Front Matter

17.2 Lipase- and protease-catalyzed esterification of lipids 373

Table 4.

Lipase-catalyzed glycolipid syntheses using complexated sugars.

Lipase

Solvent/Adjuvant

Log

P

Lipid Reactand

Modified Sugar

Reference

Mucor miehei

1

C

8:0

–C

18:0

,C

18:1

;

1,2-

O

-Isopropylidene-

D

• 
  

Fregapane et al., 1991

Chromob. viscosum

1

Methyl esters of C

8:0

• 
  

glucofuranose;

Pseudomonas

sp.

1

C

18:0

,C

18:1

1,2:3,4-Di-

O

-isopropylidene-

D

-galactopyranose;

1,2-

O

-Isopropylidene-

D

• 
  

xylofuranose

Mucor miehei

1

C

12:0

,C

18:0

,C

18:1

1,2:3,4-Di-

O

-isopropylidene-

D

-galactopyranose;

Fregapane et al., 1994

1,2-

O

-Isopropylidene-

D

• 
  

xylofuranose

Mucor miehei

1

Toluene

þ

2.50

C

8:0

–C

18:0

,C

18:1

Lactose tetraacetal;

Sarney et al., 1994

Maltose triacetal

Mucor miehei

1

C

12:0

–C

18:0

,C

18:1

,

1,2-

O

-Isopropylidene-

D

• 
  

Ward et al., 1997

Candida antarctica

1

C

20:4

,C

22:6

,

xylofuranose

Candida antarctica

1

2-Bromotetradecanoicacid

1,2:3,4-di-

O

-isopropylidene-

D

• 
  

galactopyranose

Gao et al., 1999

Mucor miehei

1

Toluene

þ

2.50

2-Bromotetradecanoicacid

Lactose tetraacetal

Gao et al., 1999

Pseudomonas

THF/Toluene

þ

0.49/ Trifluoroethyl butanoate 4,6-

O

-Benzylidene-methyl-

a-

Panza et al., 1993

cepacia

1

(1/4, v/v)

þ

2.50

and

b

-glucopyranoside

Pseudomonas cepacia

1

THF

þ

0.49

Vinyl acetate

4,6-

O

-Benzylidene-

b

• D

-gluco/

galactopyranosides

Gridley et al., 1998

Mucor miehei

1

n-Hexane

þ

3.50

C

18:0

Fructose-phenylboronate

Schlotterbeck et al., 1993;

complex

Scheckermann et al., 1995

Mucor miehei

1

n-Hexane;n-Heptane

þ

3.50

þ

4.00

C

18:0

Glucose-phenylboronateor butylboronate complex

Oguntumein et al., 1993

Pseudomonas

sp.

t-Butanol

þ

0.80

Vinyl acrylate, C

12:0

,

Olive oil, Corn oil

Glucose- or galactose-phenylboronate complex

Ikeda and Klibanov, 1993

1

Immobilized enzymes.