TY - JOUR
T1 - Synthesis and characterization of 1,2-dimyristoylamido-1,2-deoxyphosphatidylcholine as an artificial boundary lipid
AU - Sunamoto, Junzo
AU - Goto, Mitsuaki
AU - Iwamoto, Kiyoshi
AU - Kondo, Hiroki
AU - Sato, Toshinori
PY - 1990/5/24
Y1 - 1990/5/24
N2 - The synthesis and characterization of an artificial boundary lipid, 1,2-dimyristoylamido-1,2-deoxyphosphatidylcholine (DDPC), are described. DDPC has two amide bonds instead of ester bonds of regular lecithins such as 1,2-dimyristoylphosphatidylcholine (DMPC). In differential scanning calorimetry (DSC) measurements, DDPC gave two endothermic peaks: one was at 18.0°C (ΔH = 10.74 kJ·mol-1) and the other at 23.0°C (ΔH = 12.91 kJ·mol-1). The former peak was sharp and considered to be the phase transition of the hydrocarbon region, while the latter was assigned to the melt of the hydrogen-belt formed by the amide groups of DDPC. Addition of DDPC to DMPC made the DMPC membrane less fluid in the region close to the surface, and significantly increased the reconstitution efficiency of glycophorin into the membrane. This effect of DDPC was much larger than that of naturally occurring lipid, sphingomyelin.
AB - The synthesis and characterization of an artificial boundary lipid, 1,2-dimyristoylamido-1,2-deoxyphosphatidylcholine (DDPC), are described. DDPC has two amide bonds instead of ester bonds of regular lecithins such as 1,2-dimyristoylphosphatidylcholine (DMPC). In differential scanning calorimetry (DSC) measurements, DDPC gave two endothermic peaks: one was at 18.0°C (ΔH = 10.74 kJ·mol-1) and the other at 23.0°C (ΔH = 12.91 kJ·mol-1). The former peak was sharp and considered to be the phase transition of the hydrocarbon region, while the latter was assigned to the melt of the hydrogen-belt formed by the amide groups of DDPC. Addition of DDPC to DMPC made the DMPC membrane less fluid in the region close to the surface, and significantly increased the reconstitution efficiency of glycophorin into the membrane. This effect of DDPC was much larger than that of naturally occurring lipid, sphingomyelin.
KW - Boundary lipid, artificial
KW - DSC
KW - Fluorescence polarization
KW - Lipid-protein interaction
KW - Membrane fluidity
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U2 - 10.1016/0005-2736(90)90346-P
DO - 10.1016/0005-2736(90)90346-P
M3 - Article
C2 - 2354176
AN - SCOPUS:0025363139
VL - 1024
SP - 209
EP - 219
JO - Biochimica et Biophysica Acta - Biomembranes
JF - Biochimica et Biophysica Acta - Biomembranes
SN - 0005-2736
IS - 2
ER -