Engineering diversity into dynamic combinatorial libraries by use of a small flexible building block

New Journal of Chemistry

Volumn 22, Issue 10, 1998, Pages 1015-1018

  Rowan, Stuart J ^a   Lukeman, Philip S ^a   Reynolds, Dominic J ^a   Sanders, Jeremy K M ^a  

^a UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000645588     PISSN: 11440546     EISSN: None     Source Type: Journal    
DOI: 10.1039/a803935f     Document Type: Article

References (24)

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3. S. R. Wilson, A. W. Czarnik, Combinatorial Chemistry. Synthesis and Application, Wiley, New York, 1997.
4. I. Huc and J.-M. Lehn, Proc. Natl. Acad. Sci. USA, 1997, 94, 2106.
5. S. J. Rowan and J. K. M. Sanders, Chem. Commun., 1997, 1407.
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13. S. J. Rowan, D. G. Hamilton, P. A. Brady and J. K. M. Sanders, J. Am. Chem. Soc., 1997, 119, 2578.
14. Similar effects can be seen in the self-sorting of metal-coordinated helices: B. Hasenknopf, J. M. Lehn, N. Boumediene, A. Dupont-Gervais, A. Van Dorsselaer, B. Kneisel and D. Fenske, J. Am. Chem. Soc., 1997, 119, 10956.
15. Entropy considerations favour mixed oligomers over self-sorting, but even a small degree of ΔH strain will be magnified into a biased distribution.
16. G. D. H. Dijkstra, R. M. Kellogg and H. Wynberg, Recl. Trav. Chim. Pays Bas, 1989, 108, 195.
17. Details will be described elsewhere: S. J. Rowan, S.-A. Poulsen and J. K. M. Sanders, to be submitted.
18. The terms trimer, tetramer, pentamer are used loosely to mean a library member containing three, four or five monomer units. When applied to the products of mixed reactions they cover both homo-oligomers and mixed products.
19. The chemistry of 1a and 1b is identical for the purposes of this work, but 1a is isomeric with 3 and so would be indistinguishable by mass spectrometry.
20. X. L. Chi, A. J. Guerin, R. A. Haycock, C. A. Hunter and L. D. Sarson, J. Chem. Soc., Chem. Commun., 1995, 2563.
21. 7
22. P. A. Brady and J. K. M. Sanders, New J. Chem., 1998, 22, 411.
23. As the number of building blocks in a mixture increases, the number of possible members of the dynamic library increases much more rapidly. However, this does not significantly increase the time requirement for achieving equilibrium since the number of available reaction pathways increases even more rapidly: (a) D. P. Sanders, unpublished simulations;
24. (b) S. A. Kauffman, The Origins of Order, Oxford University Press, New York, 1993.