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Dual Binding of DX9065a Inhibitor Enantiomers to Trypsin

The grey R- and beige S-enantiomers of inhibitor DX9065a bind to trypsin with nearly equal affinity due to similar geometry. Crystal structure reveals nearly identical binding modes. The acid function at the stereogenic center protrudes into the surrounding aqueous medium, reducing stereochemical discrimination.

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Dual Binding of DX9065a Inhibitor Enantiomers to Trypsin

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  1. Abb. 5.15: Das R- (grau) und S-Enantiomere (beige) des Inhibitors DX9065a 5.33 binden mit nahezu gleicher Affinität an Trypsin. Da das Protein praktisch die gleiche Geometrie mit beiden Liganden annimmt, ist nur eine Struktur gezeigt. Die Kristallstruktur zeigt für beide fast identische Bindungsmodi. Die Säurefunktion am stereogenen Zentrum steht aus der Bindetasche heraus in das umgebende wässrige Medium und kann nicht zur stereochemischen Diskriminierung beitragen.

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