Synlett 2013; 24(6): 765-769
DOI: 10.1055/s-0032-1318407
letter
© Georg Thieme Verlag Stuttgart · New York

Dynamic Combinatorial Chemistry with Novel Dithiol Building Blocks: Towards New Structurally Diverse and Adaptive Screening Collections

Tobias M. Postma
a  Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK   Fax: +44(1223)336362   Email: [email protected]
,
Warren R. J. D. Galloway
a  Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK   Fax: +44(1223)336362   Email: [email protected]
,
Fabien B. L. Cougnon
a  Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK   Fax: +44(1223)336362   Email: [email protected]
,
G. Dan Pantoş
b  Department of Chemistry, University of Bath, Claverton Down, Bath, BA27AY, UK
,
Jamie E. Stokes
a  Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK   Fax: +44(1223)336362   Email: [email protected]
,
David R. Spring*
a  Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW, UK   Fax: +44(1223)336362   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 12 January 2013

Accepted: 19 February 2013

Publication Date:
04 March 2013 (online)


Abstract

We describe the synthesis of a range of novel dithiol-functionalized building blocks and demonstrate how they can be used to generate new structurally diverse dynamic combinatorial libraries. A proof-of-principle experiment using the catecholamine dopamine revealed that molecular recognition changed the library composition under biocompatible conditions and identified new promising candidate receptors of this biologically important neurotransmitter.

Supporting Information

 
  • References and Notes

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    • For examples, see:
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      For example, see:
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    • For examples in the generation of structurally diverse small molcule collections from other research groups, see:
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  • 17 For a related report on the use of disulfide-based DCC to identify receptors of ephedrine, see: Ludlow RF, Otto S. J. Am. Chem. Soc. 2008; 130: 12218
    • 18a Hamieh S, Ludlow RF, Perraud O, West KR, Mattia E, Otto S. Org. Lett. 2012; 14: 5404

    • For examples of other synthetic receptors developed using DCC, see:
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    • 18c Waters ML, James LI. US 20120190586 A1, 2012 ; see also ref. 17.