Kinetic analysis of molecular interconversion of immunosuppressant FK506 by high-performance liquid chromatography

Pharm Res. 1993 Dec;10(12):1785-9. doi: 10.1023/a:1018938618032.

Abstract

High-performance liquid chromatography of FK506, a macrolide immunosuppressant, was performed on a reversed-phase column. The peak was broad with the column kept at room temperature, which was accounted for by slow interconversion between the two forms of FK506. With the use of a heated column, a sharp peak was observed because of the rapid interconversion at high temperature. When the column was cooled to 0 degree C, two sharp peaks were observed because essentially no interconversion occurred at 0 degree C during elution. Analysis of the chromatograms obtained at various eluant flow rates indicated that the conversion of the two forms follows first-order kinetics, and the apparent activation energies for the conversions were calculated. The interconvertibility between the two molecular forms may be related to the immunosuppressive activity.

MeSH terms

  • Chromatography, High Pressure Liquid
  • Immunosuppressive Agents / chemistry*
  • Isomerism
  • Kinetics
  • Molecular Conformation
  • Spectrophotometry, Ultraviolet
  • Tacrolimus / chemistry*
  • Temperature

Substances

  • Immunosuppressive Agents
  • Tacrolimus