Premium
Tailored Polymer‐Supported Templates in Dynamic Combinatorial Libraries: Simultaneous Selection, Amplification and Isolation of Synthetic Receptors
Author(s) -
Besenius Pol,
Cormack Peter A. G.,
Liu Jingyuan,
Otto Sijbren,
Sanders Jeremy K. M.,
Sherrington David C.
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200800326
Subject(s) - template , combinatorial chemistry , polymer , selectivity , dipeptide , molecular recognition , chemistry , isolation (microbiology) , solid phase synthesis , materials science , nanotechnology , molecule , organic chemistry , biochemistry , biology , peptide , bioinformatics , catalysis
The thermodynamically controlled synthesis and isolation of macrocyclic receptors from dynamic combinatorial libraries has been achieved in a single step using a polymer‐supported template. The templates were cinchona alkaloids which show interesting enantio‐ and diastereoselective molecular recognition events in libraries based on pseudo‐dipeptide building blocks. The synthetic routes used to derivatise the alkaloids and attach them to polymer supports minimised any influence of the tethering linkage on the templating activity. Systematic studies have been carried out to probe how the polymer morphology and the template loading affect the selectivity and isolation yield of the macrocyclic receptors. Molecular recognition between solid‐phase bound templates and selected receptors also enabled their affinity‐type chromatographic separation.