloserine300
5.Metal Ion Coordination by D-Cycloserine301
6.Metal Ion Coordination by D-Cycloserine Derivatives307
7.Conclusions308
Abbreviations309
References310
Chapter 11Iron-Containing Antibiotics313
1.Introduction314
2.Iron(III) Complexes320
3.Iron(II) Complexes324
4.Miscellaneous Compounds327
5.General Conclusions329
References330
Chapter 12Cation-Ionophore Interactions: Quantification of the Factors Underlying Selective Complexation by Means of Theoretical Computations335
1.Introduction336
2.Outline of the Methodology337
3.Selective Binding of Alkali Cations by Valinomycin342
4.Selective Complexation of K[superscript +], Na[superscript +], and NH[superscript + subscript 4] by Nonactin347
5.Selective Binding of Mg[superscript 2+] and Ca[superscript 2+] by Ionophore A23187354
6.Structural Properties of Valinomycin and A23187364
7.Energy Profiles for Single and Double Occupancy by Na[superscript +] of the Gramicidin A Channel374
8.Conclusions379
Abbreviations380
References381
Author Index387
Subject Index411


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