The properties of membranes formed from cyclopentanoid analogues of phosphatidylcholine

Michael A. Singer, Mahendra K. Jain, Henry Z. Sable, Henry J. Pownall, William W. Mantulin, Mark D. Lister, Anthony J. Hancock

Research output: Contribution to journalArticlepeer-review

19 Scopus citations


We have examined the thermal characteristics and barrier properties of vesicles formed from six analogues of 1,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC). These analogues differ from DPPC in that the glycerol backbone has been replaced by each of the diastereoisomeric cyclopentane-1,2,3-triols. All of these compounds have main gel to liquid-crystal phase transition temperatures within 5 Kelvin of DPPC and four possess comparable enthalpies and entropies of transition. For two of the analogous, however, the values of the enthalpy and entropy of transition are more than double that of DPPC. The permeability characteristics and organization (as measured by diphenylhexatriene fluorescence depolarization) of vesicles formed from these two compounds suggest that their large transition enthalpy and entropy result from either a reorganization of the polar head group region during the transition or interdigitation of the acyl chains of opposing monolayers.

Original languageEnglish (US)
Pages (from-to)373-377
Number of pages5
JournalBBA - Biomembranes
Issue number2
StatePublished - Jun 10 1983


  • Cyclopentanetriol
  • Differential scanning calorimetry
  • Fluorescence depolarization
  • Model membrane
  • Phase transition
  • Phosphatidylcholine analog

ASJC Scopus subject areas

  • Cell Biology
  • Biophysics
  • Biochemistry
  • Medicine(all)


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