Pe. Sonnet et al., FATTY-ACID SELECTIVITY - THE SELECTIVITY OF LIPASES OF GEOTRICHUM-CANDIDUM, Journal of the American Oil Chemists' Society, 70(10), 1993, pp. 1043-1045
The relative reactivities of several long chain fatty acids in esterif
ications with 1-butanol catalyzed by lipases of Geotrichum candidum we
re evaluated. As has been noted previously, these lipases are not unif
ormly highly selective for cis-9 unsaturated fatty acids. However, the
lipase preparations examined do uniformly discriminate against fatty
acids having a chainlength greater than C-18 such as erucic acid. The
reactivities of gamma-linolenic and ricinoleic acid were also low comp
ared to that of oleic. An examination of the effect of the alcohol upo
n the relative reactivities of acids showed that one could enhance fat
ty acid selectivity by proper choices of alcohol. For example, oleic a
cid esterifies 2.5 times faster than palmitic acid with 1-butanol cata
lyzed by Amano GC-4 lipase, but esterifies over 50 times faster with 2
-methyl-1-propanol or cyclopentanol.