Ether Lipids

Ether Lipids

Biochemical and Biomedical Aspects

1st Edition - January 28, 1983

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  • Editor: H.K. Mangold
  • eBook ISBN: 9780323149723

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Ether Lipids: Biochemical and Biomedical Aspects is a 21-chapter text that explores the procedures for the analysis, synthesis, and biomedical application of ether lipids. This book surveys first the chromatographic analysis of ether lipids and their characterization by mass spectrometry. The following chapter describes the chemical synthesis of lipids containing alkyl or 1-alkenyl chains. Three chapters are devoted to the biosynthesis of ether lipids, and four others cover unusual ether lipids. Significant chapters focus on biologically active ether lipids, including the naturally occurring platelet-activating factor and synthetic alkyl analogs of lysophosphatidylcholines, which exhibit cancerostatic properties. This text further discusses the application of these and related substances in biomedical research as well as in clinical diagnosis and therapy. The remaining chapters highlight the use of ether lipids in studies aimed at elucidating the structure of membranes and their functions. Organic chemists, biochemists, and researchers in the biomedical field will find this book invaluable.

Table of Contents

  • Contributors


    Terminology and Abbreviations

    1. Chromatographic Analysis, Isolation, and Characterization of Ether Lipids

    I. Introduction

    II. Extraction and Purification of Lipids

    III. Analysis of Ether Lipids

    IV. Summary and Conclusions


    2. Mass Spectrometry of Ether Lipids

    I. Introduction

    II. Mass Spectrometry of Alkylglycerolipids

    III. Mass Spectrometry of 1-O-(1'-Alkenyl)glycerolipids


    3. Chemical Synthesis of Ether Lipids

    I. Introduction

    II. Alkylglycerolipids

    III. 1-O-(1'-Alkenyl)glycerolipids

    IV. Alkyl Lipids Not Containing Glycerol

    V. 1'-Alkenyl Lipids Not Containing Glycerol


    4. Biosynthesis of O-Alkylglycerol Ether Lipids

    I. Introduction

    II. Biosynthesis of Glycerol Ether Lipids from Triose Phosphates

    III. Biosynthesis of Alkyl-DHAP from Acyl-DHAP

    IV. Biosynthesis of Acyl-DHAP

    V. Properties of Alkyl-DHAP Synthase

    VI. Enzymatic Reduction of Alkyl-DHAP

    VII. Enzymatic Acylation of 1-Alkyl-sn-G-3-P to 1-Alkyl-2-acyl-sw-G-3-P

    VIII. Conversion of 1-Alkyl-2-acyl-G-3-P to Different Alkylglycerol Ether Lipids

    IX. Conclusion


    5. Biosynthesis of 1-O-(1'Alkenyl)glycerolipids (Plasmalogens)

    I. Introduction

    II. Biosynthesis of Plasmalogens in Aerobic Organisms

    III. Biosynthesis of Plasmalogens in Strictly Anaerobic Microorganisms


    6. Substrate Specificity of Enzymes Catalyzing the Biosynthesis of Ether Lipids

    I. Introduction

    II. Formation of Long-Chain Alcohols

    III. Formation of the Ether Bond

    IV. Enzymatic Acylation of Alkylglycerolipids

    V. Ethanolaminephosphotransferase and Cholinephosphotransferase

    VI. Dehydrogenation of Alkylglycerolipids to Plasmalogens

    VII. Conclusion


    7. Ether Glycolipids

    I. Introduction

    II. Bacterial Ether Glycolipids

    III. Mammalian Ether Glycolipids

    IV. Conclusion


    8. Dialkyidiglycerol Tetraethers

    I. Introduction

    II. Occurrence

    III. Chemistry of Dialkyidiglycerol Tetraethers

    IV. Conclusion


    9. Ether Lipids Containing Steryl Moieties

    I. Occurrence

    II. Chemical Synthesis

    III. Application in Biochemical Studies


