Studies on the stability of muroctasin and degradation products built under extreme conditions

Arzneimittelforschung. 1988 Jul;38(7A):959-68.

Abstract

Decomposition of N2-[(N-acetylmuramoyl)-L-alanyl-D-isoglutaminyl]-N6-stearoyl-L-lysine (MDP-Lys(L18), muroctasin) under extreme conditions was investigated. MDP-Lys(L18) in an aqueous solution was heated under reflux for 4 h to give the decomposition products D-1, D-2, D-3 and D-4. Reaction of MDP-Lys(L18) with 0.1N NaOH at room temperature for 5 h gave D-1, and that with 1 N HCl under reflux for 1 h afforded D-4. MDP-Lys(L18) was found to be stable to light and heat. MDP-Lys(L18) in a powder form was stored at room temperature or at 25 degrees C and 75% relative humidity for 3 days to 18 months. Quantitative analysis, thin-layer chromatography, and tests for appearance and color change, etc., were performed in the stored samples. MDP-Lys(L18) was found to be stable, but hygroscopic.

MeSH terms

  • Acetylmuramyl-Alanyl-Isoglutamine / analogs & derivatives*
  • Acetylmuramyl-Alanyl-Isoglutamine / metabolism
  • Adjuvants, Immunologic / metabolism*
  • Amino Acids / analysis
  • Chemical Phenomena
  • Chemistry
  • Chromatography, High Pressure Liquid
  • Chromatography, Thin Layer
  • Drug Stability
  • Hot Temperature
  • Humidity
  • Hydrogen-Ion Concentration
  • Light
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Powders
  • Reference Standards
  • Spectrophotometry, Infrared
  • Time Factors

Substances

  • Adjuvants, Immunologic
  • Amino Acids
  • Powders
  • Acetylmuramyl-Alanyl-Isoglutamine
  • romurtide