Synthesis of unsymmetrical tweezer receptor libraries and identification of receptors for lys-D-ala-D-ala in aqueous solution

Chemistry. 2006 Jan 11;12(3):713-20. doi: 10.1002/chem.200500876.

Abstract

Libraries of "unsymmetrical" tweezer receptors, featuring a guanidinium head group as a carboxylate binding site and two independently synthesized peptidic arms, have been prepared and screened to identify receptors for the N-Ac-Lys-D-Ala-D-Ala tripeptide sequence. The binding properties of one such receptor structure, with dye-labeled N-Ac-Lys-D-Ala-D-Ala, were investigated. These studies demonstrated that when attached to the solid-phase, the receptor binds dye-labeled N-Ac-Lys-D-Ala-D-Ala, in buffered aqueous media, with mM binding affinity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Combinatorial Chemistry Techniques
  • Oligopeptides / chemistry*
  • Structure-Activity Relationship
  • Water / chemistry*

Substances

  • Oligopeptides
  • Water
  • lysyl-alanyl-alanine