Multipoint molecular recognition of amino acids and biogenic amines by ureidocalix[5]arene receptors

Francesco P Ballistreri; Anna Notti; Sebastiano Pappalardo; Melchiorre F Parisi; Ilenia Pisagatti

doi:10.1021/ol034093b

Multipoint molecular recognition of amino acids and biogenic amines by ureidocalix[5]arene receptors

Org Lett. 2003 Apr 3;5(7):1071-4. doi: 10.1021/ol034093b.

Authors

Francesco P Ballistreri¹, Anna Notti, Sebastiano Pappalardo, Melchiorre F Parisi, Ilenia Pisagatti

Affiliation

¹ Dipartimento di Scienze Chimiche, Università di Catania, Viale A. Doria 6, I-95125 Catania, Italy.

PMID: 12659576
DOI: 10.1021/ol034093b

Abstract

[reaction: see text] p-tert-Butylcalix[5]arenes in a fixed cone conformation, endowed with a urea functionality at the upper rim, behave as remarkably efficient abiotic receptors of omega-amino acids and biogenic amines, which are bound with one end of the chain within the pi-basic cavity (primary recognition site) and the other grasped by the secondary hydrogen bonding donor/acceptor binding site.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amino Acids / chemistry*
Binding Sites
Biogenic Amines / chemistry*
Calixarenes
Hydrogen Bonding
Macromolecular Substances*
Magnetic Resonance Spectroscopy
Molecular Structure
Quaternary Ammonium Compounds
Urea / chemistry

Substances

Amino Acids
Biogenic Amines
Macromolecular Substances
Quaternary Ammonium Compounds
Calixarenes
Urea