Biology Reference
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O
O
H2
H
H2
O
P
OC
CC
O
P
O
OH
O -
O -
pKa 2.1
pKa 2.1
FIGURE 5.18 CL e Cardiolipin (Diphosphatidylglycerol).
CL ( Figure 5.18 ) is the most unusual of the 7 common mammalian phospholipids. It is
essentially 2 PAs glued together by a glycerol. It has an oversized head containing 2 negative
charges due to the 2 dissociated phosphates and 4 acyl chains ( Figure 5.19 ). CL has 3 potential
optically active carbons, one on each of the two
-2 phosphatidyl groups and the third on the
central carbon of the linking glycerol. Saturated chain CLs form normal lamellar phase (the
structure is can-shaped) while the more biologically relevant CLs containing highly unsatu-
rated chains prefer non-lamellar phases (the structure is a truncated pyramid with a wider
base than head). Under biological conditions where CL is dispersed with other phospho-
lipids (primarily PCs and PEs) the mixture prefers the lamellar (normal bilayer) phase.
Non-lamellar phases are discussed in Chapter 10.
CL is found primarily in the mitochondrial inner membrane where it constitutes about
20% of the total lipid and is closely linked with electron transport and oxidative phosphor-
ylation [24] . Particularly effective in supporting the bioenergetic processes are mitochondrial
CL with a high content of linoleic acid (18:2 6 9,12 ). CL aggregates and stabilizes important
electron transport protein complexes including cytochrome c oxidase, NADH dehydroge-
nase, ATP synthase and various mitochondrial carrier proteins. While most lipids are
made in the endoplasmic reticulum, CL is synthesized on the matrix side of the inner mito-
chondrial membrane.
sn
_
_
FIGURE 5.19 Cartoon depiction of the structure of cardiolipin (CL).
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