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cis–trans Selectivity of Enzyme-Catalyzed Additions to 4-Substituted Cyclohexanones—Correlation with the Prelog/Ringold Model of Enzymatic Hydrogenation

✍ Scribed by Franz Effenberger; Jürgen Roos; Christoph Kobler


Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
117 KB
Volume
41
Category
Article
ISSN
0044-8249

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✦ Synopsis


Dedicated to Professor Lutz F. Tietze on the occasion of his 60th birthday V. Prelog and co-workers were the first to use the conformational stability of cyclic ketones and alcohols to make a statement about the topography of the active site of an enzyme. [1] The enzymatic hydrogenation of 4-substituted cyclohexanones using NADH-dependent horse-liver alcohol dehydrogenase (LADH; NADH nicotinamide adenine dinucleotide, reduced form) was particularly suitable for this annealing protocol that cements a target structure in place. It can be expected that these wirelike assemblies, insulated similarly to shrink-wrapped electrical cord, can be extended to a variety of redox-active endgroups with various coordination geometries. This novel family of building blocks is certain to have applications in nanotechnology.