PMID: 12099844Jul 9, 2002

Synthesis and screening of libraries of synthetic tripodal receptor molecules with three different amino acid or peptide arms: identification of iron binders

Journal of Combinatorial Chemistry
Till Opatz, Rob M J Liskamp

Abstract

A novel selectively deprotectable triazacyclophane scaffold was used for the design and split-mix synthesis of two libraries of solid-phase bound tripodal synthetic receptors possessing three different amino acid or peptidic arms. In the synthesis of the first library, the two outer arms consisted of amino acid Ala, Arg, Asp, Gln, Gly, Lys, Phe, Ser, Tyr, or Val and the middle arm consisted of amino acid Asn, Glu, His, Leu, or Pro. The second library contained amino acid and/or (di)peptide arms. The arms were different in all library members. The first outer arm consisted of amino acid(s) Ala, Arg, Gln, Phe, or Ser, the second outer arm consisted of amino acid(s) Asp, Gly, Lys, Tyr, or Val, and the middle arm consisted of amino acid(s) Asn, Glu, His, Leu, or Pro, leading to a 27 000 member library of synthetic tripodal receptor molecules. In on-bead screening experiments, a remarkable selectivity of some library members for Fe(3+) was observed and decoding of their structures by Edman degradation revealed consensus sequences with structural resemblance to non-heme iron proteins.

Citations

Mar 26, 2008·Chemical Communications : Chem Comm·H Bauke AlbadaRob M J Liskamp
Jun 9, 2004·Current Opinion in Chemical Biology·Olivier LavastreLaurent Gallard
Jun 9, 2004·Current Opinion in Chemical Biology·Natarajan Srinivasan, Jeremy D Kilburn
Oct 30, 2015·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Benjamin FabreJiří Jiráček
Sep 22, 2007·Chembiochem : a European Journal of Chemical Biology·Dirk-Jan van ZoelenRob M J Liskamp
Apr 6, 2005·Chemistry : a European Journal·Marcin SawickiFrédéric Taran
Sep 1, 2012·Chemical Communications : Chem Comm·Gwenn E MulderRob M J Liskamp

Related Concepts

High Pressure Liquid Chromatography Procedure
Iron
In Vivo NMR Spectroscopy
Polypeptides
Combinatorial Chemistry Techniques
Spectrometry, Mass, Electrospray Ionization

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