PMID: 9527474Jan 1, 1997Paper

Peptomers: a versatile approach for the preparation of diverse combinatorial peptidomimetic bead libraries

Molecular Diversity
S Ostergaard, A Holm

Abstract

This report describes a versatile approach in the generation of peptidomimetic bead libraries. The method is based on the preparation of peptide-peptoid hybrids using the portioning-mixing procedure, which gives diverse peptidomimetic bead libraries composed of peptides, peptoids and peptide-peptoid hybrids. We term these peptomers, from peptide-peptoid hybrid polymers. The synthesis of the peptomers is easily accomplished by adapting the peptoid synthesis strategy, in which a primary amine reacts with bromoacetic acid, and we combine this methodology with conventional peptide synthesis. The sequence of the active compound is deduced by conventional microsequencing using Edman degradation chemistry, thus avoiding the synthesis of a coding structure or the addition of molecular tags. We demonstrate the utility of the peptomer approach by the synthesis of a bead library together with the identification of novel peptidomimetic ligands binding to the macromolecular targets streptavidin and the insulin receptor.

Citations

Feb 21, 2002·Proceedings of the National Academy of Sciences of the United States of America·Carolina García-MartinezAntonio Ferrer-Montiel
Dec 18, 2009·Chembiochem : a European Journal of Chemical Biology·Christian A Olsen
Jun 13, 2014·Biopolymers·Glenn L ButterfossRichard Bonneau
Sep 30, 2015·Journal of Peptide Science : an Official Publication of the European Peptide Society·Remigiusz BąchorZbigniew Szewczuk
Mar 22, 2002·The Journal of Pharmacology and Experimental Therapeutics·Carmina MontoliuVicente Felipo
Feb 2, 2017·Beilstein Journal of Organic Chemistry·Angélica de Fátima S BarretoCarlos Kleber Z Andrade
Dec 15, 2018·Biopolymers·Kevin BrahmKatja Schmitz
Mar 11, 1999·Journal of Receptor and Signal Transduction Research·G HeizmannA N Eberle
Jun 9, 2020·Frontiers in Chemistry·Mamidi SamarasimhareddyAssaf Friedler
Jun 18, 2002·The Journal of Pharmacology and Experimental Therapeutics·Rosa Planells-CasesAntonio Ferrer-Montiel
Jul 27, 2014·FEBS Letters·Lars Erik UggerhøjReinhard Wimmer
May 5, 1999·Journal of Chromatography. B, Biomedical Sciences and Applications·J A BoutinJ L Fauchère
Nov 7, 2018·Journal of Medicinal Chemistry·Søren ØstergaardBirgitte S Wulff

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