Resolution of optical isomers by thin layer chromatography

✍ Scribed by Shulamith Weinstein

• Publisher: Elsevier Science
• Year: 1984
• Tongue: French
• Weight: 298 KB
• Volume: 25
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)80080-0

✦ Synopsis

A process for the separation of enantiomers by TLC is described. Reversed-phase plates, pre-treated with a copper II complex of N,N-di-n-propyl-L-alanine separate all the dansyl protein amino acids, except proline, each to its D and L enantiomers.

The HPLC separation of enantiomers on reversed phase columns using chiral metal complexes in the mobile phase was reported by several groups.

1 In a systematic study aimed at the elucidation of the mechanistic aspects of the resolutions, we have applied copper II complexes of N,N-dialkyl-a-amino acids as mobile phase additives. 2 As a result, the complex with N,N-di-npropyl-L-alanine (Cu-DPA) was introduced as an efficient and versatile additive for the resolution of several classes of compounds into enantiomers. It resolves all the free protein amino acids, 3 amino acid esters, dipeptides, lactam of lysine, B-amino acids and other compounds. 495

Recently, Weinstein and Weiner6 resolved into enantiomers all the dansyl protein amino acids, except proline, using Cu-DPA in the mobile phase.