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Synlett 2000; 2000(2): 172-181
DOI: 10.1055/s-2000-6478
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Disulfide Bonded Cyclic Peptide Dimers and Trimers: An Easy Entry to High Symmetry Peptide Frameworks

Miquel Pons* , Fernando Albericio, Miriam Royo, Ernest Giralt
  • *Departament de Química Orgànica, Universitat de Barcelona, Martí i Franqués, 1-11, 08028 Barcelona, Spain; Phone +3 49 34 02 12 63; Fax +3 49 33 39 78 78; E-mail: miquel@guille.qo.ub.es
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Publication Date:
31 December 2000 (online)

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The preparation of the large molecules required for molecular recognition studies in practical quantities is possible by assembling large building blocks with the desired chemical and conformational properties. The versatility of solid-phase peptide synthesis and the present knowledge of the rules that govern the adoption of particular secondary structures by peptides can be usefully exploited in this context. The analysis of the symmetry properties of many target geometrical structures naturally leads to their materialization as cyclic oligomers. Disulfide bond formation under either kinetic or thermodynamic control offers an easy entry to these systems.

peptide - disulfide - self-assembly - conformational control - regioselective cysteine pairing