Abstract:
:Fluorescence spectroscopy has been used to monitor the partitioning of a series of exchangeable neutral phospholipid probes, labeled with carbazole, indolyl or diphenylhexatrienyl moieties, between large unilamellar vesicles containing 1-palmitoyl-2-oleoylphosphatidylcholine (POPC), 1,2-dioleoyloxy-3-(trimethylammonio) propane (DOTAP) or N-hexadecyl-N-(9-octadecenyl)-N,N-dimethylammonium chloride (HODMA). Phosphatidylethanolamine (PE) probes desorb from POPC-containing vesicles at markedly slower rates than do phosphatidylcholine (PC) probes with the same acyl chains. The rate of probe desorption from such vesicles is progressively enhanced by successive N-methylations of the amino group but not by methylation of C-2 of the ethanolamine moiety, a modification that leaves unaltered the hydrogen-bonding capacity of the polar headgroup. By contrast, the rates of desorption of different probes (with the same acyl chains) from HODMA or from DOTAP vesicles are much more comparable and reflect no clear systematic influence of the headgroup hydrogen-bonding capacity. Equilibrium-partitioning measurements indicate that the relative affinities of different probes for PC-rich vesicles, in competition with HODMA or DOTAP vesicles, increase with increasing hydrogen-bonding capacity of the probe headgroup in the order PC less than N,N-dimethyl PE less than N-methyl PE less than PE approximately phosphatidyl-2-amino-1-propanol. From such partitioning data, we estimate that interlipid hydrogen-bonding interactions (in competition with lipid-water interactions) contribute roughly -300 cal mol-1 to the free energy of a PE molecule in a hydrated liquid-crystalline phospholipid bilayer; this free-energy contribution is somewhat smaller, but still significant, for N-mono- and dimethylated PE's.
journal_name
Biochemistryjournal_title
Biochemistryauthors
Shin TB,Leventis R,Silvius JRdoi
10.1021/bi00244a018subject
Has Abstractpub_date
1991-07-30 00:00:00pages
7491-7issue
30eissn
0006-2960issn
1520-4995journal_volume
30pub_type
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