By Greta Pifat-Mrzljak

ISBN-10: 030648661X

ISBN-13: 9780306486616

ISBN-10: 0306486628

ISBN-13: 9780306486623

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Extra resources for Supramolecular structure and function 8, Volume 8

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As an example‚ the enantio-preference of Candida rugosa lipase to hydrolyze both forms of menthyl pentanoate (21‚ 22 in Fig. 25. Kinetic evidence has been collected that the Renantiomer (23) is favored. To mimic the tetrahedral transition state of the hydrolysis step‚ the phosphonate analog of menthyl heptanoate (23‚ 24) has been synthesized and covalently linked to Ser209 in the active site. The corresponding 1R-isomer mimics the transition state for the fast-reacting enantiomer while the 1S-isomer resembles the transition state for the slowreacting enantiomer.

Acta Crystallographica Section B28: 2377-2383 Differences in Binding of Stereoisomers to Protein Active Sites 51 7. , Harding, M. , 1972, The Crystal Structure of the Monoclinic form of L-Histidine. Acta Crystallographica Sect. B 28: 2382-2389 8. Zawadzke, L. , 1993, The Structure of a Centrosymmetric Protein Crystal. Proteins 16: 301-305 9. West, M. , 1995, Targeting HIV-1 Protease: A Test for Drug Design Methodologies. Trends Pharm. Sci. 16: 67-74 10. , Milton, S. , 1992, Total Chemical synthesis of a D-Enzyme: the Anantionmers of HIV-1 Protease show Reciprocal Chiral Substrate Specificity.

The molecular skeleton of an annulated tricyclic system (4) with a central seven-membered ring adopts a butterfly-type geometry. Appropriately substituted‚ such a system gives rise to molecular asymmetry. Dependent on the barrier of ring inversion such systems can interconvert and succeed in racemization. The enantiomers of carvon (5) and limonen (6) create quite different smelling characteristics via binding to their receptor. This difference results from distinct chiral recognition of the enantiomers at a G-protein coupled receptor constructed from seven transmembrane helices.

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Supramolecular structure and function 8, Volume 8 by Greta Pifat-Mrzljak


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