Design and Synthesis of Organic Molecules Based on Molecular Recognition

321 Pages·1986·6.187 MB·English

by  Ephraim Katchalski-Katzir (auth.), Professor Georges Van Binst (eds.)

Design and Synthesis
of Organic Molecules
Based on
Molecular Recognition
Edited by
Georges van Binst
Chairmen of the Conference
Ephraim Katchalski-Katzir and Vladimir Prelog
With 91 Figures
Springer-Verlag
Berlin Heidelberg New York Tokyo
Proceedings of the XVIIIth Solvay Conference on Chemistry
Brussels, November 28-December 01, 1983
Editor
Professor Georges Van Binst
Vrije Universiteit Brussels,
Fakulteit der Wetenschappen, Organische Chemie
Pleinlaan 2, B-1050 Brussels
Chairmen of the Conference
Ephraim Katchalski-Katzir
The Weizmann Institute of Science
Rehovot, Israel
Vladimir Prelog
Swiss Federal Institute of Technology
Zurich, Switzerland
ISBN-13: 978-3-642-70928-9 e-ISBN-13: 978-3-642-70926-5
DOl: 10.1007/978-3-642-70926-5
Library of Congress Cataloging-in-Publication Data. Solvay Conference on Chemistry (18th: 1983 :
Brussels, Belgium). Design and synthesis of organic molecules based on molecular recognition.
1. Bioorganic chemistry--Congresses. 2. Binding sites (Biochemistry)--Congresses. 3. Molecular
association--Congresses. ~. Chemistry, Organic---Synthesis--Congresses. I. Binst, G. van
(George), 1934- .11. Title. QP514.2.S58 1983 574.19'29 85-30319
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© by Springer-Verlag Berlin Heidelberg 1986
Softcover reprint of the hardcover 1st edition 1986
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215213140-543210
Preface
A topic for a Solvay Conference should be general enough to conform with
the great tradition of previous conferences. On the other hand it should not
be so broad that it can not be covered during the limited time of the
conference. After discussion of several such topics, "Design and Synthesis
of Organic Molecules Based on Molecular Recognition" was chosen.
According to Albert Einstein we live in an era of perfect methods and
confused aims. For example in organic chemistry the known synthetic
methods allow us to prepare an astronomical number of compounds; the
gap between the possible and the relevant becomes larger every day. After
discovery and classification of the main types of reactions, the study of the
selectivity of reactions becomes of paramount importance. One can learn
quite a lot from Nature, which uses molecular recognition to achieve selec
tivity in a degree so far unattainable by mere mortals. To analyze the
structural features applied by Nature, to accomplish high molecular recog
nition, and to simulate these features by synthesis have recently become
therefore favorite occupations of chemists. The purpose of this conference
was to bring together two groups, the analysts and the syntheticists, to
discuss the present status of the knowledge.
This monograph contains the chairman's introduction in which he has
summarized the main points at issue and the contributions of the renowned
scientists who participated. The organizers hope that it will stimulate
further research in this fascinating field.
Vladimir Prelog
v
Administrative Board of the International Institutes of Physic and
Chemistry Founded by Ernest Solvay
Solvay, Jacques (President)
Bingen, Frans (Vice-President)
Prigogine, IIya (Director)
Phillipot, Jean (Vice-Director)
Reignier, Jean (Treasurer)
Nicolis, Gregoire (Secretary)
Debever, Robert
Glansdorff, Paul
Jaumotte, Andre
Piret, Jean Marie
Van Binst, Georges
Scientific Committee of the International Institute of Chemistry
Ubbelohde, A. R. J. P. (President)
Bellemans, A. (Secretary)
Bohr, A.
Cleasson, S. M.
Eigen, M.
Hess, B.
Katchalski-Katzir, E.
Lipscomb, W. N.
Martin, R. H.
Mayer, O.
Normant, H.
Ovchinikov, Yu. A.
Pauling, L.
Prelog, V.
Lord Todd.
Wittig, G.
VII
Invited Speakers
Breslow, R.
Prof. of Chemistry - Department of Chemistry, Columbia University,
New York, NY (USA)
Cram, D. J.
Prof. of Chemistry - Department of Chemistry and Biochemistry,
University of California, Los Angeles, CA (USA)
Franklin, T. J.
Dr. in Chemistry - Pharmaceutical Division, Imperial Chemical Industries,
Macclesfield, Cheshire (United Kingdom)
Hruby, V. J.
Prof. of Organic Chemistry - College of Liberal Arts, University of
Arizona, Tucson, AZ (USA)
Huber, R.
Prof. of Chemistry - Max Planck Institute of Biochemistry, Martinsried
(West Germany)
Jencks, W. P.
Prof. of Biochemistry - Department of Biochemistry, Brandeis University,
