engleski

Study of lipase stereoselectivity by computational methods

Microbacterial lipases have proven to be useful biocatalyst for obtaining enantiomerically pure compounds, particularly secondary and primary alcohols and their esters. We performed molecular modelling (molecular mechanics, molecular dynamics, Monte Carlo and semiempirical calculations) on diverse sets of secondary alcohols. Based on these results we derived a few 3D Quantitative Structure Activity Relationships (QSARs) for predicting stereoselectivity of BCL towards the wide range of secondary alcohols. Further on we modelled a mutant BCL and, using the COMparative BINding Energy (COMBINE) analysis and predicted its stereoselectivity towards a few randomly selected secondary alcohols. Using semiempirical calculations we approached the problem of proton transfer in the processes of hydrolysis and esterification catalysed by BCL. The results enable sub-molecular insight into the reaction and better understanding of the results of kinetic measurements.

lipase; stereoselectivity; modeling; computation

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