Chemistry and Physics o f Lipids, 62 (1992) 39-43 39
Elsevier Scientific Publishers Ireland Ltd.
Activation energy and entropy for intramolecular excimer
formation in a dipyrenylphosphatidylcholine probe in lamellar and
hexagonal lipid phases
Peter Butko and Kwan Hon Cheng
Department of Physics, Texas Tech University, Lubbock, TX 79409 (USA)
(Received December 31st, 1991; revision received March 16th, 1992; accepted March 31st, 19921
lntramolecular excimer formation in pyrene-labeled phosphatidylcholine was used as a tool to determine thermodynamic
characteristics of the lamellar to hexagonal phase transitions in a binary lipid system dilinoleoylphosphatidylethanolamine
(DLPE)/palmitoyloleoylphosphatidylcholine (POPC). Upon an LdHn phase transition, the activation energy Ea for excimer forma-
tion increased from 5.6 ± 0.2 kcal/mol to 6.3 ± 0.2 kcal/mol, while the activation entropy AS¢ decreased from --40.0 ± 0.8
cal/K.mol to -38.4 ± 0.8 cal/K.mol. The results are consistent with the idea of molecular splaying of the acyl chains in the hexagonal
phase. It is estimated that the molecular area at the terminal carbon of the lipid acyl chains increases by a factor of 2.2 upon the
I.aHn transition in DLPE/POPC.
Key words: pyrene-labeled lipid; excimer; phase transition
Introduction
Di-(1 '-pyrenemyristoyl)-phosphatidylcholine (di-
pyPC) is a fluorescent phospholipid in which two
fluorophores (pyrenes) are conjugated to the ter-
minal carbons of both acyl chains. When one of
the fluorophores is excited, there is a probability
that, during the fluorescence lifetime, the excita-
tion will be shared with the other fluorophore,
creating an excited-state dimer, an excimer.
Intermolecular excimer formation, where the
excimer is formed by two fluorophores in two dif-
ferent molecules [1], has been used to study the
dynamic and structural properties of lipid mem-
branes [2-4]. The rate of intermolecular excimer
formation depends on the fluorescent probe con-
centration and its diffusibility in the lipid bilayer,
which is determined by temperature and the mem-
brane fluidity.
Correspondence to: Peter Butko, Institute for Biological
Sciences, M-54, National Research Council, Ottawa, Canada
KIA 0R6.
Intramolecular excimer formation, where the
excimer is formed by two fluorophores within the
same molecule, was introduced into membrane
studies only recently. Vauhkonen et al. [5] used
dipyrenylphosphatidylcholine as a membrane
fluidity probe and Cheng et al, [6] showed that
dipyPC fluorescence responds to the lamellar to
hexagonal phase transition of the matrix lipid. The
rate of intramolecular excimer formation is
concentration-independent, but is a function of
temperature and the geometry of lipid packing (the
free volume of a membrane, i.e. the fractional
volume not occupied by the matrix molecules). In
this study we determined activation energies and
entropies for intramolecular excimer formation in
dipyPC in a binary system consisting of dilinole-
oylphosphatidylethanolamine (DLPE) and l-pal-
mitoyl-2-oleoylphosphatidylcholine (POPC). We
also presented a simple theory based on basic ther-
modynamics that allowed us to estimate the
geometric change in lipid packing upon a phase
transition from lamellar L~ to inverted hexagonal
HII phase.
0009-3084/92/$05.00 © 1992 Elsevier Scientific Publishers Ireland Ltd.
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