Comparison of the separation of aziridine isomers applying heptakis(2,3-di-O-methyl-6-sulfato)beta-CD and heptakis(2,3-di-O-acetyl-6-sulfato)beta-CD in aqueous and nonaqueous systems.

Abstract

Aziridines are attracting interest as protease inhibitors, which might be used, e.g., for treatment of parasitic diseases. Within the framework of greater projects dealing with the search of new selective protease inhibitors, a huge number of aziridines with two stereogenic centers will be synthesized. Thus, a fast and reliable screening method for the evaluation of the isomeric composition is needed. Robust baseline separations were obtained using heptakis(2,3-di-O-acetyl-6-sulfato)beta-CD (HDAS) in acidic methanol and sulfated beta-CD in acidic phosphate buffer. With HDAS the resolutions were higher and migration times shorter. Thus, the method will be used as a screening method for further isomeric mixtures of aziridines.

• Authors: Yaser Bitar, Björn Degel, Tanja Schirmeister, Ulrike Holzgrabe
• Journal: Electrophoresis (Electrophoresis) Vol. 26 Issue 20 Pg. 3897-903 (Oct 2005) ISSN: 0173-0835 [Print] Germany
• PMID: 16167307 (Publication Type: Comparative Study, Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Aziridines
• Cyclodextrins
• Solutions
• Solvents
• beta-Cyclodextrins
• heptakis(2,3-di-O-acetyl-6-O-sulfo)-beta-cyclodextrin
• heptakis(2,3-dimethyl-6-sulfato)cyclodextrin

Topics

• Aziridines (isolation & purification)
• Cyclodextrins
• Solutions
• Solvents
• Stereoisomerism
• beta-Cyclodextrins