The Porphyrins V6

The Porphyrins V6

Biochemistry, Part A

1st Edition - September 28, 1979

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  • Editor: David Dolphin
  • eBook ISBN: 9780323141949

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The Porphyrins, Volume VI: Biochemistry, Part A deals with the biochemistry of porphyrins, their precursors, catabolic derivatives, and related compounds. The book covers the biosynthesis of porphyrins and chlorophylls; the formation and metabolism of bile pigments in animals and plants; as well as the synthesis, characterization, and chemistry of the bile pigments and their derivatives. An account of the historical and clinical aspects of porphyrins and bile pigments is also given. This volume is organized into 12 chapters and begins with an overview of protoporphyrins and their metabolic intermediates, paying particular attention to their synthesis and biosynthesis. The discussion then shifts to the biosynthesis of porphyrins and chlorophylls; the in vivo formation and metabolism of bile pigments such as biliverdin and bilirubin; and yellow, green, and blue bile pigments. The reader is then introduced to bile pigments of plants including phytochrome and phycobiliproteins; the general structures and nomenclature of bile pigment derivatives; and the Stokvis reaction. The book also considers the clinical chemistry of porphyrins, and then concludes with a chapter on milestones in the history of bile pigments. This book will be of value to inorganic, organic, physical, and biochemists interested in the biochemistry of porphyrins.

Table of Contents

  • List of Contributors

    General Preface


    Contents of Other Volumes

    1 Protoporphyrin: Synthesis and Biosynthesis of Its Metabolic Intermediates

    I. S-Succinyl-Coenzyme A

    II. 5-Aminolevulinic Acid

    III. Porphobilinogen

    IV. Uroporphyrinogens, Coproporphyrinogens, Protoporphyrin, and Cobyrinic Acid


    2 Biosynthesis of Porphyrins

    I. Introduction

    II. Enzymatic Synthesis of δ-Aminolevulinic Acid

    III. Enzymatic Synthesis of Porphobilinogen: ALA Dehydratase

    IV. Tetrapyrrole Biosynthesis

    V. Biosynthesis of Coproporphyrinogens

    VI. Formation of Protoporphyrinogen by the Oxidative Decarboxylation of Coproporphyrinogen III

    VII. Enzymatic Conversion of Protoporphyrinogen to Protoporphyrin

    VIII. Formation of Iron Protoporphyrin

    IX. Control of Porphyrin Biosynthesis


    3 Chlorophyll Biosynthesis

    I. Introduction

    II. Pathway to Chlorophyll a

    III. Biosynthesis of Chlorophyll b

    IV. Pathway to Bacteriochlorophyll a

    V. Biosynthesis of Other Chlorophylls


    4 Enzymatic Synthesis of Porphyrins

    I. Introduction

    II. δ-Aminolevulinic Acid

    III. Porphobilinogen

    IV. Porphyrinogens

    V. Uroporphyrin I

    VI.Uroporphyrin III

    VII. Porphyrins with Seven, Six, and Five Carboxyl Groups

    VIII. Coproporphyrin I

    IX. Coproporphyrin III

    X. Protoporphyrin

    XI. General Methods

    XII. Conclusion


    5 Formation and Metabolism of Bile Pigments in Vivo

    I. General Aspects

    II. Formation of Biliverdin

    III. Reduction of Biliverdin to Bilirubin

    IV. Conjugation and Biliary Excretion of Bilirubin

    V. Appendix


    6 Bile Pigments: Bilatrienes and 5,15-Biladienes

    I. Introduction

    II. Preparation and Isolation

    III. General Properties

    IV. Chemical Reactions

    V. Biological Aspects

    VI. Spectra

    VII. Practical Aspects

    VIII. Appendix


    7 Bile Pigments of Plants

    I. Introduction

    II. Phytochrome

    III. Phycobiliproteins


    8 Derivatives of Bile Pigments

    I. Introduction

    II. General Structures and Nomenclature

    III. Biogenesis

    IV. Reactions Revealing Structure

    V. Stereochemistry through Optical Rotatory Dispersion and Circular Dichroism

    VI. The Compounds


    9 Synthesis, Purification, and Characterization of Bile Pigments and Related Compounds

    I. Introduction

    II. Building Blocks for the Synthesis of Bile Pigments

    III. Bilinediones

    IV. Biladienediones

    V. Bilene-a-diones: Dihydrobilirubins (1,10,15,16,19,21,23,24-Octahydro-1,19-dioxo-22H-bilins)

    VI. Bilene-b-diones

    VII. Bilanediones

    VIII. Chemical Characterization of Bile Pigments

    IX. Polarographic Studies


    10 The Stokvis Reaction

    I. History, Occurrence, and Nomenclature

    II. Technique of the Stokvis Reaction

    III. Propentdyopents: Source, Structure, and Synthesis

    IV. Structure of Propentdyopent Adducts

    V. Properties of Propentdyopents and Their Adducts

    VI. Structure of Pentdyopent and the Course of the Stokvis Reaction

    VII. The Fecal Pigment


    11 Clinical Chemistry of the Porphyrins

    I. Introduction

    II. Chemistry of Clinically Important Porphyrins

    III. Heme Biosynthetic Pathway

    IV. Evaluation of Porphyrin Metabolism in Health and Disease

    V. Survey of Available Methods of Porphyrin Analysis in Excreta, Blood, and Tissues

    VI. Values in Normal Subjects and Patients with Nonporphyric Disorders

    VII. Classification of Human Porphyric Disorders

    VIII. Simple Screening Tests and "Simplified" Screening Procedures

    IX. Clinical Manifestations of Porphyrias

    X. Biochemical Findings in Porphyric Disorders

    XI. Biochemistry of the Acute Attack—Porphyrin Precursors in the Pathogenesis of the Acute Attack

    XII. Applications of Thin-Layer Chromatographic Analysis in the Clinical Investigation of Porphyrias

    XIII. Porphyrin Biosynthetic Enzyme Activities of the Human Porphyrias

    Appendix I. Solvents and Standard Reference Porphyrins

    Appendix II. Routine Quantative Methods

    Appendix III. Special Techniques

    Appendix IV. Advanced Analytical Techniques

    Appendix V. Other Ancillary Methods of Structural Analysis


    12 Historical and Clinical Aspects of Bile Pigments

    I. Milestones in the History of Bile Pigments

    II. Bilirubin Metabolism—Clinical Aspects

    III. Methods


    Author Index

    Subject Index

Product details

  • No. of pages: 954
  • Language: English
  • Copyright: © Academic Press 1979
  • Published: September 28, 1979
  • Imprint: Academic Press
  • eBook ISBN: 9780323141949

About the Editor

David Dolphin

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