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Beilstein J. Org. Chem. 2010, 6, 1026–1034, doi:10.3762/bjoc.6.117
Graphical Abstract
Figure 1: Free energy profiles for reactions of substrate S uncatalysed and catalysed by enzyme E, showing ho...
Scheme 1: SN2 methyl transfer from SAM to catechol catalysed by COMT.
Figure 2: Energetic analysis of the compression hypothesis for enzyme-catalysed methyl transfer.
Figure 3: Catalyst design for methyl transfer: (a) the reaction to be catalysed; (b) dipoles favourably align...
Scheme 2: SN2 methyl transfer (a) uncatalysed and (b) within a cryptand cavity.
Figure 4: Free energy analysis of COMT catalysis.
Scheme 3: Formation of glycosyl-enzyme covalent intermediate COV.
Figure 5: Conformational change of the xylose ring from chair (via envelope) with long OYHY…Oring hydrogen bo...
Figure 6: AM1/OPLS potentials of mean force for formation of glycosyl-enzyme covalent intermediate between 4-...
Figure 7: Hydrogen-bond distances HY…Oring (red) and HY…Onuc (blue) to boat conformer of RC, TS and glycosyl-...