Luminescent crown ether amino acids: Selective binding to N-terminal lysine in peptides

Mandl, Christian P. and Koenig, Burkhard (2005) Luminescent crown ether amino acids: Selective binding to N-terminal lysine in peptides. JOURNAL OF ORGANIC CHEMISTRY, 70 (2). pp. 670-674. ISSN 0022-3263,

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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.

Item Type: Article
Uncontrolled Keywords: MOLECULAR RECOGNITION; ARTIFICIAL RECEPTORS; SYNTHETIC RECEPTOR; BETA-SHEETS; SIDE-CHAIN; SUPRAMOLECULAR CHEMISTRY; AQUEOUS-SOLUTION; CHEMICAL-MODELS; WATER; STABILIZATION;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 31 May 2021 08:51
Last Modified: 31 May 2021 08:51
URI: https://pred.uni-regensburg.de/id/eprint/36582

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