Ag. Marangoni et al., ENZYMATIC INTERESTERIFICATION OF TRIOLEIN WITH TRIPALMITIN IN CANOLA LECITHIN-HEXANE REVERSE MICELLES, Journal of the American Oil Chemists' Society, 70(8), 1993, pp. 737-744
Lipase-catalyzed interesterification of tripalmitin with triolein in c
anola lecithin-hexane reverse micelles allowed for the successful modi
fication of triolein and tripalmitin to yield a fat of intermediate pr
operties between the two initial substrates. Acetone-insoluble canola
lecithin (AIL) reverse micelles containing Rhizopus arrhizus lipase in
buffer, or plain 0.1 M sodium phosphate buffer of pH 7.0, formed read
ily in hexane. Both had an average Stokes' radius of approximately 40
angstrom, as determined by quasielastic light-scattering determination
s. The reverse micelle system was stable and did not form higher-order
micelle oligomers or aggregates. Biotransformation of the triglycerid
es was performed at 47-degrees-C in a 50-mM AIL-hexane reverse micelle
system containing 50% (w/w) oil at a water-to-surfactant ratio (w(o))
of 5.5. Dynamic (oscillatory) mechanical analysis indicated that the
crystallization temperature of the fat dropped from 47.7 to 37.5-degre
es-C as judged by the storage (G') and loss (G'') modulus vs. temperat
ure profiles after 48 h of reaction. Differential scanning calorimetri
c studies showed that the melting point of the fat dropped from 61 to
57-degrees-C after 48 h of reaction. Triglyceride analysis of the fat
mixture by gas-liquid chromatography (GLC) indicated that, after 48 h
of reaction, the tripalmitin content dropped from 34.5 to 29% (w/w), t
he triolein content dropped from 64.5 to 52.1% (w/w) and the 1-oleyl-2
,3-dipalmitin content reached 7.5% (w/w) while the 1-palmitoyl-2,3-dio
lein content reached 7.2% (w/w). 1,2-Dipalmitoyldiglyceride and 1,2-di
oleyldiglyceride contents reached 1.6 and 2.4% (w/w), respectively, af
ter 48 h. Free fatty acid analysis of the fat mixture by GLC revealed
that the free palmitic acid content increased from 0.28 to 2.4% (w/w)
while the free oleic acid content increased from 1.4 to 5.4% (w/w) in
the initial 24 h, after which the levels remained constant. The relati
vely high initial free fatty acid content of the mixture was due to fr
ee fatty acids present in the canola lecithin and not in the oils. Thi
s enzymatic interesterification protocol utilizes, for the first time,
an organic solvent commonly used in food processing operations and a
food-grade and inexpensive surfactant that readily forms reverse micel
les and yields a modified fat with improved rheological properties for
use as an edible plastic fat.