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cis – trans Selectivity of Enzyme‐Catalyzed Additions to 4‐Substituted Cyclohexanones—Correlation with the Prelog/Ringold Model of Enzymatic Hydrogenation
Author(s) -
Effenberger Franz,
Roos Jürgen,
Kobler Christoph
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20020603)41:11<1876::aid-anie1876>3.0.co;2-1
Subject(s) - catalysis , chemistry , enzyme , selectivity , yield (engineering) , substrate (aquarium) , enzyme catalysis , cis–trans isomerism , stereochemistry , organic chemistry , thermodynamics , physics , biology , ecology
The choice of enzyme is decisive : for the enzyme‐catalyzed addition of HCN to 4‐substituted cyclohexanones 1 , highly selective biocatalysts are available that allow control to yield the cis or the trans addition product 2 . Modeling of the S enzyme–substrate complex reveals remarkable parallels with the Prelog/Ringold model of the LADH‐catalyzed hydrogenation of cyclohexanones.