    10. Divinyl Ether Fatty Acids

    I. Introduction

    II. Occurrence

    III. Isolation and Purification

    IV. Structure Elucidation

    V. Biosynthesis

    VI. Degradation

    VII. Function of Vinyl Ether Fatty Acids


    11. Autoxidation of Ether Lipids

    I. Introduction

    II. Autoxidation Kinetics

    III. Autoxidation Products and the Mechanism of Their Formation

    IV. Conclusions


    12. Ether Lipids as Substrates for Lipolytic Enzymes

    I. Introduction

    II. Lipolytic Enzymes Involved in the Catabolism of Ether Lipids

    III. Ether Lipids as Model Compounds in Studies on Lipolytic Processes

    IV. Application of Lipolytic Enzymes for the Preparation of Ether Lipids

    V. Application of Diether Phospholipids in the Preparation and Affinity Labeling of Phospholipase A2


    13. Ether Lipids in the Diet of Humans and Animals

    I. Introduction

    II. Ether Lipids in Human Food and Animal Feed

    III. Metabolism of Ether Lipids in the Alimentary Canal

    IV. Ether Lipids as Nonfattening Fats

    V. Prospectus


    14. Ether Lipids in Clinical Diagnosis and Medical Research

    I. Introduction

    II. Trialkylglycerols (Triethers) in Fat Absorption Studies

    III. Ether Lipids as Chemical Indicators in Neoplasms

    IV. Ether Lipids as Chemical Mediators

    V. Conclusions


    15. Therapeutic Effects of Ether Lipids

    I. Introduction

    II. Alkylglycerols and Their Esters

    III. Methoxy-Substituted Alkylglycerols

    IV. Acetal Analogs of Phosphatidic Acids

    V. Alkyl Ethers of Halogenopropanediols


    16. Synthetic Alkyl Analogs of Lysophosphatidylcholme: Membrane Activity, Metabolic Stability, and Effects on Immune Response and Tumor Growth

    I. Introduction

    II. Interactions of LLAs with Cell Surfaces

    III. Effect of LLAs on Immune Response

    IV. Effects of LLAs on the Growth of Experimental Tumors

    V. Metabolic Stability of LLAs

    VI. Conclusions


    17. Ether Lipids in Biological and Model Membranes

    I. Introduction

    II. Ether Lipids in Biological Membranes

    III. Ether Lipids in Model Membranes


    18. Platelet-Activating Factor: An Ether Lipid with Biological Activity

    I. Introduction

    II. Historical Background and Definition

    III. Cellular Origin of PAF-Acether

    IV. Interactions of PAF-Acether with Platelets

    V. Molecular Assembly of PAF-Acether

    VI. Biological Activities of PAF-Acether Analogs: Structure-Activity Relationships

    VII. PAF-Acether in Physiology and Pathology

    VIII. Other Effects of PAF-Acether

    IX. The End Result of Leukocyte-Platelet Interaction: Enhancement of Vascular Permeability-Its Role in Physiology and Pathology

    X. Conclusions


    19. Procedures for the Analysis of Ether Lipids

    I. General Methods

    II. Specific Procedures


    20. Procedures for the Synthesis of Ether Lipids

    I. General Methods

    II. Procedures


    21. Procedures for Biomédical Investigations

    I. Preparation of Small Unilamellar Vesicles

    II. Preparation of Large Unilamellar Vesicles

    III. Assay of the Stereospecificity of Triacylglycerol Hydrolases

    IV. Assay of the Effect of Lipids on Neutrophil Migration

    V. Assay of 1-O-Alkyl-2-O-acetyl-sn-glycero-3-phosphocholines (Platelet-Activating Factor) with Radiolabeled Serotonin



Product details

  • No. of pages: 456
  • Language: English
  • Copyright: © Academic Press 1983
  • Published: January 28, 1983
  • Imprint: Academic Press
  • eBook ISBN: 9780323149723

About the Editor

H.K. Mangold

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