Multipoint molecular recognition of amino acids and biogenic amines by ureidocalix[5]arene receptors.
[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.
Ballistreri
Francesco P
FP
Dipartimento di Scienze Chimiche, Università di Catania, Viale A. Doria 6, I-95125 Catania, Italy.
Notti
Anna
A
Pappalardo
Sebastiano
S
Parisi
Melchiorre F
MF
Pisagatti
Ilenia
I
D000596:Amino Acids / Q000737:chemistry*; D001665:Binding Sites; D001679:Biogenic Amines / Q000737:chemistry*; D047250:Calixarenes; D006860:Hydrogen Bonding; D046911:Macromolecular Substances; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds; D014508:Urea / Q000737:chemistry
D000596:Amino Acids; D001679:Biogenic Amines; D046911:Macromolecular Substances; D000644:Quaternary Ammonium Compounds; D047250:Calixarenes; D014508:Urea