Delta-cyclodextrin as novel chiral probe for enantiomeric separation by electromigration methods.

Area of Science:

• Analytical Chemistry
• Separation Science
• Chiral Separations

Background:

• Cyclodextrins (CDs) are widely used as chiral selectors in capillary electrophoresis (CE) and micellar electrokinetic chromatography (MEKC).
• Native delta-cyclodextrin (delta-CD) has shown potential for enantioseparation, but its effectiveness requires further investigation with diverse chiral analytes.

Purpose of the Study:

• To evaluate the enantiodiscriminating capabilities of native delta-CD as a chiral selector in CE and MEKC.
• To compare the enantioseparation performance of delta-CD with commonly used alpha-, beta-, and gamma-CDs.

Main Methods:

• Capillary electrophoresis (CE) and micellar electrokinetic chromatography (MEKC) were employed.
• Native delta-CD was used as the chiral selector in the running buffer.
• A range of chiral analytes were tested, including dansyl-, DNP-, and FMOC-amino acid derivatives, 1,1'-binaphthyl-2,2'-diylhydrogenphosphate, flavanones, and positively charged drugs.

Main Results:

• Enantioresolution factors up to 4.82 were achieved with delta-CD.
• The enantioseparation performance of delta-CD was compared to alpha-, beta-, and gamma-CDs.
• A positive correlation between the degree of CD oligomerization and enantioresolution was observed for several analytes.

Conclusions:

• Native delta-CD is an effective chiral selector for CE and MEKC, offering significant enantioresolution for various chiral compounds.
• Delta-CD demonstrates comparable or superior performance to other cyclodextrins for specific analytes.
• The observed increase in enantioseparation with higher CD oligomerization suggests potential for developing more efficient chiral separation systems.