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Coordination Properties of 3‐Functionalised β‐Cyclodextrins: Thermodynamic Stereoselectivity of Copper(II) Complexes of the 3‐Histamine Derivative and Its Exploitation in Ligand‐Exchange Capillary Electrophoresis
Author(s) -
Giuffrida Alessandro,
Cucinotta Vincenzo,
Maccarrone Giuseppe,
Messina Marianna,
Rizzarelli Enrico,
Vecchio Graziella
Publication year - 2014
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201301015
Subject(s) - chemistry , enantiomer , stereoselectivity , capillary electrophoresis , ligand (biochemistry) , cyclodextrin , phenylalanine , copper , derivative (finance) , ternary operation , amino acid , organic chemistry , chromatography , catalysis , biochemistry , receptor , computer science , programming language , financial economics , economics
A histamine derivative of β‐cyclodextrin functionalised at the secondary rim was synthesised and characterised by optical and NMR spectroscopy. Its binary systems both with proton and copper(II) were thermodynamically characterised through pH‐metric potentiometry. In addition, the ternary systems with the enantiomers of tryptophan, phenylalanine and alanine were investigated. Thermodynamic stereoselectivity was observed for both the tryptophan and phenylalanine enantiomers. The properties of the synthesised cyclodextrin derivative as a chiral selector were verified in chiral ligand‐exchange capillary electrophoresis (CLECE) towards the enantiomeric pairs of some amino acids.