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Figure 5 | BMC Biochemistry

Figure 5

From: Probing stereoselective inhibition of the acyl binding site of cholesterol esterase with four diastereomers of 2'-N-α-methylbenzylcarbamyl-1, 1'-bi-2-naphthol

Figure 5

Possible interactions between the stereoisomers of 1 and CEase [31,31]. (A) CEase and (1S, αS)-1. The methyl benzyl moiety of the inhibitor binds to ABS of the enzyme. Three unfavorable repulsions (in red) from the methyl moiety and Ser194, the naphthyl moiety and Ser194, and the naphthyl moiety and His435 hinder the nucleophilic attack of Ser194 to the carbonyl group of the inhibitor. (B) CEase and (1R, αR)-1. There is no unfavorable repulsion for the nucleophilic attack of Ser194 to the carbonyl group of the inhibitor.

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