Waltham, MA (USA)
Karplus, M.
Prof. of Chemistry - Harvard University, Cambridge, MA (USA)
Lahav, M.
Prof. of Chemistry - Weizmann Institute of Science, Rehovot (Israel)
Lehn, J.-M.
Prof. of Chemistry - Institut Le Bel, Louis-Pasteur-University,
Strasbourg (France)
Luisi, P. L.
Prof. of Organic Chemistry - Technical-Chemical Laboratory,
Swiss Federal Institute of Technology, Zurich (Switzerland)
Scheraga, H. A.
Prof. of Chemistry - Baker Laboratory of Chemistry, Cornell University,
Ithaca, NY (USA)
Schwyzer, R.
Prof. of Molecular Biology - Swiss Federal Institute of Technology,
Zurich (Switzerland)
VIII
Invited Participants
Arigoni, D.
Prof. of Organic Chemistry - Swiss Federal Institute of Technology,
Zurich (Switzerland)
Belew, J.
Prof. of Chemistry - Baylor University, Waco, TX (USA)
Blaschke, G.
Prof. of Organic Chemistry - Pharmaceutical Institute, University of
Miinster (West Germany)
Fonken, G. J.
Vice-President for Academic Affairs and Research - University of Texas,
Austin, TX (USA)
Frauenfelder, H.
Prof. of Physics - Department of Physics, University of Illinois, Urbana,
IL (USA)
Gil-Av, E.
Prof. of Organic Chemistry - Department of Organic Chemistry,
Weizmann Institute of Science, Rehovot (Israel)
Kellogg, R. M.
Prof. of Organic Chemistry - Department of Organic Chemistry,
University of Groningen (Netherlands)
Kessler, H.
Prof. of Organic Chemistry, Johann-Wolfgang-Goethe-University,
FrankfurtlMain (West Germany)
Lerner, R. A.
Dr. in Chemistry - Scripps Clinic and Research Foundation, La Jolla, CA
(USA)
Patchornik, A.
Prof. of Organic Chemistry - Weizmann Institute of Science, Rehovot
(Israel)
Schulten, K.
Prof. of Biophysics - Technical University of Munich (West Germany)
Williams, R. J. P.
Prof. of Inorganic Chemistry - Inorganic Chemistry Lab., University of
Oxford (United Kingdom)
Wulff, G.
Prof. of Organic Chemistry - Inst. Org. Chemistry, University of
Dusseldorf (West Germany)
IX
Wiithrich, K.
Prof. of Biophysics - Swiss Federal Institute of Technology, Zurich (Swit
zerland)
Auditors
Anteunis, M. J.
Prof. of Chemistry - State University Gent (Belgium)
David-Geuskens, C.
Dr. in Chemistry - Free University Brussels (Belgium)
De eoen, J.-L.
Dr. in Chemistry - Free University Brussels (Belgium)
Desreux, J. F.
Dr. in Chemistry - State University Liege (Belgium)
Durant, F.
Prof. of Chemistry - University Faculty Namur (Belgium)
Engelhard, M.
Dr. in Chemistry - Max-Planck Institute for Nutrition Physiology -
Dortmund (West Germany)
Englert, A.
Dr. in Chemistry - Free University Brussels (Belgium)
Figeys, H.
Prof. of Chemistry - Free University Brussels (Belgium)
Geuskens, G.
Prof. of Chemistry - Free University Brussels (Belgium)
Ghosez, L.
Prof. of Chemistry - Catholic University Louvain (Belgium)
Grosjean, H.
Prof. of Biochemistry - Free University Brussels (Belgium)
Harners, R.
Prof. of Biology - Free University Brussels (Belgium)
Janssen, M.
Dr. in Chemistry - Janssen Pharmaceutica, Beerse (Belgium)
x
Laszlo, P.
Prof. of Chemistry - State University Liege (Belgium)
Loffet, A.
Dr. in Biology - Bioproducts, UCB (Belgium)
Nasielski, f.
Prof. of Chemistry - Free University Brussels (Belgium)
Pipeleers, D. G.
Prof. of Physiology - Free University Brussels (Belgium)
Reisse, f.
Prof. of Chemistry - Free University Brussels (Belgium)
Schram, E.
Prof. of Biochemistry - Free University Brussels (Belgium)
Stien, M. -L.
Dr. in Chemistry - Free University Brussels (Belgium)
Swillens, S.
Prof. of Medicine - Free University Brussels (Belgium)
Vauquelin, G.
Dr. in Chemistry - Free University Brussels (Belgium)
Wodak, S. f.
Dr. in Chemistry - Free University Brussels (Belgium)
Zanen, f.
Dr. in Chemistry - State University Mons (Belgium)
Scientific Secretary
Van Binst, G.
Prof. of Organic Chemistry - Free University Brussels (Belgium)
Tourwe, D.
Dr. in Chemistry, Workleader in Organic Chemistry - Free University
Brussels (Belgium)
De Cock, E.
Dr. in Chemistry, Scientific Collaborator - Free University Brussels
(Belgium)
fans, A.
Dr. in Chemistry, Scientific Collaborator - Free University Brussels
(Belgium)
XI
Wynants, C.
PhD Student in Organic Chemistry - Free University Brussels (Belgium)
Zeeuws, R.
Dr. in Biochemistry, Scientific Collaborator - Free University Brussels
(Belgium)
Debuysscher-Dewaersegger, L.
Dr. in Chemistry, Scientific Collaborator - Free University Brussels
(Belgium)
Administrative Secretary
Galland, N. Peeters, 1.
Golard, C. Wellens, S.
XII