366 17 Enzymatic Synthesis and Modification of Glycolipids
Table 1.
Lipase-catalyzed glycolipid syntheses in a) organic solvents, ranked for their log
P
values, and b) solvent-free systems.
Lipase
Solvent
Log
P
Lipid reactand
Sugar/Polyol
Reference
Humicola lanuginosa
1
Dimethylsulfoxide
Vinyl laurate
Sucrose
Plou et al., 1999
Chromobacterium viscosum
Buffer/2-Pyrrolidone – 0.90
C
14 : 0
–C
20 : 0
,C
18 : 1
Sorbitol, Fructose,Glucose
Janssen et al., 1991
Candida antarctica
B
1
Acetonitrile
C
8:0
Glucose
Ljunger et al., 1994
Porcine pancreas
1
Acetonitrile
C
4:0
, Tributyrin
Fructose
Bagi and Simon, 1999
Porcine pancreas
Pyridine
+ 0.71
Trichloroethyl laurate
Glucose
Therisod and Klibanov, 1986
Porcine pancreas
Pyridine
+ 0.71
Triolein, Corn oil,Peanut oil, Sunflower oil
Ribitol, D-Sorbitol
Chopineau et al., 1988
Alcaligenes
sp.
Pyridine
+ 0.71
Divinyl sebacate
Glucose
Kitagawa and Tokiwa, 1998
Byssochlamys fulva
t-Butanol
+ 0.80
C
18 : 0
,C
18 : 1
,C
18 : 2
,C
18 : 3
Fructose, Glucose;Maltose, Sucrose
Ku and Hang, 1995
Candida antarctica
1
t-Butanol
+ 0.80
Ethyl butanoate,Ethyl laurate
Maltose, Sucrose,Trehalose
Woudenberg-van Oosterom etal., 1996
Candida antarcticaB
1 ,
Rhizomucor miehei
1
t-Butanol
+ 0.80
C
2:0
–C
20 : 0
Glucose, Maltose
Degn et al., 1999
Humicola lanuginosa
1
2-Methyl-2-butanol/Dimethylsulfoxide
+ 1.30/–1.30 Vinyl laurate
Sucrose
Ferrer et al., 1999
Rhizomucor miehei
1
2-Methyl-2-butanol
+ 1.3
C
18 : 0
Fructose
Khaled et al., 1991
Rhizomucor miehei
1
2-Methyl-2-butanol
+ 1.3
C
10 : 0
–C
18 : 0
Fructose
Scheckermann et al., 1995
Candida antarctica
B
1
2-Methyl-2-butanol
+ 1.3
C
18 : 1
Methylester
Fructose
Coulon et al. 1995
Candida antarctica
B
1
2-Methyl-2-butanol
+ 1.3
C
12 : 0
,C
18 : 0
Sorbitol, Fructose,Glucose
Ducret et al., 1995
Candida antarctica
B
1
2-Methyl-2-butanol
+ 1.3
C
10 : 0
,C
12 : 0
,C
18 : 1
,C
22 : 1
Glucose, Fructose,Xylitol
Ducret et al., 1996
Candida antarctica
B
1
2–Methyl-2-butanol + 1.3
C
18 : 1
Methylester
Fructose
Jung et al., 1998
