MECHANISM FIGURE 6-25 Lysozyme reaction. In this reaction (described on p. 222), the water introduced into the product at C-1 of Mur2Ac is in the same configuration as the original glycosidic bond. The reaction is thus a molecular substitution with retention of configuration. (a) Two proposed pathways potentially explain the overall reaction and its properties. The SN1 pathway (left) is the original Phillips mechanism. The SN2 pathway (right) is the mechanism most consistent with current data. (b) A ribbon diagram of the covalent enzymesubstrate intermediate with the active-site residues (blue) and bound substrate (red) shown as stick structures (PDB ID 1H6M).

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