2.2 Fractionation of fatty acids and other lipids by lipase-catalyzed reactions 27
Table 1.Specificity of lipases in view of kinetic resolution of fatty acids and other lipids.
Lipase from Reaction Specificity Reference
Porcine pancreas Hydrolysis of whale
oil triacylglycerols
Discrimination against
n-3 22 : 6 as compared
to C 16 and C 18 acyl
moietiesBottino et al., 1967Porcine pancreas Hydrolysis of seed
oil triacylglycerols
Discrimination against
acyl moieties having
atrans-3 olefinic bondKleiman et al., 1970G. candidum Hydrolysis of triacyl-
glycerols containing
isomericcis-octadece-
noyl moieties
Strong preference for
cis-9–18 : 1Jensen et al., 1972Porcine pancreas Hydrolysis of triacyl-
glycerols containing
isomericcis-octadecen-
oyl moieties
Discrimination against
cis-2-18 : 1 tocis-7-18 : 1Heimermann et al., 1973G. candidum Hydrolysis of triacyl-
glycerols
Distinct preference for
C 18 acyl moieties
havingcis-9- orcis-9,
cis-12-bondsJensen, 1974G. candidum Hydrolysis of triacyl-
glycerols
Distinct preference for
C 18 acyl moieties havingcis-9-
orcis-9,cis-12-bonds and dis-
crimination againstcis-13-22 : 1Baillargeon and Sonnet,
1991G. candidum
(lipase B)
Hydrolysis of fatty acid
methyl estersHighly selective for
cis-9–18 : 1 as compared
tocis-11-18 : 1 or
trans-9-18 : 1Sidebottom et al., 1991Oat (Avena sativa)
seed lipase
Hydrolysis of triacyl-
glycerolsDiscrimination against
tripetroselinin as compared to
triolein, trilinolein
and tri-a-linoleninPiazza et al., 1992G. candidum Esterification of fatty
acids withn-butanol
Distinct preference for
C 18 acyl moieties havingcis-9-
orcis-9,cis-12-bonds and discri-
mination againstcis-13-22 : 1,
trans-9-18 : 1, n-6 18 : 3, ricino-
leic and 9-docosynoic acidsSonnet et al., 1993bG. candidum
(lipase B)
Hydrolysis of triacyl-
glycerols and esterifi-
cation of fatty acids
withn-octanolHighly selective for
triolein and forcis-9-18 : 1
as compared tocis-6-18 : 1,
cis-11–18:1 ortrans-9-18 : 1Charton and Macrae,
1993Pythium ultimum Hydrolysis of triacyl-
glycerols
Preference for tri-a-
linolenin>trilinolein
>trioleinMozaffar and Weete,
1993Oat caryopses Hydrolysis of milk
fat triacylglycerols
Preferential hydrolysis
of C 6 -C 10 acidsParmar and Hammond,
1994