title: Luminescent crown ether amino acids: selective binding to N-terminal lysine in peptides.
abstract: Crown ether amino acids (CEAAs) with a luminescent phthalic ester or phthalimide moiety have been prepared. Simple peptide chemistry covalently tethers the macrocycles to give ditopic ammonium-ion binders. The binding events of both crown ether groups are monitored independently by changes of their specific emission properties. The affinity of the bis-CEAA to bis-ammonium ions is distance dependent, which allows distinguishing between isomeric small peptides containing a lysine residue in different positions.
authors.affiliation: Institut für Organische Chemie, Universität Regensburg, Regensburg, Germany.
authors.forename: Christian P
authors.initials: CP
authors.lastname: Mandl
authors.forename: Burkhard
authors.initials: B
authors.lastname: König
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D043844:Crown Ethers / Q000138:chemical synthesis* / Q000737:chemistry; D049408:Luminescent Agents; D008239:Lysine / Q000737:chemistry; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry*; D011485:Protein Binding; D011487:Protein Conformation
chemical_list: D000596:Amino Acids; D043844:Crown Ethers; D049408:Luminescent Agents; D010455:Peptides; D008239:Lysine