The monolayer behavior of a lipid containing two unsaturated alkyl chains a
nd a nucleoside derivative as polar headgroup has been investigated by the
Langmuir technique. From the surface pressure Irs. molecular area isotherm,
the monolayer appears as a pure liquid-expanded phase and should be then c
onsidered as a two-dimensional liquid. However: grazing incidence X-ray dif
fraction experiments evidence a translational order that does not exist whe
n the lipid headgroup is a choline moiety. Since unsaturated chains are exp
ected to induce a fluid state of the monolayer at the temperature considere
d, this order is likely to originate from the natural tendency nucleosides
have to establish among themselves pi-stacking interactions between the bas
es. The collected X-ray data are consistent with the geometrical requiremen
ts for bases stacking.