HPLC profile of captopril disulfide that undergoes reversible cis-trans conversion among three isomers.
Peculiarly shaped chromatograms of some compounds that consist of two reversible isomers have been reported. Those of a compound that consists of three reversible isomers are described here. Because disulfide of captopril has two cis-trans convertible bonds, it exists in three forms of cis-cis, cis-trans and trans-trans isomers. The disulfide has produced various HPLC-UV profiles under various conditions, such as three split peaks, three peaks with bridging plateaus and one broad peak. The effect of the column temperature and the eluent flow rate on the profile was investigated and explained by interconversion among three isomers. A profile analysis could provide some kinetic constants of this reaction.
Nishikawa
Takashi
T
Kyoritsu University of Pharmacy, Department of Medico-chemical Analysis, 1-5-30, Shibakoen, Minato-ku, Tokyo 105-8512, Japan. nishikawa-tk@kyoritsu-ph.ac.jp
Abe
Reiko
R
Sudo
Yumiko
Y
Yamada
Asako
A
Tahara
Kayoko
K
D002216:Captopril / Q000031:analogs & derivatives* / Q000032:analysis* / Q000138:chemical synthesis / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D007536:Isomerism; D013696:Temperature; D013997:Time Factors
D002216:Captopril; C035974:captopril disulfide