Thermal stabilization of immobilized
lipase B from Candida antarctica on
different supports: Effect of water
activity on enzymatic activity in
organic media
Miguel Arroyo, Jose ´ Marı ´a Sa ´nchez-Montero, and Jose ´ Vicente Sinisterra
Department of Organic & Pharmaceutical Chemistry, Faculty of Pharmacy, Universidad
Complutense, Madrid, Spain
Covalent immobilization of C. antarctica lipase B (CALB) on sepharose, alumina, and silica was undertaken. The
thermal stability of these covalently immobilized catalysts were studied and compared to adsorbed derivatives
from Novo Nordisk at 50°C under wet conditions. Native enzyme and Novozym 435 follow a deactivation model
E 3 E
1
whereas covalently immobilized derivatives and SP435A follow the model E 3 E
1
3 E
2
. This different
behavior is related to the nature of the support and the immobilization methodology. Water absorption isotherms
of dry solid biocatalysts in air or isooctane were used to predict the optimum preequilibrium a
w
value to obtain
the highest rate in the esterification of (r,s)-ibuprofen. © 1998 Elsevier Science Inc.
Keywords: Lipase; immobilization; stability; ibuprofen; water activity
Introduction
Lipase B from Candida antarctica (CALB)
1
is an interest-
ing lipase with potential application in a number of indus-
trial processes such as the synthesis of triglycerides,
2
esterification of terpenic alcohols,
3
etc. Adsorbed CALB on
different supports has also proven to be very regioselective
in the esterification of sugars,
4
nucleosides,
5
and steroids,
6
and very enantioselective in the resolution of secondary
alcohols via hydrolysis
7
or esterification in organic sol-
vents.
8
One of these derivatives, called SP435A, has been
employed successfully in the preparation of pure S( +)-2-
arylpropionic acids with antiinflammatory effect.
9
In the current paper, several immobilization methods and
supports have been tested for the covalent bonding of pure
lipase B from C. antarctica. We have also compared the
thermal stability of our covalent immobilized derivatives
with those obtained by Novo Nordisk by absorption of the
same lipase on different polymers. All the biocatalysts were
tested in the hydrolysis of triacetin due to the low activity of
this lipase in the hydrolysis of triglycerides with long-chain
fatty acids.
10
Afterwards and at different initial water
activity ( a
w
), the best immobilized derivatives catalyzed the
stereospecific esterification of racemic ibuprofen in
isooctane in order to find a method to predict the best
pre-equilibrium a
w
of the whole system to perform the
reaction.
Materials and methods
Materials
Native lipase B from C. antarctica (SP525) and the same lipase
immobilized on Lewatit OC 1600 (SP435A) and Lewatit E
(Novozym 435) were kindly supplied by Novo Nordisk Bioindus-
trias (Madrid, Spain). Tresylated sepharose 4B and epoxy-acti-
vated sepharose 6B were purchased from Pharmacia (Uppsala,
Sweden). Silica (Kiesegel 60, size 0.015– 0.040 nm, average pore
Address reprint requests to Dr. J. M. Sanchez-Montero, Universidad
Complutense de Madrid, Facultad de Farmacia, Dept. Organic & Pharma-
ceut. Chemist., 28040 Madrid, Spain
Received 22 January 1998; revised 7 April 1998; accepted 28 April 1998
Enzyme and Microbial Technology 24:3–12, 1999
© 1998 Elsevier Science Inc. All rights reserved. 0141-0229/99/$–see front matter
655 Avenue of the Americas, New York, NY 10010 PII S0141-0229(98)00067-2