Vesicle-forming properties of new phospholipid analogues derived from N-phosphonoacetyl-L-aspartate (PALA): Particle features and morphology in relation with alkyl chain lengths

Citation
P. Oliger et al., Vesicle-forming properties of new phospholipid analogues derived from N-phosphonoacetyl-L-aspartate (PALA): Particle features and morphology in relation with alkyl chain lengths, LANGMUIR, 17(13), 2001, pp. 3893-3897
Citations number
9
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
LANGMUIR
ISSN journal
07437463 → ACNP
Volume
17
Issue
13
Year of publication
2001
Pages
3893 - 3897
Database
ISI
SICI code
0743-7463(20010626)17:13<3893:VPONPA>2.0.ZU;2-Q
Abstract
Phospholipid analogues of the anticancer agent PALA (N-phosphonoacetyl-L-as partate) with varying alkyl chain lengths were synthesized: diC(12)-, diC(1 4)-, diC(16)-, and diC(18)-PALA. Their aptitude to form vesicles was tested using two different preparation techniques: sonication and extrusion. The particles obtained were characterized from cryogenic temperature transmissi on electron microscopy imaging, showing a continuous morphological evolutio n when increasing the alkyl chain lengths. Spherical vesicles were obtained for the smaller chain lengths, which evolve toward disklike vesicles, face ted objects, and flat disk structures for longer chain lengths. This evolut ion was correlated with the transition temperatures, T-m, from the gel stat e to the liquid crystalline state, which were independently determined. The sonication method was found to lead to smaller objects and increased parti cle fragmentation compared to extrusion. Particle size measurements and glu cose entrapment experiments provided additional results in good agreement w ith the previous observations.