Ho 105

FIGURE 10.5 Several mechanisms for proteasome inhibition.

Finally, peptide boronic acids have extensively been used as serine protease inhibitors. Their interaction with the threonine at the active site can be attributed to the availability of an empty p-orbital on boron, which is well-suited to accept the oxygen lone pair of the N-terminal threonine residues to form stable, reversible tetrahedral intermediates 10.6.10 Because of their higher specificity due to their lack of activity on cysteine proteases, a large number of peptide boronic acids and esters were synthesized to target proteasome (Fig. 10. 5).

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