Hydrophilic carotenoids: facile syntheses of carotenoid oxime hydrochlorides as long-chain, highly unsaturated cationic (bola)amphiphiles

Chem Phys Lipids. 2009 Sep;161(1):32-7. doi: 10.1016/j.chemphyslip.2009.06.146. Epub 2009 Jul 4.

Abstract

Stable cationic carotenoid aggregates - predominantly of the J-type - develop when the hydrochlorides of carotenoid aldoximes and ketoximes are exposed to water. The oxime hydrochlorides are obtained by simple syntheses from commercially available food color carotenoids. Bluish-purple, unstable transient compounds were observed during hydrochlorination performed at liquid nitrogen temperature.

MeSH terms

  • Carotenoids / chemical synthesis
  • Carotenoids / chemistry*
  • Oximes / chemical synthesis
  • Oximes / chemistry*
  • Surface Tension
  • Surface-Active Agents
  • Water / chemistry

Substances

  • Oximes
  • Surface-Active Agents
  • Water
  • Carotenoids