Application of structure-based thermodynamic calculations to the rationalization of the enantioselectivity of subtilisin in organic solvents
Academic Article
Publication Date:
1998
abstract:
The effect of organic solvents on the selectivity of lyophilized or CLEC
(cross-linked enzyme crystals)-subtilisin in the resolution of
sec-phenethyl alcohol and trans-sobrerol was studied. A theoretical
model, that tries to predict solvent effects on enantioselectivity only
as a function of the activity coefficients of the desolvated part of the
substrate in the relevant transition state of the reaction (Ke, T.;
Wescott, C. R.; Klibanov, A. M. J. Am. Chem. Sec., 1996, 118, 3366) was
examined and shown to agree poorly with the experimental data. The
tetrahedral intermediate was studied with MonteCarlo molecular
mechanics, and the activity coefficients were calculated with UNIFAC.
(C) 1998 Elsevier Science Ltd. All rights reserved.
(cross-linked enzyme crystals)-subtilisin in the resolution of
sec-phenethyl alcohol and trans-sobrerol was studied. A theoretical
model, that tries to predict solvent effects on enantioselectivity only
as a function of the activity coefficients of the desolvated part of the
substrate in the relevant transition state of the reaction (Ke, T.;
Wescott, C. R.; Klibanov, A. M. J. Am. Chem. Sec., 1996, 118, 3366) was
examined and shown to agree poorly with the experimental data. The
tetrahedral intermediate was studied with MonteCarlo molecular
mechanics, and the activity coefficients were calculated with UNIFAC.
(C) 1998 Elsevier Science Ltd. All rights reserved.
Iris type:
1.1 Articolo in rivista
List of contributors:
Colombo, G; Ottolina, Gianluca; Carrea, Giulia; Bernardi, A; Scolastico, C
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