Chirality in Natural and Applied Science: 1st Edition (Hardback) book cover

Chirality in Natural and Applied Science

1st Edition

Edited by W.J. Lough, I.W. Wainer

Blackwell

336 pages | 100 B/W Illus.

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Hardback: 9780849324345
pub: 2002-10-16
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Description

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.

Table of Contents

INTRODUCTION-RETOURNONS À PASTEUR! K. Mislow, Princeton University, USA

PASTEUR ON MOLECULAR HANDEDNESS-AND THE SEQUEL, S.F. Mason, Kings College, London, UK

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

THE ORIGIN OF BIOMOLECULAR CHIRALITY, A.J. MacDermott, University of Cambridge, UK

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?

CHIRALITY AT THE SUB-MOLECULAR LEVEL: TRUE AND FALSE CHIRALITY, L.D. Barron, University of Glasgow, UK

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

THE MOLECULAR BASIS OF CHIRAL RECOGNITION, J. Greer and I.W. Wainer, Abbott Laboratories, Illinois, USA and NIH, Maryland, USA

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

CHIRALITY IN DRUG DESIGN AND DEVELOPMENT. D.J. Triggle, University of New York at Buffalo, USA

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

CHIRALITY IN MEDICINAL CHEMISTRY, P.N. Patil and D.D. Miller, Ohio State University, USA and University of Tennessee, Memphis, USA

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

SEPARATION OF CHIRAL COMPOUNDS-FROM CRYSTALLISATION TO CHROMATOGRAPHY, W.J. Lough, University of Sunderland, UK

Crystallisation

Russia, Israel, and NMR

Derivatisation

Commercialised Chiral HPLC

Chiral HPLC Beyond the Eighties

Beyond HPLC

Meeting Unfulfilled Needs?

ELECTRONIC CIRCULAR DICHROISM-FUNDAMENTALS, METHODS AND APPLICATIONS, P. Salvadori, L. Di Bari, and C. Rosini, Universita di Pisa, Italy, Universita di Pisa, Italy and Universita della Basilicata a Potenza, Italy

Introduction

Towards an Understanding of Optical Activity and Related Phenomena

Applications to Structural Chemistry

Conclusions and Future Perspectives

CHIRALITY IN THE NATURAL WORLD: CHEMICAL COMMUNICATIONS, K. Mori, Science University of Tokyo, Japan

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

CHIRALITY IN THE NATURAL WORLD-ODOURS AND TASTES, W.A. König, Universität Hamburg, Germany

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

CHIRALITY IN THE NATURAL WORLD: LIFE THROUGH THE LOOKING GLASS, C.J. Welch, Merck & Co. New Jersey, USA.

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

CONCLUDING REMARKS-CHIRALITY, CHEMISTRY, THE FUTURE, The Editors

INDEX

Subject Categories

BISAC Subject Codes/Headings:
SCI013000
SCIENCE / Chemistry / General
SCI013040
SCIENCE / Chemistry / Organic