The distribution of C14-C22 fatty acids in the phosphatidylethanolamin
es isolated from the sponges Agelas sp. and Spongia tampa was investig
ated. Selective changes with phospholipase A(2) (from Agkistrodon haly
s blomhoffii) followed by thin-layer chromatographic separation of the
resulting lysophosphatidylethanolamines and free fatty acids and subs
equent methylation with HCl/MeOH and diazomethane, respectively, revea
led that the 5,9 octadecadienoic acid and the 9,12-octadecadienoic aci
d present showed no preference for either position sn-1 or sn-2 in the
se phosphatidylethanolamines. The other saturated and unsaturated fatt
y acids with chains between 14 and 22 carbons long were also found to
be equally distributed between positions sn-1 and sn-2 in the phosphat
idylethanolamines in these sponges. The results contrast with what is
known about the distribution in most mammalian phospholipids, such as
the phosphatidylcholines from human erythrocytes, where octadecadienoi
c acid typically occupies the sn-2 position.