PMID: 11904228Mar 21, 2002Paper

Size as a parameter for solvent effects on Candida antarctica lipase B enantioselectivity

Biochimica Et Biophysica Acta
Jenny OttossonK Hult

Abstract

Changes in solvent type were shown to yield significant improvement of enzyme enantioselectivity. The resolution of 3-methyl-2-butanol catalyzed by Candida antarctica lipase B, CALB, was studied in eight liquid organic solvents and supercritical carbon dioxide, SCCO(2). Studies of the temperature dependence of the enantiomeric ratio allowed determination of the enthalpic (Delta(R-S)Delta H(++)) as well as the entropic (Delta(R-S)Delta S(++)) contribution to the overall enantioselectivity (Delta(R-S)Delta G(++)= -RTlnE). A correlation of the enantiomeric ratio, E, to the van der Waals volume of the solvent molecules was observed and suggested as one of the parameters that govern solvent effects on enzyme catalysis. An enthalpy-entropy compensation relationship was indicated between the studied liquid solvents. The enzymatic mechanism must be of a somewhat different nature in SCCO(2), as this reaction in this medium did not follow the enthalpy-entropy compensation relation.

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Citations

May 22, 2002·Protein Science : a Publication of the Protein Society·Jenny OttossonKarl Hult
Feb 8, 2008·BMC Structural Biology·Peter Trodler, Jürgen Pleiss
Jan 26, 2013·Advanced Synthesis & Catalysis·Tina GerhardsDörte Rother
Oct 23, 2009·Chembiochem : a European Journal of Chemical Biology·Ricardo J F BrancoJürgen Pleiss
Feb 20, 2013·Biotechnology Journal·Veronika StepankovaRadka Chaloupkova
Jul 28, 2006·Trends in Biotechnology·Paolo BraiucaLucia Gardossi
Oct 23, 2013·Journal of Biotechnology·Tobias KulschewskiJürgen Pleiss
Nov 5, 2016·Biotechnology Progress·Jan-Hendrik GroschAntje C Spieß
Jul 19, 2002·Yeast
Apr 18, 2008·Chembiochem : a European Journal of Chemical Biology·David GuieysseMagali Remaud-Siméon

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