Polydiacetylene liposomes have useful potential in biosensor research.
To investigate the role of the headgroup in the colorimetric transiti
on, a series of amino acid-derivatized 10,12-pentacosadyanoic acid lip
ids have been synthesized. The UV-polymerized liposomes undergo an irr
eversible color change from blue to red in response to a change of spe
cific solution pH. In this system, the color change appears to be due
to charge-induced headgroup rearrangement which perturbs the conjugate
d backbone assembly. Considering the reduced degree of freedom for lip
id molecules in polymeric liposomes, a rigid, staggered conformational
change in polydiacetylene conjugation is suggested as a likely mechan
ism for the colorimetric transition.