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Molecular Science Reference from C.H.I.P.S.

Chirality in Natural
and Applied Science

edited by W.J. Lough
and I.W. Wainer


  • Ensures a clear understanding of chirality and it applications
  • Explains in detail the insights developments, and applications behind our current understanding
  • Provides a highly practical overview of chirality's chemical significance that is essential to many areas of chemistry and molecular biology
  • Appraises the impact of chirality on modern molecular sciences and contemplates future applications and research directions

An understanding of chirality is central to the study and application of the molecular sciences. Particularly relevant to the work of pharmaceutical, natural product, organic, and analytical chemists, biochemists, and molecular biologists, Chirality in Natural and Applied Science provides a highly practical overview of the chemical significance of chirality.

Contributions from world-class scientists describe our current understanding of chirality and discuss its significant impact on modern chemistry and molecular science. They explore the origins of chirality, its natural occurrence on a variety of scales, and its current and potential applications in research and industry.

Chirality undoubtedly will remain integral to all of molecular science, and as our knowledge and understanding grow, its importance certainly will increase. Bringing together the insights and experience of scientists who have played influential roles in chirality research, Chirality in Natural and Applied Science helps ensure a thorough understanding of chirality, its importance and its applications.

Contents

  1. INTRODUCTION-RETOURNONS À PASTEUR!
  2. PASTEUR ON MOLECULAR HANDEDNESS-AND THE SEQUEL
    • Pasteur's Optical Resolutions
    • The Chemical-Physics Background to Pasteur's 1848 Discovery
    • Molecular Structure Theory and Stereoselective Chiral Synthesis
    • Chance, Necessity, and Chiral Fields in the Evolution of Biomolecular Homochirality
    • Parity and its Non-Conservation

  3. THE ORIGIN OF BIOMOLECULAR CHIRALITY
    • Introduction
    • Homochirality-A Hallmark of Life
    • Homochirality-Also a Pre-Condition for Life?
    • The Need for a Chiral Influence
    • False Chirality-Magnetic Fields
    • True Chirality-Circularly Polarized Photons
    • True Chirality-The w Boson
    • True Chirality-The z Boson
    • Amplification Mechanisms
    • PVEDS of Biomolecules
    • So was it Really the Weak Force?
    • Look in Space!
    • Is the Universe Intrinsically Handed?

  4. CHIRALITY AT THE SUB-MOLECULAR LEVEL: TRUE AND FALSE CHIRALITY
    • Introduction
    • Symmetry Principles
    • True Chirality
    • Absolute Asymmetric Synthesis
    • Chirality and Symmetry Violation
    • The Mixed-Parity States of a Chiral Molecule
    • Chirality and Relativity
    • Chirality in Two Dimensions
    • Concluding Remarks

  5. THE MOLECULAR BASIS OF CHIRAL RECOGNITION
    • Introduction
    • Kinetic and Thermodynamic Aspects of Enzymatic Enantioselectivity
    • Molecular Chiral Recognition Mechanisms
    • The N-Dechloroethylation of Ifosfamide Enantiomers
    • Interaction of Peptides and Larger Molecules with Chiral Biopolymers
    • Concluding Remarks

  6. CHIRALITY IN DRUG DESIGN AND DEVELOPMENT
    • Introduction
    • The Stereoselectivity of Drug-Receptor Interactions
    • Biological Consequences of Stereoselective Drug Action
    • The Basis of Stereoselectivity
    • Stereoselectivity of Drug Classes
    • Regulatory Requirements for Chiral Drugs
    • Decision Processes

  7. CHIRALITY IN MEDICINAL CHEMISTRY
    • Historical Aspects
    • Stereoselectivity of the Biosynthesis of Transmitters and Related Medicinals
    • Affinity and Intrinsic Activity
    • Steric Aspects of Drug Action at the Cholinergic Neuroeffector Junction
    • Steric Aspects of Drug Action at the Noradrenergic and Dopaminergic Neuroeffector Junction
    • Concluding Remarks

  8. SEPARATION OF CHIRAL COMPOUNDS-FROM CRYSTALLISATION TO CHROMATOGRAPHY
    • Crystallisation
    • Russia, Israel, and NMR
    • Derivatisation
    • Commercialised Chiral HPLC
    • Chiral HPLC Beyond the Eighties
    • Beyond HPLC
    • Meeting Unfulfilled Needs?

  9. ELECTRONIC CIRCULAR DICHROISM-FUNDAMENTALS, METHODS AND APPLICATIONS
    • Introduction
    • Towards an Understanding of Optical Activity and Related Phenomena
    • Applications to Structural Chemistry
    • Conclusions and Future Perspectives

  10. CHIRALITY IN THE NATURAL WORLD: CHEMICAL COMMUNICATIONS
    • Introduction
    • When was chirality found to be important in chemical communications?
    • How was the utmost importance of chirality in chemical communications recognized?
    • Current understanding of the importance of chirality in chemical communications-stereochemistry-bioactivity relationships among pheromones
    • The practical importance of chirality in pheromone-based pest control
    • Conclusion

  11. CHIRALITY IN THE NATURAL WORLD-ODOURS AND TASTES
    • Introduction
    • The Influence of Chirality on Biological Activity
    • The Relationship Between Olfaction and Chemical Structure
    • The Relationship Between Odour and Taste and Chirality
    • Enantiomeric Odour Differences and their Quantitative Measurement
    • Analysis of the confiGuration and Enantiomeric Composition of Volatile Chiral Compounds
    • Stereochemical Analysis of Odorous Compounds
    • 'Electronic nose', Sensor Technology
    • Concluding Remarks

  12. CHIRALITY IN THE NATURAL WORLD: LIFE THROUGH THE LOOKING GLASS
    • Introduction
    • Background
    • Special Problems in the Study of Asymmetric Organisms
    • The Machinery of Life: Symmetric Organisms from Asymmetric Building Blocks
    • The Asymmetry of Microorganisms
    • Asymmetry in the Plant World
    • Asymmetry of Invertebrates
    • Asymmetry of Fishes
    • Asymmetry of Birds
    • Asymmetry of Reptiles and Amphibians
    • Asymmetry of Mammals
    • Asymmetry in Humans
    • Some Recent Advances in the Developmental Biology of Animal Asymmetry
    • Behavioural Asymmetry
    • Summary and Conclusion

  13. CONCLUDING REMARKS

Index

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Chirality in Natural and Applied Science
edited by W.J. Lough and I.W. Wainer
2002 336 pages $158.95 + shipping

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