A. Messina et al., DIRECT RESOLUTION OF OPTICALLY-ACTIVE ISOMERS ON CHIRAL PACKINGS CONTAINING ERGOLINE SKELETONS .5. ENANTIOSEPARATION OF AMINO-ACID DERIVATIVES, Analytical chemistry, 68(7), 1996, pp. 1191-1196
A new procedure for ergot alkaloid-based chiral stationary phase prepa
ration is described. Synthesis is based on bonding the allyl derivativ
e of terguride to mercaptopropylsilanized silica gel. The packing exhi
bits higher content of chiral selector, stability, reproducibility, an
d enantioselectivity toward amino acids compared to that previously st
udied. The chromatographic behavior of amino acids with different side
chains and substituent groups is investigated in order to obtain a de
eper insight into the enantiodiscriminative mechanism as well as to de
termine the limitations and strengths of terguride as a chiral selecto
r for this class of compounds. A variety of factors, including mobile
phase parameters such as pH, ionic strength, content and nature of org
anic modifier, and temperature, are examined.