Cyclopeptide libraries

G Jung, H Hofstetter, S Feiertag, D Stoll, O Hofstetter, KH Wiesmuller, V Schurig. Cyclopeptide libraries as new chiral selectors in capillary electrophoresis. Angew Chem Int Ed Eng, 35 2148-2150, 1996. 

In the group of Jung [90], a new approach has been developed for the use of selector libraries for chiral separations. Complex peptide libraries consisting of 183 different cyclo-hexapeptides in each sublibrary have been used as chiral additive in capillary electrophoresis. Three libraries separated enantiomers of a-amino acid derivatives as well as, e.g., Troger s base (Fig. 10.7). Meanwhile, our approach has also been applied successfully by Chiari et al. [91], who described the deconvolution of cyclopeptide libraries down to single selectors. 

Figure 10.7. Enantiomeric resolution of Troger s base (a) and DNP-D,L-glutamic acid (b) with c(DFXXXa). Conditions 10 mM cyclopeptide library c(DFXXXa) in phosphate buffer pH 7.4 (20 mM), capillary 50 pm i.d. x 50 cm effective length, 20 kV.

Wiesmtiller K-H, Feiertag S, Fleckenstein B, Kienle S, Stoll D. Herrmann M, Jung G (1996) Peptide and cyclopeptide libraries Automated synthesis, analysis and receptor binding assays. In Jung 0 (ed) Combinatorial Peptide and Nonpeptide Libraries - A Handbook for the Search of Lead Structures, pp 203-246, Verlag Chemie, Weinheim, Germany. 

Figure 2.18 The tetradecapeptide somatostatin is a nanomolar-to-subnanomolar ligand of five different somatostatin receptor subtypes. Compounds 62-66 are structurally simplified analogs from four combinatorial libraries, with up to 350 000 members per library. Each compound shows a remarkable selectivity against the different sstl-sst5 receptor subtypes (Table 2.1). The orientation of the compounds follows a projection of their superposition with a Merck cyclopeptide.

In another attempt, cyclopeptide SOs and SO libraries, respectively, for CE enan-tioseparations have been developed by combinatorial chemistry approaches [378,379], and recently also molecularly imprinted polymer combinatorial libraries have been prepared [ 191 ]. 

Library 3.12 Cyclopeptide Size 60 members Affiliation Bitan, G. et al. [46] Year 1997... 

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