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Comprehensive Step‐by‐Step Engineering of an ( R )‐Hydroxynitrile Lyase for Large‐Scale Asymmetric Synthesis
Author(s) -
Glieder Anton,
Weis Roland,
Skranc Wolfgang,
Poechlauer Peter,
Dreveny Ingrid,
Majer Sandra,
Wubbolts Marcel,
Schwab Helmut,
Gruber Karl
Publication year - 2003
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/anie.200352141
Subject(s) - steric effects , protein engineering , chemistry , lyase , directed evolution , enzyme , scale (ratio) , mutant , sequence (biology) , stereoselectivity , stereochemistry , computational biology , gene , combinatorial chemistry , biochemistry , biology , catalysis , physics , quantum mechanics
A custom‐made enzyme : The gene and protein sequence of a new ( R )‐hydroxynitrile lyase from Prunus amygdalus was cloned and engineered for recombinant production on a large scale. The enzyme is stable and active at low pH values. A rationally designed active‐site mutant now permits the rapid and stereoselective synthesis of sterically hindered cyanohydrins such as ortho ‐chloromandelonitrile (see picture).