By S. Lutz, U. Bornscheuer
Read or Download Protein Engineering Handbook [2 vols] [biochem] PDF
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Extra resources for Protein Engineering Handbook [2 vols] [biochem]
Sample text
2). ) This ratio is constant in an enantioselective synthesis. 2) Another method of grouping enantioselective enzyme-catalyzed reactions is to group those that create a stereocenter, and those that only preserve an existing stereocenter. Reactions that create a stereocenter involve bond-making or bondbreaking at the stereocenter, whereas those that only preserve a stereocenter involve reactions adjacent to a stereocenter. The enantioselective reduction of a ketone to a secondary alcohol involves reaction at the stereocenter and falls into the first group, while the hydrolysis of an ester or lactam does not involve reaction at the stereocenter and falls into the second group.
Enantioselective syntheses can produce a 100% yield of one enantiomer. The disadvantage of enantioselective syntheses is the more limited range of starting materials as there are fewer prochiral molecules than racemates [7]. Chiral molecules typically have four different substituents, while prochiral molecules typically have only three different substituents. If n is the number of possible substituents, then there are n4 chiral molecules, but only n3 prochiral molecules. 1) A prochiral molecule is an achiral molecule which becomes chiral in a single desymmetrization step.
2006) Biotechnology and Bioengineering, 95, 767–71. , Pohl, J. E. (2003) The Journal of Biological Chemistry, 278, 28612–8. P. J. (1998) Chemistry and Biology, 5, R105–13. B. (1998) Journal of Chemical Education, 75, 1153–7. B. (1999) Enzyme Mechanisms, Vol. A. B. Northrup), IOS Press, Amsterdam, pp. 250–63. 14 Purich, D. ) (1979) Methods in Enzymology, Part A, 63, Academic Press, New York. 15 Purich, D. ) (1980) Methods in Enzymology, Part B, 64, Academic Press, New York. 16 Purich, D. ) (1982) Methods in Enzymology, Part C, 87, Academic Press, New York.