Effect of N-acylethanolamines with different acyl-chains on DPPC multilamellar liposomes.
The influence of N-acylethanolamines with different acyl-chains on the physico-chemical state of neutral phospholipids was investigated using dipalmitoyl phosphatidylcholine (DPPC) multilamellar liposomes. The thermal dependence of steady state fluorescence anisotropy of 1,6-diphenyl-1,3,5-hexatriene (DPH) and its charged derivative 1-(4-trimethylaminophenyl)-6-phenyl-1,3,5-hexatriene (TMA-DPH) was recorded. The N-acylethanolamines modified the DPPC phase transition temperature and broadened the transition temperature range in different ways depending on the N-acylethanolamines acyl chain characteristics. Our data suggest that the N-acylethanolamine acyl chain length and unsaturation play an important role in the interaction of these compounds with model membranes. The results show that long-chain-N-acylethanolamines interact largely with DPPC model membranes while a similar effect is not observed for the short ones.
Ambrosini
A
A
Istituto di Biochimica, Facoltà di Medicina e Chirurgia, Università di Ancona, Italy.
Tanfani
F
F
Bertoli
E
E
Wozniak
M
M
Wypych
Z
Z
Zolese
G
G
D015060:1,2-Dipalmitoylphosphatidylcholine / Q000737:chemistry*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004161:Diphenylhexatriene / Q000031:analogs & derivatives; D004983:Ethanolamines / Q000737:chemistry / Q000494:pharmacology*; D005454:Fluorescence Polarization; D005456:Fluorescent Dyes; D008051:Lipid Bilayers / Q000737:chemistry; D008081:Liposomes / Q000737:chemistry*; D013329:Structure-Activity Relationship
D004983:Ethanolamines; D005456:Fluorescent Dyes; D008051:Lipid Bilayers; D008081:Liposomes; C022203:N-acylethanolamines; D004161:Diphenylhexatriene; D015060:1,2-Dipalmitoylphosphatidylcholine; C033628:1-(4-(trimethylamino)phenyl)-6-phenylhexa-1,3,5-triene