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This bachelor thesis is focused on study of retention and enantioseparation of tryptophan and its derivatives by high performance liquid chromatography. The set of chiral analytes contained D,L-tryptophan, 5-hydroxy-D,L-tryptophan, 5-fluoro- D,L-tryptophan, D,L-tryptophanol, D,L-tryptophan methyl ester, D,L-tryptophan butyl ester, D,L-tryptophan octyl ester, D,L-tryptophan benzyl ester and N-BOC-D,L-tryptophan. Four different chiral stationary phases were used, i.e. cyclofructan-based (Larihc CF6-P column), two macrocyclic antibiotics (Chirobiotic V and T columns) and amylose-based (Chiralpak AD-RH column). Reversed phase and polar organic separation modes were used. Enantiomers of 5-fluoro-D,L-tryptophan, 5-hydroxy-D,L-tryptophan and D,L-tryptophan were successfully separated on teicoplanin chiral stationary phase in polar organic mode. The amylose-based chiral stationary phase proved to be the most suitable for enantioseparation of esters of tryptophan. Three of them (D,L-tryptophan methyl ester, D,L-tryptophan butyl ester and D,L-tryptophan benzyl ester) were partially enantioseparated in reversed phase mode. Keywords: HPLC, tryptophan, enantioseparation |
