) em água ou em água/ metanol. A utilização de água/metanol leva a uma grande diminuição dos tempos de retenção dos α-amino ácidos mais hidrofóbicos, preservando a separação enantiomérica. O pH precisa ser alto o bastante para permitir a presença de grupos -NH 2 livres, o que torna a complexação com Cu(II) mais fácil. α-Amino ácidos conformacionalmente mais restritos, como a L-prolina e a L-hidroxiprolina, conduziram a separações enantioméricas menores. A formação de complexos pseudo-homoquirais e pseudo-heteroquirais, por troca de ligantes, que é cinética e termodinamicamente controlada, desempenha um papel fundamental para a separação enantiomérica desejada. Esta metodologia simples e barata pode ser usada em qualquer laboratório envolvido em síntese de α-amino ácidos.Enantiomeric mixtures of alanine, serine, threonine, valine, methionine, leucine and norleucine were resolved in ligand exchange reversed phase HPLC (reproducibly), by using L-proline, L-) and Cu(CH 3 COO) 2 (1 mmol L -1 ) in water or in water/methanol. The latter mobile phase greatly decreased the retention time of the more hydrophobic α-amino acids, preserving enantioseparation. pH must be high enough to allow the presence of free -NH 2 groups in order to make the complexation with Cu(II) easier. The more restricted conformation of L-proline and L-hydroxyproline led to lower enantioseparations. The ligand exchange formation of pseudo-homochiral and pseudo-heterochiral complexes, thermodynamically and kinetically controlled, plays a fundamental role for the desired enantiomeric chromatographic separation. This simple and inexpensive methodology can be used routinely by any laboratory involved in α-amino acid synthesis.
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